MiMeDB: Showing metabocard for Trehalose (MMDBc0000177)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:38:42 UTC

Update Date

2024-10-07 03:21:10 UTC

Metabolite ID

MMDBc0000177

Metabolite Identification

Common Name

Trehalose

Description

Trehalose, also known as mycose, is a 1-alpha (disaccharide) sugar found extensively but not abundantly in nature. It is thought to be implicated in anhydrobiosis - the ability of plants and animals to withstand prolonged periods of desiccation. The sugar is thought to form a gel phase as cells dehydrate, which prevents disruption of internal cell organelles by effectively splinting them in position. Rehydration then allows normal cellular activity to be resumed without the major, generally lethal damage that would normally follow a dehydration/reyhdration cycle. Trehalose is a non-reducing sugar formed from two glucose units joined by a 1-1 alpha bond giving it the name of alpha-D-glucopyranoglucopyranosyl-1,1-alpha-D-glucopyranoside. The bonding makes trehalose very resistant to acid hydrolysis, and therefore stable in solution at high temperatures even under acidic conditions. The bonding also keeps non-reducing sugars in closed-ring form, such that the aldehyde or ketone end-groups do not bind to the lysine or arginine residues of proteins (a process called glycation). The enzyme trehalase, present but not abundant in most people, breaks it into two glucose molecules, which can then be readily absorbed in the gut. Trehalose is an important components of insects circulating fluid. It acts as a storage form of insect circulating fluid and it is important in respiration. Trehalose has also been found to be a metabolite of Burkholderia, Escherichia and Propionibacterium (PMID: 12105274 ; PMID: 25479689 ) (krishikosh.egranth.ac.in/bitstream/1/84382/1/88571%20P-1257.pdf).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000975
     RDKit          3D
Trehalose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.1445    0.8058    3.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    1.0161    2.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -0.3340    1.7047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6221   -0.6822    1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353   -0.0810    0.3240 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1707   -0.9690   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561   -0.5877   -0.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7153   -0.3616   -1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.4585   -1.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4718    1.9295   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9656    2.1219   -2.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593    0.3849    0.0135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8112    0.7222   -0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.0347    0.5542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9076   -1.0031    1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0028   -1.5403    0.5837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8949   -2.8511    0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9496    0.4774   -0.7007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3564    0.3354   -1.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -0.2344   -0.7763 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0933    0.5146   -1.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.3965    0.5946 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7135   -1.5338    0.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965    0.9649    3.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9557    1.1495    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173    1.8254    1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562   -1.0658    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186    0.7779    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743    0.3921    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    0.2201   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243    2.3094   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    2.4768   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    2.1255   -3.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.1105    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125    0.0149    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.6637   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778   -1.8983    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -1.5344    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -2.9366   -0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1560    1.5673   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.5868   -2.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -1.2441   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882    0.6753   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    0.4824    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3191    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END


  Mrv1652307292023312D          

 23 24  0  0  1  0            999 V2000
    1.0717    0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    1.0312    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7861    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.6187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2151    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2151   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0717   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -0.6187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0716   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5006   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0716    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  3  1  1  0  0  0  0
 10  1  1  0  0  0  0
 13  2  1  6  0  0  0
  3  4  1  6  0  0  0
  5  3  1  0  0  0  0
  5  6  1  1  0  0  0
  7  5  1  0  0  0  0
  7  8  1  6  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
  9 11  1  1  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 21 13  1  0  0  0  0
 14 15  1  6  0  0  0
 16 14  1  0  0  0  0
 16 17  1  1  0  0  0
 18 16  1  0  0  0  0
 18 19  1  6  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 20 22  1  1  0  0  0
 23 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000177

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1

> <INCHI_KEY>
HDTRYLNUVZCQOY-LIZSDCNHSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.139303678846364

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-2.98

> <JCHEM_LOGP>
-4.703374863666666

> <ALOGPS_LOGS>
0.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.427499300678097

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.9058964768732

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084769765199

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.92e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α,α'-trehalose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000975
     RDKit          3D
Trehalose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.1445    0.8058    3.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    1.0161    2.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -0.3340    1.7047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6221   -0.6822    1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353   -0.0810    0.3240 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1707   -0.9690   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561   -0.5877   -0.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7153   -0.3616   -1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.4585   -1.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4718    1.9295   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9656    2.1219   -2.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593    0.3849    0.0135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8112    0.7222   -0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.0347    0.5542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9076   -1.0031    1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0028   -1.5403    0.5837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8949   -2.8511    0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9496    0.4774   -0.7007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3564    0.3354   -1.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -0.2344   -0.7763 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0933    0.5146   -1.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.3965    0.5946 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7135   -1.5338    0.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965    0.9649    3.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9557    1.1495    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173    1.8254    1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562   -1.0658    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186    0.7779    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743    0.3921    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    0.2201   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243    2.3094   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    2.4768   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    2.1255   -3.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.1105    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125    0.0149    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.6637   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778   -1.8983    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -1.5344    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -2.9366   -0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1560    1.5673   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.5868   -2.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -1.2441   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882    0.6753   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    0.4824    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3191    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

HEADER    PROTEIN                                 29-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUL-20         0                                  
HETATM    1  C   UNK     0       2.001   1.155   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.667   1.925   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.334   1.925   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.334   3.465   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.668   1.155   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.002   1.925   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.668  -0.385   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.002  -1.155   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.334  -1.155   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.001  -0.385   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.334  -2.695   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.668  -3.465   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.667   1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.667  -0.385   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.667  -1.155   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.000  -1.155   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.000  -2.695   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.334  -0.385   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.668  -1.155   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.334   1.155   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.000   1.925   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.668   1.925   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.002   1.155   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1   13                                                       
CONECT    3    1    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    1    9                                                       
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    2   14   21                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   13   20                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0000975
HETATM    1  O1  UNL     1       2.145   0.806   3.601  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.917   1.016   2.435  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.892  -0.334   1.705  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.622  -0.682   1.398  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.035  -0.081   0.324  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.171  -0.969  -0.273  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.156  -0.588  -0.224  1.00  0.00           C  
HETATM    8  O4  UNL     1      -1.715  -0.362  -1.473  1.00  0.00           O  
HETATM    9  C5  UNL     1      -2.826   0.458  -1.342  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.472   1.930  -1.586  1.00  0.00           C  
HETATM   11  O5  UNL     1      -1.966   2.122  -2.852  1.00  0.00           O  
HETATM   12  C7  UNL     1      -3.459   0.385   0.014  1.00  0.00           C  
HETATM   13  O6  UNL     1      -4.811   0.722  -0.122  1.00  0.00           O  
HETATM   14  C8  UNL     1      -3.418  -1.035   0.554  1.00  0.00           C  
HETATM   15  O7  UNL     1      -3.908  -1.003   1.879  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.003  -1.540   0.584  1.00  0.00           C  
HETATM   17  O8  UNL     1      -1.895  -2.851   0.139  1.00  0.00           O  
HETATM   18  C10 UNL     1       1.950   0.477  -0.701  1.00  0.00           C  
HETATM   19  O9  UNL     1       1.356   0.335  -1.955  1.00  0.00           O  
HETATM   20  C11 UNL     1       3.281  -0.234  -0.776  1.00  0.00           C  
HETATM   21  O10 UNL     1       4.093   0.515  -1.622  1.00  0.00           O  
HETATM   22  C12 UNL     1       3.887  -0.397   0.595  1.00  0.00           C  
HETATM   23  O11 UNL     1       4.714  -1.534   0.671  1.00  0.00           O  
HETATM   24  H1  UNL     1       1.197   0.965   3.432  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.956   1.149   2.777  1.00  0.00           H  
HETATM   26  H3  UNL     1       2.517   1.825   1.827  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.256  -1.066   2.489  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.419   0.778   0.724  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.174   0.392   0.317  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.608   0.220  -2.096  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.824   2.309  -0.772  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.436   2.477  -1.513  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.753   2.125  -3.482  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.035   1.111   0.742  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.413   0.015   0.178  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.084  -1.664  -0.071  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.778  -1.898   2.263  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.610  -1.534   1.631  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.620  -2.937  -0.797  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.156   1.567  -0.582  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.439  -0.587  -2.314  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.175  -1.244  -1.227  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.988   0.675  -1.266  1.00  0.00           H  
HETATM   44  H21 UNL     1       4.584   0.482   0.727  1.00  0.00           H  
HETATM   45  H22 UNL     1       4.214  -2.319   1.031  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3   25   26
CONECT    3    4   22   27
CONECT    4    5
CONECT    5    6   18   28
CONECT    6    7
CONECT    7    8   16   29
CONECT    8    9
CONECT    9   10   12   30
CONECT   10   11   31   32
CONECT   11   33
CONECT   12   13   14   34
CONECT   13   35
CONECT   14   15   16   36
CONECT   15   37
CONECT   16   17   38
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   22   42
CONECT   21   43
CONECT   22   23   44
CONECT   23   45
END

HMDB0000975
     RDKit          3D
Trehalose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.1445    0.8058    3.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    1.0161    2.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -0.3340    1.7047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6221   -0.6822    1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353   -0.0810    0.3240 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1707   -0.9690   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561   -0.5877   -0.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7153   -0.3616   -1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.4585   -1.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4718    1.9295   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9656    2.1219   -2.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593    0.3849    0.0135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8112    0.7222   -0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.0347    0.5542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9076   -1.0031    1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0028   -1.5403    0.5837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8949   -2.8511    0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9496    0.4774   -0.7007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3564    0.3354   -1.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -0.2344   -0.7763 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0933    0.5146   -1.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.3965    0.5946 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7135   -1.5338    0.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965    0.9649    3.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9557    1.1495    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173    1.8254    1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562   -1.0658    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186    0.7779    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743    0.3921    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    0.2201   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243    2.3094   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    2.4768   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    2.1255   -3.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.1105    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125    0.0149    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.6637   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778   -1.8983    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -1.5344    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -2.9366   -0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1560    1.5673   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.5868   -2.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -1.2441   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882    0.6753   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    0.4824    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3191    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

Synonyms

Value	Source
(GLC)2	ChEBI
alpha,Alpha'-trehalose	ChEBI
alpha-D-GLCP-(11)-alpha-D-GLCP	ChEBI
alpha-D-Glucopyranosyl-alpha-D-glucopyranoside	ChEBI
alpha-D-Trehalose	ChEBI
alpha-Trehalose	ChEBI
D-(+)-Trehalose	ChEBI
Ergot sugar	ChEBI
Mycose	ChEBI
a,Alpha'-trehalose	Generator
Α,alpha'-trehalose	Generator
a-D-GLCP-(11)-a-D-GLCP	Generator
Α-D-GLCP-(11)-α-D-GLCP	Generator
a-D-Glucopyranosyl-a-D-glucopyranoside	Generator
Α-D-glucopyranosyl-α-D-glucopyranoside	Generator
a-D-Trehalose	Generator
Α-D-trehalose	Generator
a-Trehalose	Generator
Α-trehalose	Generator
alpha,alpha-Trehalose	HMDB
D-Trehalose-anhydrous	HMDB
delta-Trehalose-anhydrous	HMDB
D-Trehalose	HMDB
Natural trehalose	HMDB
O-D-Glucopyranosyl-(1→1)-D-glucopyranoside	HMDB
alpha,Alpha'-D-trehalose	HMDB
alpha-D-Glucopyranosyl alpha-D-glucopyranoside	HMDB
Α,α'-D-trehalose	HMDB
Α,α-trehalose	HMDB
Α,α’-D-trehalose	HMDB
Α-D-glucopyranosyl α-D-glucopyranoside	HMDB
Trehalose	HMDB

Molecular Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965

Monoisotopic Mass

342.116211546

IUPAC Name

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol

Traditional Name

α,α'-trehalose

CAS Registry Number

99-20-7

SMILES

OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1

InChI Key

HDTRYLNUVZCQOY-LIZSDCNHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

trehalose (CHEBI:16551 )
Disaccharides (C01083 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	592 g/L	ALOGPS
logP	-3	ALOGPS
logP	-4.7	ChemAxon
logS	0.24	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.34 m³·mol⁻¹	ChemAxon
Polarizability	31.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Epidermis
Feces
Fibroblasts
Kidney
Platelet
Skeletal Muscle
Urine

Tissue Locations

Epidermis
Fibroblasts
Kidney
Platelet
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192041	Trehalase	Enzyme	O43280	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018601	Trehalose 6-phosphate	Trehalose	Trehalose-6-phosphate phosphatase	Dephosphorylation	PathBank	31602464
MMDBr0018602	Glycogen	Trehalose	Glycogen debranching enzyme		PathBank	31602464
MMDBr0018603	Trehalose	D-Glucose	Cytoplasmic trehalase	Hydrolysis	PathBank	31602464
MMDBr0018604	Trehalose	D-Glucose	Periplasmic trehalase	Hydrolysis	PathBank	31602464
MMDBr0019338	alpha,alpha-Trehalose 6-phosphate	Trehalose	Trehalose-6-phosphate phosphatase	Dephosphorylation	PathBank	31602464
MMDBr0019900	Trehalose 6-phosphate	Trehalose	Trehalose-phosphatase	Dephosphorylation	PathBank	31602464
MMDBr0019901	Trehalose	D-Glucose	Cytosolic neutral trehalase	Hydrolysis	PathBank	31602464
MMDBr0024892	Trehalose	D-Glucose	Trehalase 1	Hydrolysis	RHEA	34755880
MMDBr0024909	Trehalose	L-Histidine	PTS system trehalose-specific EIIBC component		RHEA	34755880
MMDBr0025266	D-Glucose	Trehalose	Trehalose synthase	Synthesis	RHEA	34755880
MMDBr0025652	Trehalose	CoA	Acyltransferase PapA3	Acylation	RHEA	34755880
MMDBr0025653	Trehalose	CoA	Acyltransferase PapA3	Acylation	RHEA	34755880
MMDBr0026105	CDPglucose	Uridine 5'-diphosphate	Trehalose synthase	Synthesis	RHEA	34755880
MMDBr0026106	ADP-alpha-D-glucose	Trehalose	Trehalose synthase	Synthesis	RHEA	34755880
MMDBr0026107	GDP-alpha-D-glucose	Guanosine 3',5'-bis(diphosphate)	Trehalose synthase	Synthesis	RHEA	34755880
MMDBr0026108	UDP-alpha-D-glucose	Uridine 5'-diphosphate	Trehalose synthase	Synthesis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Firmicutes	595	Human ; Human mucosa; Human supragingival plaque; Human saliva; Human subgingival plaque; Human feces; Human vaginal fluid; Human stool; Human urine; Human dental plaque; Human pleural fluid plaque; Pig ; Human sputum; Cattle	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	140	Human saliva; Human stool; Human feces; Human ; Human urine; Human subgingival plaque; Human appendix biopsy	Microbial culture; Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	9	Human feces; Human saliva; Human supragingival plaque	Microbial culture; Unknown
Bacteria/Eubacteria	Deinococcus-thermus	4		Microbial culture
Bacteria/Eubacteria	Actinobacteria	187	Human feces; Human stool; Human ; Human mucosa; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Thermotogae	1		Microbial culture
Bacteria/Eubacteria	Proteobacteria	270	Human ; Human feces; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Human supragingival plaque; Human subgingival plaque	Microbial culture; Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces	Microbial culture; Metabolic reconstruction
Archaea	Crenarchaeota	2	Human feces	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Chloroflexi	1		Microbial culture
Bacteria/Eubacteria	Spirochaetes	5	Human feces	Microbial culture; Metabolic reconstruction
Bacteria	Actinobacteria	27	Human feces; Human stool; Human ; Human mucosa; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Microbial culture; Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	9	Human feces; Human ; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria	Proteobacteria	14	Human ; Human feces; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Human supragingival plaque; Human subgingival plaque	Microbial culture; Metabolic reconstruction
Bacteria	Firmicutes	34	Human ; Human mucosa; Human supragingival plaque; Human saliva; Human subgingival plaque; Human feces; Human vaginal fluid; Human stool; Human urine; Human dental plaque; Human pleural fluid plaque; Pig ; Human sputum; Cattle	Microbial culture; Metabolic reconstruction
Bacteria	Candidatus melainabacteria	2	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Tenericutes	3	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	3	Human feces	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Basidiomycota	3
Archaea/Archaea	Euryarchaeota	1	Human feces	Microbial culture; Metabolic reconstruction
Eukaryota/Fungi	Microsporidia	1
Archaea/Archaea	nah	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	22944170
Human Feces	Detected but not Quantified			Not Specified	Not Specified	Cryptosporidium infection	HMDB	22944170
Human Urine	Detected and Quantified	5.298	umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Urine	Detected and Quantified	5.298	umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Epidermis	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	22944170
Human Blood	Detected but not Quantified						HMDB

External Links

HMDB ID

HMDB0000975

DrugBank ID

DB12310

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16551

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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Corning BF, Murphy JC, Fox JG: Group G streptococcal lymphadenitis in rats. J Clin Microbiol. 1991 Dec;29(12):2720-3. doi: 10.1128/jcm.29.12.2720-2723.1991. [PubMed:1757539 ]
Citron DM, Baron EJ, Finegold SM, Goldstein EJ: Short prereduced anaerobically sterilized (PRAS) biochemical scheme for identification of clinical isolates of bile-resistant Bacteroides species. J Clin Microbiol. 1990 Oct;28(10):2220-3. doi: 10.1128/jcm.28.10.2220-2223.1990. [PubMed:2229345 ]
Berlutti F, Thaller MC, Dainelli B, Pezzi R: T-mod pathway, a reduced sequence for identification of gram-negative urinary tract pathogens. J Clin Microbiol. 1989 Jul;27(7):1646-9. doi: 10.1128/jcm.27.7.1646-1649.1989. [PubMed:2768451 ]
Arguelles JC, Rodriguez T, Alvarez-Peral FJ: Trehalose hydrolysis is not required for human serum-induced dimorphic transition in Candida albicans: evidence from a tps1/tps1 mutant deficient in trehalose synthesis. Res Microbiol. 1999 Oct;150(8):521-9. doi: 10.1016/s0923-2508(99)00105-9. [PubMed:10577485 ]
Eroglu A, Russo MJ, Bieganski R, Fowler A, Cheley S, Bayley H, Toner M: Intracellular trehalose improves the survival of cryopreserved mammalian cells. Nat Biotechnol. 2000 Feb;18(2):163-7. doi: 10.1038/72608. [PubMed:10657121 ]
Guo N, Puhlev I, Brown DR, Mansbridge J, Levine F: Trehalose expression confers desiccation tolerance on human cells. Nat Biotechnol. 2000 Feb;18(2):168-71. doi: 10.1038/72616. [PubMed:10657122 ]
Alvarez-Peral FJ, Arguelles JC: Changes in external trehalase activity during human serum-induced dimorphic transition in Candida albicans. Res Microbiol. 2000 Dec;151(10):837-43. doi: 10.1016/s0923-2508(00)01150-5. [PubMed:11191809 ]
Kandror O, DeLeon A, Goldberg AL: Trehalose synthesis is induced upon exposure of Escherichia coli to cold and is essential for viability at low temperatures. Proc Natl Acad Sci U S A. 2002 Jul 23;99(15):9727-32. doi: 10.1073/pnas.142314099. Epub 2002 Jul 8. [PubMed:12105274 ]
Shirkhanzadeh M: Microneedles coated with porous calcium phosphate ceramics: effective vehicles for transdermal delivery of solid trehalose. J Mater Sci Mater Med. 2005 Jan;16(1):37-45. doi: 10.1007/s10856-005-6444-2. [PubMed:15754142 ]
Sasnoor LM, Kale VP, Limaye LS: A combination of catalase and trehalose as additives to conventional freezing medium results in improved cryoprotection of human hematopoietic cells with reference to in vitro migration and adhesion properties. Transfusion. 2005 Apr;45(4):622-33. doi: 10.1111/j.0041-1132.2005.04288.x. [PubMed:15819685 ]
Fujita Y, Naka T, Doi T, Yano I: Direct molecular mass determination of trehalose monomycolate from 11 species of mycobacteria by MALDI-TOF mass spectrometry. Microbiology (Reading). 2005 May;151(Pt 5):1443-1452. doi: 10.1099/mic.0.27791-0. [PubMed:15870454 ]
Chang L, Shepherd D, Sun J, Ouellette D, Grant KL, Tang XC, Pikal MJ: Mechanism of protein stabilization by sugars during freeze-drying and storage: native structure preservation, specific interaction, and/or immobilization in a glassy matrix? J Pharm Sci. 2005 Jul;94(7):1427-44. doi: 10.1002/jps.20364. [PubMed:15920775 ]
Nie Y, de Pablo JJ, Palecek SP: Platelet cryopreservation using a trehalose and phosphate formulation. Biotechnol Bioeng. 2005 Oct 5;92(1):79-90. doi: 10.1002/bit.20577. [PubMed:15937943 ]
Ma X, Jamil K, Macrae TH, Clegg JS, Russell JM, Villeneuve TS, Euloth M, Sun Y, Crowe JH, Tablin F, Oliver AE: A small stress protein acts synergistically with trehalose to confer desiccation tolerance on mammalian cells. Cryobiology. 2005 Aug;51(1):15-28. doi: 10.1016/j.cryobiol.2005.04.007. [PubMed:15963489 ]
Yoshioka S, Aso Y: A quantitative assessment of the significance of molecular mobility as a determinant for the stability of lyophilized insulin formulations. Pharm Res. 2005 Aug;22(8):1358-64. doi: 10.1007/s11095-005-5262-z. Epub 2005 Aug 3. [PubMed:16078146 ]
Alcoba-Florez J, Mendez-Alvarez S, Cano J, Guarro J, Perez-Roth E, del Pilar Arevalo M: Phenotypic and molecular characterization of Candida nivariensis sp. nov., a possible new opportunistic fungus. J Clin Microbiol. 2005 Aug;43(8):4107-11. doi: 10.1128/JCM.43.8.4107-4111.2005. [PubMed:16081957 ]
Davies JE, Sarkar S, Rubinsztein DC: Trehalose reduces aggregate formation and delays pathology in a transgenic mouse model of oculopharyngeal muscular dystrophy. Hum Mol Genet. 2006 Jan 1;15(1):23-31. doi: 10.1093/hmg/ddi422. Epub 2005 Nov 25. [PubMed:16311254 ]
Lu FQ, Liu JH, Ouyang XL, Li XJ, Zhou J, Zhuang Y: [Process of human platelets loaded with rehalose before lyophilization]. Zhongguo Shi Yan Xue Ye Xue Za Zhi. 2006 Feb;14(1):156-61. [PubMed:16584614 ]
Habe H, Sato S, Morita T, Fukuoka T, Kirimura K, Kitamoto D: Bacterial production of short-chain organic acids and trehalose from levulinic acid: a potential cellulose-derived building block as a feedstock for microbial production. Bioresour Technol. 2015 Feb;177:381-6. doi: 10.1016/j.biortech.2014.11.048. Epub 2014 Nov 18. [PubMed:25479689 ]

Showing metabocard for Trehalose (MMDBc0000177)

MOL for #<Metabolite:0x00005645c9ee8850>

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Structure for #<Metabolite:0x00005645c9ee8850>

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