Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 23:16:49 UTC

Update Date

2021-09-23 23:16:49 UTC

HMDB ID

HMDB0303095

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane

Description

(3r)-acetoxy-(5s)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane is a member of the class of compounds known as fatty alcohol esters. Fatty alcohol esters are ester derivatives of a fatty alcohol (3r)-acetoxy-(5s)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (3r)-acetoxy-(5s)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane can be found in ginger, which makes (3r)-acetoxy-(5s)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303095
     RDKit          3D
(3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane
 54 54  0  0  0  0  0  0  0  0999 V2000
   -5.3918   -1.8126   -1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0165   -0.4097   -2.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4254    0.5481   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7308    0.1926    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    0.2559    0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6226   -0.1147    1.4699 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0336    0.7638    2.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1782   -0.4426    1.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    0.5949    1.0657 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1884   -0.0384    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492    0.9479    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5661    0.2967    0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2694    0.3778    2.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -0.2308    2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0585   -0.9304    1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2930   -1.5552    1.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803   -1.0349    0.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -1.7487   -1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2991   -1.8681   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1524   -0.4221   -0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    0.9410   -0.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3248    2.2630   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4414    2.5651   -2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    3.1855    0.0992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4115   -1.8202   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3623   -2.5102   -2.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6780   -2.1982   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5212   -0.1642   -3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9314   -0.3321   -2.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5165    0.4515   -0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2430    1.6042   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0459   -0.8244    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0763    0.8821    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    1.2774   -0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -0.5100   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547   -1.0867    1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3225    0.8099    3.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453   -0.8015    2.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574   -1.3715    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1729    1.5141    1.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3858   -0.3315    2.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2700   -0.9311    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544    1.8539    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492    1.2487   -0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151    0.9348    2.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0375   -0.1545    3.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088   -1.4984    2.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111   -0.8774   -2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802   -2.1998   -2.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5360   -2.6528   -2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -0.4874   -1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    1.7779   -2.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0990    3.5154   -2.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5095    2.6197   -2.4134 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
  9 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
M  END


  Mrv0541 02241212552D          

 24 24  0  0  0  0            999 V2000
   -3.4473    2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618    2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473    1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329    1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329    2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184    2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5894    2.9759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1250    2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    2.9759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5540    2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684    2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9829    2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6974    2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119    2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763    2.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5907    2.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763    1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    3.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    4.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    5.0384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184    3.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5894    3.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 19  1  0  0  0  0
  9 24  1  1  0  0  0
 11 20  1  1  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303095

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)C[C@@H](CCC1=CC=C(O)C(OC)=C1)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O5/c1-4-5-6-7-16(21)13-17(24-14(2)20)10-8-15-9-11-18(22)19(12-15)23-3/h9,11-12,16-17,21-22H,4-8,10,13H2,1-3H3/t16-,17+/m0/s1

> <INCHI_KEY>
OEGIGAPIFHYJOL-DLBZAZTESA-N

> <FORMULA>
C19H30O5

> <MOLECULAR_WEIGHT>
338.4385

> <EXACT_MASS>
338.20932407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.960483316391105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-yl acetate

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
3.621442953333334

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.176618890124264

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.946170128370674

> <JCHEM_PKA_STRONGEST_BASIC>
-2.721548014884151

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
93.3992

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303095
     RDKit          3D
(3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane
 54 54  0  0  0  0  0  0  0  0999 V2000
   -5.3918   -1.8126   -1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0165   -0.4097   -2.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4254    0.5481   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7308    0.1926    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    0.2559    0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6226   -0.1147    1.4699 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0336    0.7638    2.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1782   -0.4426    1.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    0.5949    1.0657 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1884   -0.0384    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492    0.9479    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5661    0.2967    0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2694    0.3778    2.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -0.2308    2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0585   -0.9304    1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2930   -1.5552    1.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803   -1.0349    0.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -1.7487   -1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2991   -1.8681   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1524   -0.4221   -0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    0.9410   -0.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3248    2.2630   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4414    2.5651   -2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    3.1855    0.0992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4115   -1.8202   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3623   -2.5102   -2.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6780   -2.1982   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5212   -0.1642   -3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9314   -0.3321   -2.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5165    0.4515   -0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2430    1.6042   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0459   -0.8244    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0763    0.8821    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    1.2774   -0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -0.5100   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547   -1.0867    1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3225    0.8099    3.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453   -0.8015    2.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574   -1.3715    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1729    1.5141    1.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3858   -0.3315    2.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2700   -0.9311    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544    1.8539    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492    1.2487   -0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151    0.9348    2.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0375   -0.1545    3.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088   -1.4984    2.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111   -0.8774   -2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802   -2.1998   -2.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5360   -2.6528   -2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -0.4874   -1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    1.7779   -2.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0990    3.5154   -2.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5095    2.6197   -2.4134 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
  9 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.435   5.555   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.769   4.785   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.769   3.245   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.435   2.475   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.101   3.245   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.101   4.785   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.768   5.555   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.434   4.785   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.100   5.555   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.233   4.785   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.567   5.555   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.901   4.785   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.234   5.555   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.568   4.785   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.902   5.555   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.236   4.785   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.102   5.555   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -10.436   4.785   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -9.102   2.475   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.567   7.095   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.434   7.865   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.434   9.405   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.768   7.095   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.100   7.095   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   24                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17    2   18                                                       
CONECT   18   17                                                            
CONECT   19    3                                                            
CONECT   20   11                                                            
CONECT   21   22   23   24                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    9   21                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0303095
HETATM    1  C1  UNL     1      -5.392  -1.813  -1.701  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.017  -0.410  -2.110  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.425   0.548  -1.015  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.731   0.193   0.256  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.199   0.256   0.134  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.623  -0.115   1.470  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.034   0.764   2.481  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.178  -0.443   1.492  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.215   0.595   1.066  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.188  -0.038   1.206  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.249   0.948   0.792  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.566   0.297   0.943  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.269   0.378   2.132  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.500  -0.231   2.274  1.00  0.00           C  
HETATM   15  C14 UNL     1       6.058  -0.930   1.245  1.00  0.00           C  
HETATM   16  O2  UNL     1       7.293  -1.555   1.350  1.00  0.00           O  
HETATM   17  C15 UNL     1       5.380  -1.035   0.031  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.963  -1.749  -1.001  1.00  0.00           O  
HETATM   19  C16 UNL     1       5.299  -1.868  -2.233  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.152  -0.422  -0.096  1.00  0.00           C  
HETATM   21  O4  UNL     1      -0.323   0.941  -0.286  1.00  0.00           O  
HETATM   22  C18 UNL     1      -0.325   2.263  -0.720  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.441   2.565  -2.155  1.00  0.00           C  
HETATM   24  O5  UNL     1      -0.228   3.186   0.099  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.412  -1.820  -1.272  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.362  -2.510  -2.576  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.678  -2.198  -0.966  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.521  -0.164  -3.076  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.931  -0.332  -2.291  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.517   0.451  -0.894  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.243   1.604  -1.329  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.046  -0.824   0.564  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.076   0.882   1.051  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.936   1.277  -0.201  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.857  -0.510  -0.588  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.155  -1.087   1.744  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.323   0.810   3.188  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.945  -0.802   2.531  1.00  0.00           H  
HETATM   39  H15 UNL     1      -1.057  -1.372   0.854  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.173   1.514   1.655  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.386  -0.332   2.251  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.270  -0.931   0.559  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.254   1.854   1.417  1.00  0.00           H  
HETATM   44  H20 UNL     1       2.149   1.249  -0.274  1.00  0.00           H  
HETATM   45  H21 UNL     1       3.815   0.935   2.937  1.00  0.00           H  
HETATM   46  H22 UNL     1       6.037  -0.154   3.218  1.00  0.00           H  
HETATM   47  H23 UNL     1       7.809  -1.498   2.214  1.00  0.00           H  
HETATM   48  H24 UNL     1       4.911  -0.877  -2.549  1.00  0.00           H  
HETATM   49  H25 UNL     1       6.080  -2.200  -2.977  1.00  0.00           H  
HETATM   50  H26 UNL     1       4.536  -2.653  -2.191  1.00  0.00           H  
HETATM   51  H27 UNL     1       3.596  -0.487  -1.039  1.00  0.00           H  
HETATM   52  H28 UNL     1       0.009   1.778  -2.798  1.00  0.00           H  
HETATM   53  H29 UNL     1       0.099   3.515  -2.399  1.00  0.00           H  
HETATM   54  H30 UNL     1      -1.510   2.620  -2.413  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9   38   39
CONECT    9   10   21   40
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   13   20
CONECT   13   14   45
CONECT   14   15   15   46
CONECT   15   16   17
CONECT   16   47
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   48   49   50
CONECT   20   51
CONECT   21   22
CONECT   22   23   24   24
CONECT   23   52   53   54
END

HMDB0303095
     RDKit          3D
(3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane
 54 54  0  0  0  0  0  0  0  0999 V2000
   -5.3918   -1.8126   -1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0165   -0.4097   -2.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4254    0.5481   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7308    0.1926    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    0.2559    0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6226   -0.1147    1.4699 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0336    0.7638    2.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1782   -0.4426    1.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    0.5949    1.0657 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1884   -0.0384    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492    0.9479    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5661    0.2967    0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2694    0.3778    2.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -0.2308    2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0585   -0.9304    1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2930   -1.5552    1.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803   -1.0349    0.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -1.7487   -1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2991   -1.8681   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1524   -0.4221   -0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    0.9410   -0.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3248    2.2630   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4414    2.5651   -2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    3.1855    0.0992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4115   -1.8202   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3623   -2.5102   -2.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6780   -2.1982   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5212   -0.1642   -3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9314   -0.3321   -2.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5165    0.4515   -0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2430    1.6042   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0459   -0.8244    0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0763    0.8821    1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    1.2774   -0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -0.5100   -0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547   -1.0867    1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3225    0.8099    3.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453   -0.8015    2.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574   -1.3715    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1729    1.5141    1.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3858   -0.3315    2.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2700   -0.9311    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544    1.8539    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492    1.2487   -0.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151    0.9348    2.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0375   -0.1545    3.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088   -1.4984    2.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111   -0.8774   -2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802   -2.1998   -2.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5360   -2.6528   -2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -0.4874   -1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    1.7779   -2.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0990    3.5154   -2.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5095    2.6197   -2.4134 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
  9 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3R,5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-yl acetic acid	Generator

Chemical Formula

C₁₉H₃₀O₅

Average Molecular Weight

338.4385

Monoisotopic Molecular Weight

338.20932407

IUPAC Name

(3R,5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-yl acetate

Traditional Name

(3R,5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-yl acetate

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)C[C@@H](CCC1=CC=C(O)C(OC)=C1)OC(C)=O

InChI Identifier

InChI=1S/C19H30O5/c1-4-5-6-7-16(21)13-17(24-14(2)20)10-8-15-9-11-18(22)19(12-15)23-3/h9,11-12,16-17,21-22H,4-8,10,13H2,1-3H3/t16-,17+/m0/s1

InChI Key

OEGIGAPIFHYJOL-DLBZAZTESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Methoxyphenol
Fatty alcohol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Ginger (FooDB: FOOD00206)

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
logP	4.12	ALOGPS
logP	3.62	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.95	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	93.4 m³·mol⁻¹	ChemAxon
Polarizability	38.96 Å³	ChemAxon
Number of Rings	1	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
AllCCS	[M+H]+	187.961	32859911
AllCCS	[M+H-H2O]+	185.063	32859911
AllCCS	[M+Na]+	191.408	32859911
AllCCS	[M+NH4]+	190.64	32859911
AllCCS	[M-H]-	186.951	32859911
AllCCS	[M+Na-2H]-	188.103	32859911
AllCCS	[M+HCOO]-	189.517	32859911
DeepCCS	[M+H]+	185.221	30932474
DeepCCS	[M-H]-	182.756	30932474
DeepCCS	[M-2H]-	217.155	30932474
DeepCCS	[M+Na]+	192.709	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 10V, Positive-QTOF	splash10-00dr-1159000000-1b6bee682dc8803bcebc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 20V, Positive-QTOF	splash10-00g0-8893000000-b3cf4c8314cc337d356d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 40V, Positive-QTOF	splash10-052o-9520000000-74ac55996ab80e149cdd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 10V, Negative-QTOF	splash10-000i-2169000000-9c38ec1b1129f76f6558	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 20V, Negative-QTOF	splash10-0551-6393000000-84c441c949729b4e2cd1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 40V, Negative-QTOF	splash10-0a6v-9680000000-4d25e5e864230d4087c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 10V, Positive-QTOF	splash10-01p9-0397000000-eb9c7613d6e410e12c71	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 20V, Positive-QTOF	splash10-03dr-6692000000-e4d4ebea244bf2fed971	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 40V, Positive-QTOF	splash10-000l-9810000000-b48507a46dae19e7ff2f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 10V, Negative-QTOF	splash10-0a4i-5193000000-1084b2907e89319e1f45	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 20V, Negative-QTOF	splash10-0a4i-9000000000-992edd9a671914fdaa4a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane 40V, Negative-QTOF	splash10-0a4l-9200000000-ea329dc7745bf7323248	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB007733

KNApSAcK ID

Not Available

Chemspider ID

59696444

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for (3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane (HMDB0303095)

MOL for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

3D MOL for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

3D SDF for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

3D-SDF for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

PDB for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

3D PDB for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

SMILES for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

INCHI for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

Structure for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

3D Structure for HMDB0303095 ((3R)-Acetoxy-(5S)-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-decane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra