Showing metabocard for beta-L-Rhamnose (MMDBc0031746)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:47:32 UTC
Update Date2022-08-31 18:24:14 UTC
Metabolite IDMMDBc0031746
Metabolite Identification
Common Namebeta-L-Rhamnose
Descriptionbeta-L-Rhamnose is an anomer of alpha-L-rhamnose. It is a substrate of the E. coli enzyme L-rhamnose mutarotase. An anomer is a special type of epimer. It is one of two stereoisomers of a cyclic saccharide that differs only in its configuration at the hemiacetal or hemiketal carbon, also called the anomeric carbon.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9250515b78>

 
  Mrv0541 07231210532D          
 
 11 11  0  0  1  0            999 V2000
   13.0489   -9.9695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3352   -9.5557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7700   -9.5557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0489  -10.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3352   -8.7320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6291   -9.9695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7700   -8.7320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4876   -9.9695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0489   -8.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6177   -8.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4876   -8.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  3  8  1  6  0  0  0
  5  9  1  0  0  0  0
  5 10  1  6  0  0  0
  7 11  1  6  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9250515b78>

Download
3D SDF for #<Metabolite:0x00007f9250515b78>
 
  Mrv0541 07231210532D          
 
 11 11  0  0  1  0            999 V2000
   13.0489   -9.9695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3352   -9.5557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7700   -9.5557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0489  -10.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3352   -8.7320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6291   -9.9695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7700   -8.7320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4876   -9.9695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0489   -8.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6177   -8.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4876   -8.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  3  8  1  6  0  0  0
  5  9  1  0  0  0  0
  5 10  1  6  0  0  0
  7 11  1  6  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031746

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5+,6-/m0/s1

> <INCHI_KEY>
SHZGCJCMOBCMKK-YJRYQGEOSA-N

> <FORMULA>
C6H12O5

> <MOLECULAR_WEIGHT>
164.1565

> <EXACT_MASS>
164.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
15.31869402367184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol

> <ALOGPS_LOGP>
-2.39

> <JCHEM_LOGP>
-1.885629251333333

> <ALOGPS_LOGS>
0.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.724419195509512

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.30218058050956

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121738272477764

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
34.37969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.27e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-L-rhamnose

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for #<Metabolite:0x00007f9250515b78>
Download
PDB for #<Metabolite:0x00007f9250515b78>
HEADER    PROTEIN                                 23-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUL-12         0                                  
HETATM    1  C   UNK     0      24.358 -18.610   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.026 -17.837   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.704 -17.837   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      24.358 -20.147   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      23.026 -16.300   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      21.708 -18.610   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      25.704 -16.300   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      27.043 -18.610   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      24.358 -15.527   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      21.686 -15.527   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      27.043 -15.527   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1                                                            
CONECT    5    2    9   10                                                  
CONECT    6    2                                                            
CONECT    7    3   11    9                                                  
CONECT    8    3                                                            
CONECT    9    5    7                                                       
CONECT   10    5                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

Download
3D PDB for #<Metabolite:0x00007f9250515b78>
Download
SMILES for #<Metabolite:0x00007f9250515b78>
C[C@@H]1O[C@H](O)[C@H](O)[C@H](O)[C@H]1O
Download
INCHI for #<Metabolite:0x00007f9250515b78>
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5+,6-/m0/s1
Download
Synonyms
ValueSource
beta-6-Deoxy-L-mannoseChEBI
beta-L-MannomethyloseChEBI
beta-L-RhamnoseChEBI
beta-L-RhamnopyranoseKegg
b-6-Deoxy-L-mannoseGenerator
Β-6-deoxy-L-mannoseGenerator
b-L-MannomethyloseGenerator
Β-L-mannomethyloseGenerator
b-L-RhamnoseGenerator
Β-L-rhamnoseGenerator
b-L-RhamnopyranoseGenerator
Molecular FormulaC6H12O5
Average Mass164.1565
Monoisotopic Mass164.068473494
IUPAC Name(2S,3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol
Traditional Nameβ-L-rhamnose
CAS Registry NumberNot Available
SMILES
C[C@@H]1O[C@H](O)[C@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5+,6-/m0/s1
InChI KeySHZGCJCMOBCMKK-YJRYQGEOSA-N