Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:19:06 UTC

Update Date

2021-09-14 15:45:23 UTC

HMDB ID

HMDB0060004

Secondary Accession Numbers

HMDB60004

Metabolite Identification

Common Name

Menthol-glucoronide

Description

Menthol-glucoronide belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Menthol-glucoronide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060004
     RDKit          3D
Menthol-glucoronide
 50 51  0  0  0  0  0  0  0  0999 V2000
   -1.1146    3.3856    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5845    2.3951   -0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9367    1.8843   -0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674    0.4062   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9704   -0.2714    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2694   -1.6927    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332   -2.3657   -1.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -2.5584    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7172    0.4075    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -0.1826    0.5332 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5552    0.9123    0.4360 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687    0.4976    0.9817 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5773    1.6723    1.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1529    2.8335    1.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422    1.5278    1.8995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515   -0.2516   -0.1355 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4846   -1.0644    0.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -0.9974   -0.9686 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4250   -0.3704   -2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098   -1.2109   -0.4299 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0865   -2.4914    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    1.2276   -1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137    3.3395    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    4.4015   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965    3.1830    1.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7164    2.9325   -1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1337    2.1397    0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7377    2.3158   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735    0.0034   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066    0.0353   -1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771    0.0157    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4172   -1.7279    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8343   -1.7302   -1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0282   -2.9298   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380   -3.1660   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5918   -2.6125    2.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -3.6270    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343   -2.1548    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487    1.2874    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791   -0.5370    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6235   -0.1682    1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955    0.8975    2.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.5357   -0.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4362   -1.9280   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -1.9894   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -0.2555   -2.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293   -1.2130   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8707   -3.0303   -0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    1.6485   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.6411   -1.8888 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
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  9 22  1  0
 22  2  1  0
 20 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 12 41  1  1
 15 42  1  0
 16 43  1  6
 17 44  1  0
 18 45  1  6
 19 46  1  0
 20 47  1  6
 21 48  1  0
 22 49  1  0
 22 50  1  0
M  END

  Mrv0541 04091314192D          

 22 23  0  0  0  0            999 V2000
    1.9617    1.1941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6761    2.4316    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9617    2.0191    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6761    0.7816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906    1.1941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3906    2.0191    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1051    0.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6761    3.2566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195    1.1941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1051   -0.0434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2472    2.4316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1051    2.4316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3783    0.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6638    1.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506    0.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506   -0.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6638   -0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3783   -0.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0928   -0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073   -0.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0928   -1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7651    1.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  1  4  1  0  0  0  0
  2  3  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  1  0  0  0
  2  8  1  1  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  3 11  1  6  0  0  0
  6 12  1  6  0  0  0
  1 13  1  1  0  0  0
 18 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 15 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060004

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC(C)CC1[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O6/c1-7(2)9-5-4-8(3)6-10(9)14-12(18)11(17)13(19)15(22-14)16(20)21/h7-15,17-19H,4-6H2,1-3H3,(H,20,21)/t8?,9?,10?,11-,12-,13+,14+,15+/m1/s1

> <INCHI_KEY>
JOHLBVHVVBAEGN-GEPIISMBSA-N

> <FORMULA>
C16H28O6

> <MOLECULAR_WEIGHT>
316.3899

> <EXACT_MASS>
316.188588628

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
34.08824459732432

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-methyl-2-(propan-2-yl)cyclohexyl]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.93

> <JCHEM_LOGP>
1.2316355539999997

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.645484817113342

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0206644476763245

> <JCHEM_PKA_STRONGEST_BASIC>
-3.616884880635415

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
78.4229

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(2-isopropyl-5-methylcyclohexyl)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060004
     RDKit          3D
Menthol-glucoronide
 50 51  0  0  0  0  0  0  0  0999 V2000
   -1.1146    3.3856    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5845    2.3951   -0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9367    1.8843   -0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674    0.4062   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9704   -0.2714    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2694   -1.6927    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332   -2.3657   -1.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -2.5584    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7172    0.4075    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -0.1826    0.5332 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5552    0.9123    0.4360 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687    0.4976    0.9817 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5773    1.6723    1.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1529    2.8335    1.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422    1.5278    1.8995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515   -0.2516   -0.1355 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4846   -1.0644    0.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -0.9974   -0.9686 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4250   -0.3704   -2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098   -1.2109   -0.4299 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0865   -2.4914    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    1.2276   -1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137    3.3395    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    4.4015   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965    3.1830    1.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7164    2.9325   -1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1337    2.1397    0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7377    2.3158   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735    0.0034   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066    0.0353   -1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771    0.0157    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4172   -1.7279    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8343   -1.7302   -1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0282   -2.9298   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380   -3.1660   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5918   -2.6125    2.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -3.6270    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343   -2.1548    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487    1.2874    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791   -0.5370    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6235   -0.1682    1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955    0.8975    2.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.5357   -0.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4362   -1.9280   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -1.9894   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -0.2555   -2.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293   -1.2130   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8707   -3.0303   -0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    1.6485   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.6411   -1.8888 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
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  9 22  1  0
 22  2  1  0
 20 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 12 41  1  1
 15 42  1  0
 16 43  1  6
 17 44  1  0
 18 45  1  6
 19 46  1  0
 20 47  1  6
 21 48  1  0
 22 49  1  0
 22 50  1  0
M  END

HEADER    PROTEIN                                 09-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-APR-13         0                                  
HETATM    1  C   UNK     0       3.662   2.229   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.995   4.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.662   3.769   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.995   1.459   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.329   2.229   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.329   3.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.663   1.459   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.995   6.079   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.996   2.229   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.663  -0.081   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.328   4.539   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       7.663   4.539   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.573   1.140   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.239   1.910   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.094   1.140   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.094  -0.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.239  -1.170   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.573  -0.400   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.907  -1.170   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.240  -0.400   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.907  -2.710   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.428   1.910   0.000  0.00  0.00           C+0
CONECT    1    3    4   13                                                  
CONECT    2    3    6    8                                                  
CONECT    3    1    2   11                                                  
CONECT    4    1    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    2   12                                                  
CONECT    7    5    9   10                                                  
CONECT    8    2                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    3                                                            
CONECT   12    6                                                            
CONECT   13    1   18   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   13   17   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   15                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0060004
HETATM    1  C1  UNL     1      -1.115   3.386   0.154  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.585   2.395  -0.901  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.937   1.884  -0.426  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.967   0.406  -0.569  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.970  -0.271   0.412  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.269  -1.693   0.281  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.133  -2.366  -1.030  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.827  -2.558   1.463  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.717   0.407   0.300  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.615  -0.183   0.533  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.555   0.912   0.436  1.00  0.00           O  
HETATM   12  C11 UNL     1       2.769   0.498   0.982  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.577   1.672   1.333  1.00  0.00           C  
HETATM   14  O2  UNL     1       3.153   2.833   1.133  1.00  0.00           O  
HETATM   15  O3  UNL     1       4.842   1.528   1.899  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.451  -0.252  -0.135  1.00  0.00           C  
HETATM   17  O4  UNL     1       4.485  -1.064   0.365  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.484  -0.997  -0.969  1.00  0.00           C  
HETATM   19  O5  UNL     1       2.425  -0.370  -2.237  1.00  0.00           O  
HETATM   20  C15 UNL     1       1.110  -1.211  -0.430  1.00  0.00           C  
HETATM   21  O6  UNL     1       1.086  -2.491   0.108  1.00  0.00           O  
HETATM   22  C16 UNL     1      -0.632   1.228  -1.021  1.00  0.00           C  
HETATM   23  H1  UNL     1      -0.014   3.340   0.265  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.461   4.401  -0.147  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.596   3.183   1.136  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.716   2.933  -1.838  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.134   2.140   0.629  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.738   2.316  -1.027  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.974   0.003  -0.265  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.807   0.035  -1.594  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.477   0.016   1.414  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.417  -1.728   0.425  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.834  -1.730  -1.875  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.028  -2.930  -1.387  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.338  -3.166  -0.964  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.592  -2.612   2.266  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.701  -3.627   1.122  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.934  -2.155   1.929  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.749   1.287   1.041  1.00  0.00           H  
HETATM   40  H18 UNL     1       0.779  -0.537   1.560  1.00  0.00           H  
HETATM   41  H19 UNL     1       2.624  -0.168   1.858  1.00  0.00           H  
HETATM   42  H20 UNL     1       4.995   0.898   2.676  1.00  0.00           H  
HETATM   43  H21 UNL     1       3.996   0.536  -0.738  1.00  0.00           H  
HETATM   44  H22 UNL     1       4.436  -1.928  -0.104  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.977  -1.989  -1.207  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.495  -0.255  -2.536  1.00  0.00           H  
HETATM   47  H25 UNL     1       0.429  -1.213  -1.301  1.00  0.00           H  
HETATM   48  H26 UNL     1       1.871  -3.030  -0.093  1.00  0.00           H  
HETATM   49  H27 UNL     1       0.396   1.648  -1.036  1.00  0.00           H  
HETATM   50  H28 UNL     1      -0.890   0.641  -1.889  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   22   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6    9   31
CONECT    6    7    8   32
CONECT    7   33   34   35
CONECT    8   36   37   38
CONECT    9   10   22   39
CONECT   10   11   20   40
CONECT   11   12
CONECT   12   13   16   41
CONECT   13   14   14   15
CONECT   15   42
CONECT   16   17   18   43
CONECT   17   44
CONECT   18   19   20   45
CONECT   19   46
CONECT   20   21   47
CONECT   21   48
CONECT   22   49   50
END

HMDB0060004
     RDKit          3D
Menthol-glucoronide
 50 51  0  0  0  0  0  0  0  0999 V2000
   -1.1146    3.3856    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5845    2.3951   -0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9367    1.8843   -0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674    0.4062   -0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9704   -0.2714    0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2694   -1.6927    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332   -2.3657   -1.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -2.5584    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7172    0.4075    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -0.1826    0.5332 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5552    0.9123    0.4360 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687    0.4976    0.9817 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5773    1.6723    1.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1529    2.8335    1.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422    1.5278    1.8995 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515   -0.2516   -0.1355 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4846   -1.0644    0.3646 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -0.9974   -0.9686 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4250   -0.3704   -2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098   -1.2109   -0.4299 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0865   -2.4914    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    1.2276   -1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137    3.3395    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    4.4015   -0.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965    3.1830    1.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7164    2.9325   -1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1337    2.1397    0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7377    2.3158   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735    0.0034   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066    0.0353   -1.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771    0.0157    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4172   -1.7279    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8343   -1.7302   -1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0282   -2.9298   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380   -3.1660   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5918   -2.6125    2.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -3.6270    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9343   -2.1548    1.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487    1.2874    1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791   -0.5370    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6235   -0.1682    1.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9955    0.8975    2.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.5357   -0.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4362   -1.9280   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -1.9894   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -0.2555   -2.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293   -1.2130   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8707   -3.0303   -0.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959    1.6485   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.6411   -1.8888 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
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  9 22  1  0
 22  2  1  0
 20 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 12 41  1  1
 15 42  1  0
 16 43  1  6
 17 44  1  0
 18 45  1  6
 19 46  1  0
 20 47  1  6
 21 48  1  0
 22 49  1  0
 22 50  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,3S,4R,5R,6S)-3,4,5-Trihydroxy-6-[5-methyl-2-(propan-2-yl)cyclohexyl]oxane-2-carboxylate	Generator

Chemical Formula

C₁₆H₂₈O₆

Average Molecular Weight

316.3899

Monoisotopic Molecular Weight

316.188588628

IUPAC Name

(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-methyl-2-(propan-2-yl)cyclohexyl]oxane-2-carboxylic acid

Traditional Name

(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(2-isopropyl-5-methylcyclohexyl)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1CCC(C)CC1[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C16H28O6/c1-7(2)9-5-4-8(3)6-10(9)14-12(18)11(17)13(19)15(22-14)16(20)21/h7-15,17-19H,4-6H2,1-3H3,(H,20,21)/t8?,9?,10?,11-,12-,13+,14+,15+/m1/s1

InChI Key

JOHLBVHVVBAEGN-GEPIISMBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
C-glucuronide
Glucuronic acid or derivatives
C-glycosyl compound
Glycosyl compound
Monocyclic monoterpenoid
Monoterpenoid
P-menthane monoterpenoid
Beta-hydroxy acid
Pyran
Oxane
Hydroxy acid
Secondary alcohol
Polyol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Ether
Dialkyl ether
Carboxylic acid
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 22827565)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.97 g/L	ALOGPS
logP	0.93	ALOGPS
logP	1.23	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	4.02	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.42 m³·mol⁻¹	ChemAxon
Polarizability	34.09 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	177.147	31661259
DarkChem	[M-H]-	173.01	31661259
DeepCCS	[M+H]+	181.248	30932474
DeepCCS	[M-H]-	178.852	30932474
DeepCCS	[M-2H]-	212.113	30932474
DeepCCS	[M+Na]+	187.676	30932474
AllCCS	[M+H]+	177.7	32859911
AllCCS	[M+H-H2O]+	174.6	32859911
AllCCS	[M+NH4]+	180.6	32859911
AllCCS	[M+Na]+	181.4	32859911
AllCCS	[M-H]-	179.3	32859911
AllCCS	[M+Na-2H]-	179.8	32859911
AllCCS	[M+HCOO]-	180.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Menthol-glucoronide	CC(C)C1CCC(C)CC1[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3551.1	Standard polar	33892256
Menthol-glucoronide	CC(C)C1CCC(C)CC1[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	2334.0	Standard non polar	33892256
Menthol-glucoronide	CC(C)C1CCC(C)CC1[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	2509.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Menthol-glucoronide,1TMS,isomer #1	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C1	2373.8	Semi standard non polar	33892256
Menthol-glucoronide,1TMS,isomer #2	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C1	2397.0	Semi standard non polar	33892256
Menthol-glucoronide,1TMS,isomer #3	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C1	2393.8	Semi standard non polar	33892256
Menthol-glucoronide,1TMS,isomer #4	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C1	2365.1	Semi standard non polar	33892256
Menthol-glucoronide,2TMS,isomer #1	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C1	2393.5	Semi standard non polar	33892256
Menthol-glucoronide,2TMS,isomer #2	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C1	2426.5	Semi standard non polar	33892256
Menthol-glucoronide,2TMS,isomer #3	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C1	2415.6	Semi standard non polar	33892256
Menthol-glucoronide,2TMS,isomer #4	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C1	2431.7	Semi standard non polar	33892256
Menthol-glucoronide,2TMS,isomer #5	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C1	2416.5	Semi standard non polar	33892256
Menthol-glucoronide,2TMS,isomer #6	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C1	2372.7	Semi standard non polar	33892256
Menthol-glucoronide,3TMS,isomer #1	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C1	2429.3	Semi standard non polar	33892256
Menthol-glucoronide,3TMS,isomer #2	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C1	2419.7	Semi standard non polar	33892256
Menthol-glucoronide,3TMS,isomer #3	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C1	2426.1	Semi standard non polar	33892256
Menthol-glucoronide,3TMS,isomer #4	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C1	2425.1	Semi standard non polar	33892256
Menthol-glucoronide,4TMS,isomer #1	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C1	2441.4	Semi standard non polar	33892256
Menthol-glucoronide,1TBDMS,isomer #1	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C1	2622.3	Semi standard non polar	33892256
Menthol-glucoronide,1TBDMS,isomer #2	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C1	2648.6	Semi standard non polar	33892256
Menthol-glucoronide,1TBDMS,isomer #3	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C1	2649.4	Semi standard non polar	33892256
Menthol-glucoronide,1TBDMS,isomer #4	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C1	2627.5	Semi standard non polar	33892256
Menthol-glucoronide,2TBDMS,isomer #1	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C1	2891.5	Semi standard non polar	33892256
Menthol-glucoronide,2TBDMS,isomer #2	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C1	2882.9	Semi standard non polar	33892256
Menthol-glucoronide,2TBDMS,isomer #3	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C1	2877.4	Semi standard non polar	33892256
Menthol-glucoronide,2TBDMS,isomer #4	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C1	2909.1	Semi standard non polar	33892256
Menthol-glucoronide,2TBDMS,isomer #5	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C1	2886.6	Semi standard non polar	33892256
Menthol-glucoronide,2TBDMS,isomer #6	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C1	2887.2	Semi standard non polar	33892256
Menthol-glucoronide,3TBDMS,isomer #1	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C1	3113.7	Semi standard non polar	33892256
Menthol-glucoronide,3TBDMS,isomer #2	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C1	3112.5	Semi standard non polar	33892256
Menthol-glucoronide,3TBDMS,isomer #3	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C1	3103.4	Semi standard non polar	33892256
Menthol-glucoronide,3TBDMS,isomer #4	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C1	3114.2	Semi standard non polar	33892256
Menthol-glucoronide,4TBDMS,isomer #1	CC1CCC(C(C)C)C([C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C1	3299.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Menthol-glucoronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-08gi-3890000000-c199de16023237c4d1b6	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Menthol-glucoronide GC-MS (4 TMS) - 70eV, Positive	splash10-000l-3201490000-263a8fd901ef01da0e25	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Menthol-glucoronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 10V, Positive-QTOF	splash10-00kb-0396000000-a9806541eb6b0031238a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 20V, Positive-QTOF	splash10-0zfs-5961000000-90b42a323d785b98ce82	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 40V, Positive-QTOF	splash10-066r-9710000000-d421313a96efd147f3ff	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 10V, Negative-QTOF	splash10-014i-2379000000-cb7fe618ec05c02d0a65	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 20V, Negative-QTOF	splash10-00xr-8492000000-e97faed618d6c10a075d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 40V, Negative-QTOF	splash10-053f-9810000000-70b55459a128ac23c3d7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 10V, Positive-QTOF	splash10-014i-2129000000-67685929c2a236d68a66	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 20V, Positive-QTOF	splash10-00kb-6794000000-941d9b97d9ceb77bf56c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 40V, Positive-QTOF	splash10-000x-9500000000-5273b24c99396695ecd2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 10V, Negative-QTOF	splash10-014i-0029000000-37cf6474ae5683a8a2ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 20V, Negative-QTOF	splash10-014i-2659000000-8dbd0bffff7934a1f30d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Menthol-glucoronide 40V, Negative-QTOF	splash10-0r6u-9830000000-3473585245106683c0ef	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22827565	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124202108

PDB ID

Not Available

ChEBI ID

89620

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

van der Hooft JJ, de Vos RC, Mihaleva V, Bino RJ, Ridder L, de Roo N, Jacobs DM, van Duynhoven JP, Vervoort J: Structural elucidation and quantification of phenolic conjugates present in human urine after tea intake. Anal Chem. 2012 Aug 21;84(16):7263-71. doi: 10.1021/ac3017339. Epub 2012 Aug 2. [PubMed:22827565 ]
Benowitz NL, Dains KM, Dempsey D, Havel C, Wilson M, Jacob P 3rd: Urine menthol as a biomarker of mentholated cigarette smoking. Cancer Epidemiol Biomarkers Prev. 2010 Dec;19(12):3013-9. doi: 10.1158/1055-9965.EPI-10-0706. Epub 2010 Oct 20. [PubMed:20962297 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Menthol-glucoronide (HMDB0060004)

MOL for HMDB0060004 (Menthol-glucoronide)

3D MOL for HMDB0060004 (Menthol-glucoronide)

3D SDF for HMDB0060004 (Menthol-glucoronide)

3D-SDF for HMDB0060004 (Menthol-glucoronide)

PDB for HMDB0060004 (Menthol-glucoronide)

3D PDB for HMDB0060004 (Menthol-glucoronide)

SMILES for HMDB0060004 (Menthol-glucoronide)

INCHI for HMDB0060004 (Menthol-glucoronide)

Structure for HMDB0060004 (Menthol-glucoronide)

3D Structure for HMDB0060004 (Menthol-glucoronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra