Showing metabocard for limonene-1,2-diol (MMDBc0054550)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:17:28 UTC
Update Date2025-01-17 02:06:30 UTC
Metabolite IDMMDBc0054550
Metabolite Identification
Common Namelimonene-1,2-diol
Descriptionp-Mentha-8(9)-en-1,2-diol belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review very few articles have been published on p-Mentha-8(9)-en-1,2-diol.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f920d519220>


  Mrv1652311151710112D          

 12 12  0  0  0  0            999 V2000
    1.0741   -1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901    1.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  4 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f920d519220>

HMDB0256048
     RDKit          3D
1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-
 30 30  0  0  0  0  0  0  0  0999 V2000
    2.9881    0.8389   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776   -0.0536   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -0.9069    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8239   -0.2802   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125    0.5854   -1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1789    0.4524   -1.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8939    0.0885   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1209   -1.3808   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1560    0.7293   -0.2676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    0.7196    0.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9096    0.7684    2.0598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1284   -0.0337    1.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    1.5049   -1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    0.9312   -0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250   -1.8813    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9386   -0.3878    1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0029   -1.0377    0.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7094   -1.3536   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7877    0.2371   -2.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    1.6435   -1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5501    1.4469   -1.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485   -0.2706   -2.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751   -2.0102   -0.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2091   -1.6320   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8365   -1.7116    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8666    0.0701   -0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657    1.7565    0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5293    1.5479    1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7769    0.5921    1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0759   -0.9727    1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12  4  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f920d519220>


  Mrv1652311151710112D          

 12 12  0  0  0  0            999 V2000
    1.0741   -1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901    1.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  4 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054550

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=C)C1CCC(C)(O)C(O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h8-9,11-12H,1,4-6H2,2-3H3

> <INCHI_KEY>
WKZWTZTZWGWEGE-UHFFFAOYSA-N

> <FORMULA>
C10H18O2

> <MOLECULAR_WEIGHT>
170.2487

> <EXACT_MASS>
170.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
19.661475084010412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

> <ALOGPS_LOGP>
1.11

> <JCHEM_LOGP>
1.1573275709999997

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.138001665059903

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.72647686245353

> <JCHEM_PKA_STRONGEST_BASIC>
-3.207704561297077

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
48.7509

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
limonene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f920d519220>

HMDB0256048
     RDKit          3D
1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-
 30 30  0  0  0  0  0  0  0  0999 V2000
    2.9881    0.8389   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776   -0.0536   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -0.9069    0.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8239   -0.2802   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125    0.5854   -1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1789    0.4524   -1.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8939    0.0885   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1209   -1.3808   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1560    0.7293   -0.2676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    0.7196    0.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9096    0.7684    2.0598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1284   -0.0337    1.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    1.5049   -1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    0.9312   -0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250   -1.8813    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9386   -0.3878    1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0029   -1.0377    0.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7094   -1.3536   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7877    0.2371   -2.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    1.6435   -1.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5501    1.4469   -1.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485   -0.2706   -2.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751   -2.0102   -0.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2091   -1.6320   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8365   -1.7116    0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8666    0.0701   -0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657    1.7565    0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5293    1.5479    1.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7769    0.5921    1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0759   -0.9727    1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12  4  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
M  END
Download

PDB for #<Metabolite:0x00007f920d519220>

HEADER    PROTEIN                                 15-NOV-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-NOV-17         0                                  
HETATM    1  C   UNK     0       2.005  -3.395   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.625  -2.695   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.705  -3.465   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.625  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.965  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.965   1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.625   1.925   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.625   3.465   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.035   2.555   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.705   1.155   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.035   1.925   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.705  -0.385   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    4                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007f920d519220>

COMPND    HMDB0256048
HETATM    1  C1  UNL     1       2.988   0.839  -0.687  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.278  -0.054  -0.023  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.960  -0.907   0.988  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.824  -0.280  -0.202  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.312   0.585  -1.317  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.179   0.452  -1.521  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.894   0.089  -0.245  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.121  -1.381  -0.082  1.00  0.00           C  
HETATM    9  O1  UNL     1      -3.156   0.729  -0.268  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.140   0.720   0.902  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.910   0.768   2.060  1.00  0.00           O  
HETATM   12  C10 UNL     1       0.128  -0.034   1.108  1.00  0.00           C  
HETATM   13  H1  UNL     1       2.585   1.505  -1.440  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.045   0.931  -0.483  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.425  -1.881   1.103  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.939  -0.388   1.981  1.00  0.00           H  
HETATM   17  H5  UNL     1       4.003  -1.038   0.662  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.709  -1.354  -0.493  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.788   0.237  -2.255  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.594   1.644  -1.176  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.550   1.447  -1.842  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.448  -0.271  -2.312  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.575  -2.010  -0.807  1.00  0.00           H  
HETATM   24  H12 UNL     1      -3.209  -1.632  -0.189  1.00  0.00           H  
HETATM   25  H13 UNL     1      -1.836  -1.712   0.932  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.867   0.070  -0.334  1.00  0.00           H  
HETATM   27  H15 UNL     1      -0.866   1.756   0.558  1.00  0.00           H  
HETATM   28  H16 UNL     1      -2.529   1.548   1.951  1.00  0.00           H  
HETATM   29  H17 UNL     1       0.777   0.592   1.788  1.00  0.00           H  
HETATM   30  H18 UNL     1      -0.076  -0.973   1.643  1.00  0.00           H  
CONECT    1    2    2   13   14
CONECT    2    3    4
CONECT    3   15   16   17
CONECT    4    5   12   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8    9   10
CONECT    8   23   24   25
CONECT    9   26
CONECT   10   11   12   27
CONECT   11   28
CONECT   12   29   30
END
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SMILES for #<Metabolite:0x00007f920d519220>

CC(=C)C1CCC(C)(O)C(O)C1
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INCHI for #<Metabolite:0x00007f920d519220>

InChI=1S/C10H18O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h8-9,11-12H,1,4-6H2,2-3H3
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Synonyms
ValueSource
1-Methyl-4-(1-methylethenyl)-1,2-cyclohexanediolChEBI
1-Methyl-4-(1-methylvinyl)cyclohexane-1,2-diolChEBI
Menth-8-ene-1,2-diolChEBI
p-Menth-8(9)-ene-1,2-diolChEBI
Molecular FormulaC10H18O2
Average Mass170.2487
Monoisotopic Mass170.13067982
IUPAC Name1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol
Traditional Namelimonene-1,2-diol
CAS Registry NumberNot Available
SMILES
CC(=C)C1CCC(C)(O)C(O)C1
InChI Identifier
InChI=1S/C10H18O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h8-9,11-12H,1,4-6H2,2-3H3
InChI KeyWKZWTZTZWGWEGE-UHFFFAOYSA-N