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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-04-09 21:19:37 UTC

Update Date

2021-09-14 15:45:23 UTC

HMDB ID

HMDB0060012

Secondary Accession Numbers

HMDB60012

Metabolite Identification

Common Name

Neomenthol-glucuronide

Description

Neomenthol-glucuronide 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. Neomenthol-glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060012
     RDKit          3D
Neomenthol-glucuronide
 51 52  0  0  0  0  0  0  0  0999 V2000
   -3.5364   -1.9728    2.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3782   -1.9518    1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8255   -2.1766    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097   -0.8946   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8499   -0.0563   -0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    1.4081   -0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1619    1.8822   -1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447    2.2997   -0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9006   -0.5081    0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2028    0.2956    0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3818   -0.3411   -0.0622 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1860   -0.2790    1.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3776    0.3398    1.0040 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1938    1.8029    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0448    2.2568    1.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704    2.6840    1.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.1059   -0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2756   -0.7581    0.1957 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300   -0.5287   -1.3172 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0205   -0.4003   -2.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0787    0.1997   -1.2467 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3860    0.0439   -2.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439   -0.6006    1.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4765   -2.0763    1.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -1.0501    3.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5129   -2.8862    3.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6721   -2.7688    1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927   -2.8227   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7850   -2.7633    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4297   -1.1779   -1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643   -0.3355   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850   -0.2326   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    1.6367    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    2.9284   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7068    1.8867   -2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0737    1.2815   -1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191    2.0111   -1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    2.5191    0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249    3.3107   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579   -1.5512    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -1.4498   -0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274    0.0338    1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    2.6024    1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6668    1.0736   -0.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6200   -0.3745    1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2266   -1.5725   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -1.2093   -2.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306    1.2746   -1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -0.7660   -2.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549    0.1403    1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0193   -0.5125    2.5127 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  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23  2  1  0
 21 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  6
 13 42  1  1
 16 43  1  0
 17 44  1  6
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  1
 22 49  1  0
 23 50  1  0
 23 51  1  0
M  END

methylgallic acid
  Mrv1652304062013142D          

 23 24  0  0  0  0            999 V2000
    0.2357   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4788   -0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4788   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357   -1.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9502   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9502   -0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357    0.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9502    1.0902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6647    2.3277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9502    1.9152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6647    0.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3791    1.0902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3791    1.9152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6647    3.1527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357    2.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936    2.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8081    1.0902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936   -0.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647   -1.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9077   -0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932    0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  8  7  1  1  0  0  0
 10  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  1  0  0  0
 10 15  1  6  0  0  0
 13 16  1  6  0  0  0
 12 17  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
  5 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060012

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CCC(C)CC1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h7-14,16-19H,4-6H2,1-3H3,(H,20,21)/t8?,9?,10?,11-,12-,13+,14-,16+/m0/s1

> <INCHI_KEY>
CLJGMBYGTHRUNF-SHLVDPONSA-N

> <FORMULA>
C16H28O7

> <MOLECULAR_WEIGHT>
332.3893

> <EXACT_MASS>
332.18350325

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.23517432897265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.00

> <JCHEM_LOGP>
1.213712039333333

> <ALOGPS_LOGS>
-1.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.22760439082078

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.91105942596735

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686499362428963

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
79.726

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060012
     RDKit          3D
Neomenthol-glucuronide
 51 52  0  0  0  0  0  0  0  0999 V2000
   -3.5364   -1.9728    2.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3782   -1.9518    1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8255   -2.1766    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097   -0.8946   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8499   -0.0563   -0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    1.4081   -0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1619    1.8822   -1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447    2.2997   -0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9006   -0.5081    0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2028    0.2956    0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3818   -0.3411   -0.0622 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1860   -0.2790    1.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3776    0.3398    1.0040 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1938    1.8029    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0448    2.2568    1.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704    2.6840    1.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.1059   -0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2756   -0.7581    0.1957 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300   -0.5287   -1.3172 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0205   -0.4003   -2.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0787    0.1997   -1.2467 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3860    0.0439   -2.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439   -0.6006    1.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4765   -2.0763    1.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -1.0501    3.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5129   -2.8862    3.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6721   -2.7688    1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927   -2.8227   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7850   -2.7633    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4297   -1.1779   -1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643   -0.3355   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850   -0.2326   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    1.6367    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    2.9284   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7068    1.8867   -2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0737    1.2815   -1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191    2.0111   -1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    2.5191    0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249    3.3107   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579   -1.5512    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -1.4498   -0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274    0.0338    1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    2.6024    1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6668    1.0736   -0.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6200   -0.3745    1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2266   -1.5725   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -1.2093   -2.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306    1.2746   -1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -0.7660   -2.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549    0.1403    1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0193   -0.5125    2.5127 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  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23  2  1  0
 21 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  6
 13 42  1  1
 16 43  1  0
 17 44  1  6
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  1
 22 49  1  0
 23 50  1  0
 23 51  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: methylgallic acid                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       0.440  -0.275   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.894  -1.045   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.894  -2.585   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.440  -3.355   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.774  -2.585   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.774  -1.045   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.440   1.265   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.774   2.035   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.107   4.345   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.774   3.575   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.107   1.265   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.441   2.035   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.441   3.575   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.107   5.885   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.440   4.345   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.775   4.345   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.775   1.265   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.108   2.035   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.775  -0.275   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.107  -3.355   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.227  -0.275   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.561  -1.045   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.227   1.265   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    1                                                       
CONECT    7    1    8                                                       
CONECT    8    7   10   11                                                  
CONECT    9   10   13   14                                                  
CONECT   10    8    9   15                                                  
CONECT   11    8   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    9   16                                                  
CONECT   14    9                                                            
CONECT   15   10                                                            
CONECT   16   13                                                            
CONECT   17   12   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    5                                                            
CONECT   21    2   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0060012
HETATM    1  C1  UNL     1      -3.536  -1.973   2.526  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.378  -1.952   1.586  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.826  -2.177   0.161  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.110  -0.895  -0.587  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.850  -0.056  -0.748  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.144   1.408  -0.564  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.162   1.882  -1.598  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.945   2.300  -0.676  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.901  -0.508   0.327  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.203   0.296   0.279  1.00  0.00           O  
HETATM   11  C10 UNL     1       1.382  -0.341  -0.062  1.00  0.00           C  
HETATM   12  O2  UNL     1       2.186  -0.279   1.040  1.00  0.00           O  
HETATM   13  C11 UNL     1       3.378   0.340   1.004  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.194   1.803   1.165  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.045   2.257   1.338  1.00  0.00           O  
HETATM   16  O4  UNL     1       4.270   2.684   1.128  1.00  0.00           O  
HETATM   17  C13 UNL     1       4.244   0.106  -0.199  1.00  0.00           C  
HETATM   18  O5  UNL     1       5.276  -0.758   0.196  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.430  -0.529  -1.317  1.00  0.00           C  
HETATM   20  O6  UNL     1       4.020  -0.400  -2.540  1.00  0.00           O  
HETATM   21  C15 UNL     1       2.079   0.200  -1.247  1.00  0.00           C  
HETATM   22  O7  UNL     1       1.386   0.044  -2.442  1.00  0.00           O  
HETATM   23  C16 UNL     1      -1.644  -0.601   1.604  1.00  0.00           C  
HETATM   24  H1  UNL     1      -4.477  -2.076   1.931  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.646  -1.050   3.127  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.513  -2.886   3.185  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.672  -2.769   1.887  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.093  -2.823  -0.385  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.785  -2.763   0.125  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.430  -1.178  -1.600  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.864  -0.335  -0.022  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.385  -0.233  -1.752  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.608   1.637   0.420  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.440   2.928  -1.308  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.707   1.887  -2.609  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.074   1.282  -1.520  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.219   2.011  -1.444  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.484   2.519   0.319  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.325   3.311  -1.012  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.558  -1.551   0.040  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.199  -1.450  -0.240  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.927   0.034   1.952  1.00  0.00           H  
HETATM   43  H20 UNL     1       5.040   2.602   1.770  1.00  0.00           H  
HETATM   44  H21 UNL     1       4.667   1.074  -0.523  1.00  0.00           H  
HETATM   45  H22 UNL     1       5.620  -0.374   1.063  1.00  0.00           H  
HETATM   46  H23 UNL     1       3.227  -1.573  -1.005  1.00  0.00           H  
HETATM   47  H24 UNL     1       4.442  -1.209  -2.901  1.00  0.00           H  
HETATM   48  H25 UNL     1       2.331   1.275  -1.180  1.00  0.00           H  
HETATM   49  H26 UNL     1       1.704  -0.766  -2.922  1.00  0.00           H  
HETATM   50  H27 UNL     1      -2.455   0.140   1.718  1.00  0.00           H  
HETATM   51  H28 UNL     1      -1.019  -0.513   2.513  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   23   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6    9   32
CONECT    6    7    8   33
CONECT    7   34   35   36
CONECT    8   37   38   39
CONECT    9   10   23   40
CONECT   10   11
CONECT   11   12   21   41
CONECT   12   13
CONECT   13   14   17   42
CONECT   14   15   15   16
CONECT   16   43
CONECT   17   18   19   44
CONECT   18   45
CONECT   19   20   21   46
CONECT   20   47
CONECT   21   22   48
CONECT   22   49
CONECT   23   50   51
END

HMDB0060012
     RDKit          3D
Neomenthol-glucuronide
 51 52  0  0  0  0  0  0  0  0999 V2000
   -3.5364   -1.9728    2.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3782   -1.9518    1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8255   -2.1766    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1097   -0.8946   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8499   -0.0563   -0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    1.4081   -0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1619    1.8822   -1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447    2.2997   -0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9006   -0.5081    0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2028    0.2956    0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3818   -0.3411   -0.0622 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1860   -0.2790    1.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3776    0.3398    1.0040 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1938    1.8029    1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0448    2.2568    1.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2704    2.6840    1.1284 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.1059   -0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2756   -0.7581    0.1957 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300   -0.5287   -1.3172 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0205   -0.4003   -2.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0787    0.1997   -1.2467 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3860    0.0439   -2.4421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439   -0.6006    1.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4765   -2.0763    1.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -1.0501    3.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5129   -2.8862    3.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6721   -2.7688    1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0927   -2.8227   -0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7850   -2.7633    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4297   -1.1779   -1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8643   -0.3355   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850   -0.2326   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    1.6367    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    2.9284   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7068    1.8867   -2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0737    1.2815   -1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191    2.0111   -1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    2.5191    0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249    3.3107   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579   -1.5512    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1987   -1.4498   -0.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9274    0.0338    1.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    2.6024    1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6668    1.0736   -0.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6200   -0.3745    1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2266   -1.5725   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -1.2093   -2.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3306    1.2746   -1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -0.7660   -2.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549    0.1403    1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0193   -0.5125    2.5127 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  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  9 23  1  0
 23  2  1  0
 21 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  6
 13 42  1  1
 16 43  1  0
 17 44  1  6
 18 45  1  0
 19 46  1  1
 20 47  1  0
 21 48  1  1
 22 49  1  0
 23 50  1  0
 23 51  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

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

Chemical Formula

C₁₆H₂₈O₇

Average Molecular Weight

332.3893

Monoisotopic Molecular Weight

332.18350325

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(C)C1CCC(C)CC1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C16H28O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h7-14,16-19H,4-6H2,1-3H3,(H,20,21)/t8?,9?,10?,11-,12-,13+,14-,16+/m0/s1

InChI Key

CLJGMBYGTHRUNF-SHLVDPONSA-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
P-menthane monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0060012)
Kidney (HMDB: HMDB0060012)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060012)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

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	11.2 g/L	ALOGPS
logP	1	ALOGPS
logP	1.21	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.73 m³·mol⁻¹	ChemAxon
Polarizability	35.24 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]+	181.304	31661259
DarkChem	[M-H]-	175.784	31661259
DeepCCS	[M+H]+	182.21	30932474
DeepCCS	[M-H]-	179.815	30932474
DeepCCS	[M-2H]-	212.916	30932474
DeepCCS	[M+Na]+	188.48	30932474
AllCCS	[M+H]+	181.2	32859911
AllCCS	[M+H-H2O]+	178.3	32859911
AllCCS	[M+NH4]+	183.9	32859911
AllCCS	[M+Na]+	184.7	32859911
AllCCS	[M-H]-	178.8	32859911
AllCCS	[M+Na-2H]-	179.3	32859911
AllCCS	[M+HCOO]-	179.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neomenthol-glucuronide	CC(C)C1CCC(C)CC1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3428.8	Standard polar	33892256
Neomenthol-glucuronide	CC(C)C1CCC(C)CC1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	2512.9	Standard non polar	33892256
Neomenthol-glucuronide	CC(C)C1CCC(C)CC1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	2546.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neomenthol-glucuronide,1TMS,isomer #1	CC1CCC(C(C)C)C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C1	2400.7	Semi standard non polar	33892256
Neomenthol-glucuronide,1TMS,isomer #2	CC1CCC(C(C)C)C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C1	2415.4	Semi standard non polar	33892256
Neomenthol-glucuronide,1TMS,isomer #3	CC1CCC(C(C)C)C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C1	2406.5	Semi standard non polar	33892256
Neomenthol-glucuronide,1TMS,isomer #4	CC1CCC(C(C)C)C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C1	2380.7	Semi standard non polar	33892256
Neomenthol-glucuronide,2TMS,isomer #1	CC1CCC(C(C)C)C(O[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	2404.1	Semi standard non polar	33892256
Neomenthol-glucuronide,2TMS,isomer #2	CC1CCC(C(C)C)C(O[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	2434.7	Semi standard non polar	33892256
Neomenthol-glucuronide,2TMS,isomer #3	CC1CCC(C(C)C)C(O[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	2443.6	Semi standard non polar	33892256
Neomenthol-glucuronide,2TMS,isomer #4	CC1CCC(C(C)C)C(O[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	2434.8	Semi standard non polar	33892256
Neomenthol-glucuronide,2TMS,isomer #5	CC1CCC(C(C)C)C(O[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	2438.6	Semi standard non polar	33892256
Neomenthol-glucuronide,2TMS,isomer #6	CC1CCC(C(C)C)C(O[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	2394.4	Semi standard non polar	33892256
Neomenthol-glucuronide,3TMS,isomer #1	CC1CCC(C(C)C)C(O[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	2431.7	Semi standard non polar	33892256
Neomenthol-glucuronide,3TMS,isomer #2	CC1CCC(C(C)C)C(O[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	2437.1	Semi standard non polar	33892256
Neomenthol-glucuronide,3TMS,isomer #3	CC1CCC(C(C)C)C(O[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	2435.2	Semi standard non polar	33892256
Neomenthol-glucuronide,3TMS,isomer #4	CC1CCC(C(C)C)C(O[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	2433.8	Semi standard non polar	33892256
Neomenthol-glucuronide,4TMS,isomer #1	CC1CCC(C(C)C)C(O[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	2451.8	Semi standard non polar	33892256
Neomenthol-glucuronide,1TBDMS,isomer #1	CC1CCC(C(C)C)C(O[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	2640.2	Semi standard non polar	33892256
Neomenthol-glucuronide,1TBDMS,isomer #2	CC1CCC(C(C)C)C(O[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	2649.0	Semi standard non polar	33892256
Neomenthol-glucuronide,1TBDMS,isomer #3	CC1CCC(C(C)C)C(O[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	2652.1	Semi standard non polar	33892256
Neomenthol-glucuronide,1TBDMS,isomer #4	CC1CCC(C(C)C)C(O[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	2633.7	Semi standard non polar	33892256
Neomenthol-glucuronide,2TBDMS,isomer #1	CC1CCC(C(C)C)C(O[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	2882.6	Semi standard non polar	33892256
Neomenthol-glucuronide,2TBDMS,isomer #2	CC1CCC(C(C)C)C(O[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	2875.7	Semi standard non polar	33892256
Neomenthol-glucuronide,2TBDMS,isomer #3	CC1CCC(C(C)C)C(O[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	2886.4	Semi standard non polar	33892256
Neomenthol-glucuronide,2TBDMS,isomer #4	CC1CCC(C(C)C)C(O[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	2890.6	Semi standard non polar	33892256
Neomenthol-glucuronide,2TBDMS,isomer #5	CC1CCC(C(C)C)C(O[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	2886.8	Semi standard non polar	33892256
Neomenthol-glucuronide,2TBDMS,isomer #6	CC1CCC(C(C)C)C(O[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	2890.9	Semi standard non polar	33892256
Neomenthol-glucuronide,3TBDMS,isomer #1	CC1CCC(C(C)C)C(O[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	3087.6	Semi standard non polar	33892256
Neomenthol-glucuronide,3TBDMS,isomer #2	CC1CCC(C(C)C)C(O[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	3099.7	Semi standard non polar	33892256
Neomenthol-glucuronide,3TBDMS,isomer #3	CC1CCC(C(C)C)C(O[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	3101.2	Semi standard non polar	33892256
Neomenthol-glucuronide,3TBDMS,isomer #4	CC1CCC(C(C)C)C(O[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	3098.0	Semi standard non polar	33892256
Neomenthol-glucuronide,4TBDMS,isomer #1	CC1CCC(C(C)C)C(O[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	3299.1	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 - Neomenthol-glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mo-9242000000-7377b9e5718431b93a46	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neomenthol-glucuronide GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-6200149000-a578d83b1d1a13720a25	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neomenthol-glucuronide 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 - Neomenthol-glucuronide 10V, Positive-QTOF	splash10-0apr-0906000000-07c32c50dd8a8820bb92	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 20V, Positive-QTOF	splash10-0a4r-1900000000-7840c62d8b294f5dc2fe	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 40V, Positive-QTOF	splash10-0a4r-6900000000-c97e53a2ae2753790165	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 10V, Negative-QTOF	splash10-0540-1927000000-9fac7976f4e7579a9eb2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 20V, Negative-QTOF	splash10-0a4i-1911000000-3f88ff971d21a6aa017e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 40V, Negative-QTOF	splash10-0a4i-2900000000-877114a4ad9e4aa2b432	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 10V, Positive-QTOF	splash10-001s-9806000000-862638e3fde2ab1951db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 20V, Positive-QTOF	splash10-0002-9200000000-8f0743245de9bb565786	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 40V, Positive-QTOF	splash10-0535-9400000000-9d3b7815d38a4eb24a17	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 10V, Negative-QTOF	splash10-001i-0009000000-b60dd4e565b342cc237c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 20V, Negative-QTOF	splash10-0a59-4923000000-5905d3fc190a7e66dc28	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neomenthol-glucuronide 40V, Negative-QTOF	splash10-0a4r-4910000000-b7e5dc462e939a9a7a5a	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

183838

PDB ID

Not Available

ChEBI ID

89610

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 ]
Williams RT: Studies in detoxication: The biological reduction of l-menthone to d-neomenthol and of d-isomenthone to d-isomenthol in the rabbit. The conjugation of d-neomenthol with glucuronic acid. Biochem J. 1940 May;34(5):690-7. [PubMed:16747209 ]
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 Neomenthol-glucuronide (HMDB0060012)

MOL for HMDB0060012 (Neomenthol-glucuronide)

3D MOL for HMDB0060012 (Neomenthol-glucuronide)

3D SDF for HMDB0060012 (Neomenthol-glucuronide)

3D-SDF for HMDB0060012 (Neomenthol-glucuronide)

PDB for HMDB0060012 (Neomenthol-glucuronide)

3D PDB for HMDB0060012 (Neomenthol-glucuronide)

SMILES for HMDB0060012 (Neomenthol-glucuronide)

INCHI for HMDB0060012 (Neomenthol-glucuronide)

Structure for HMDB0060012 (Neomenthol-glucuronide)

3D Structure for HMDB0060012 (Neomenthol-glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra