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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:36:23 UTC

Update Date

2022-11-23 22:29:20 UTC

HMDB ID

HMDB0259139

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Triacetylresveratrol

Description

Triacetylresveratrol belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Based on a literature review very few articles have been published on Triacetylresveratrol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Triacetylresveratrol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Triacetylresveratrol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112123362D          

 26 27  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 11  8  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0259139
     RDKit          3D
triacetylresveratrol
 44 45  0  0  0  0  0  0  0  0999 V2000
    8.6478    1.5222    0.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2062    1.2303   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7039    1.5585   -1.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969    0.6406    0.8679 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0627    0.3666    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1113    1.2876    1.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7503    1.0632    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3185   -0.1302    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -0.4372    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743    0.4022    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682    0.0582    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304    1.0039    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565    0.7066    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848    1.6753    0.8961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1423    2.6447    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1406    3.6612    0.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169    2.6671   -1.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1436   -0.5202   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -1.4746   -0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560   -2.6808   -0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9363   -3.7995   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941   -5.0391   -0.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822   -3.6900    1.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8788   -1.1480   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684   -1.0801    0.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6071   -0.8230    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2115    0.9663   -0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0323    1.2362    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7611    2.6276   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4121    2.2390    1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    1.8345    1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808   -1.4222   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    1.3656    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345    1.9524    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1394    3.2442    0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9847    4.6211   -0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0146    3.7494    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1907   -0.6987   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3677   -4.7951   -1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6836   -5.2030   -1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4318   -5.9023   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905   -1.9171   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9404   -2.0111   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838   -1.5526   -0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 19 24  2  0
  8 25  1  0
 25 26  2  0
 26  5  1  0
 24 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 22 39  1  0
 22 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
M  END

  Mrv1652309112123362D          

 26 27  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 11  8  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259139

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=CC=C(C=CC2=CC(OC(C)=O)=CC(OC(C)=O)=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O6/c1-13(21)24-18-8-6-16(7-9-18)4-5-17-10-19(25-14(2)22)12-20(11-17)26-15(3)23/h4-12H,1-3H3

> <INCHI_KEY>
PDAYUJSOJIMKIS-UHFFFAOYSA-N

> <FORMULA>
C20H18O6

> <MOLECULAR_WEIGHT>
354.358

> <EXACT_MASS>
354.1103383

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.902185750226565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{2-[3,5-bis(acetyloxy)phenyl]ethenyl}phenyl acetate

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
3.1348697743333327

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.66448396594717

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
94.91

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.81e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{2-[3,5-bis(acetyloxy)phenyl]ethenyl}phenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259139
     RDKit          3D
triacetylresveratrol
 44 45  0  0  0  0  0  0  0  0999 V2000
    8.6478    1.5222    0.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2062    1.2303   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7039    1.5585   -1.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969    0.6406    0.8679 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0627    0.3666    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1113    1.2876    1.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7503    1.0632    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3185   -0.1302    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -0.4372    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743    0.4022    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682    0.0582    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304    1.0039    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565    0.7066    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848    1.6753    0.8961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1423    2.6447    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1406    3.6612    0.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169    2.6671   -1.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1436   -0.5202   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -1.4746   -0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560   -2.6808   -0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9363   -3.7995   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941   -5.0391   -0.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822   -3.6900    1.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8788   -1.1480   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684   -1.0801    0.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6071   -0.8230    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2115    0.9663   -0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0323    1.2362    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7611    2.6276   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4121    2.2390    1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    1.8345    1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808   -1.4222   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    1.3656    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345    1.9524    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1394    3.2442    0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9847    4.6211   -0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0146    3.7494    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1907   -0.6987   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3677   -4.7951   -1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6836   -5.2030   -1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4318   -5.9023   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905   -1.9171   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9404   -2.0111   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838   -1.5526   -0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 19 24  2  0
  8 25  1  0
 25 26  2  0
 26  5  1  0
 24 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 22 39  1  0
 22 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.001 -14.630   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   15   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0259139
HETATM    1  C1  UNL     1       8.648   1.522   0.123  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.206   1.230  -0.064  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.704   1.558  -1.177  1.00  0.00           O  
HETATM    4  O2  UNL     1       6.397   0.641   0.868  1.00  0.00           O  
HETATM    5  C3  UNL     1       5.063   0.367   0.704  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.111   1.288   1.056  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.750   1.063   0.911  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.318  -0.130   0.395  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.878  -0.437   0.213  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.074   0.402   0.531  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.468   0.058   0.335  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.430   1.004   0.697  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.757   0.707   0.523  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.685   1.675   0.896  1.00  0.00           O  
HETATM   15  C12 UNL     1      -5.142   2.645   0.021  1.00  0.00           C  
HETATM   16  C13 UNL     1      -6.141   3.661   0.477  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.717   2.667  -1.152  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.144  -0.520  -0.006  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.224  -1.475  -0.373  1.00  0.00           C  
HETATM   20  O5  UNL     1      -3.656  -2.681  -0.895  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.936  -3.799  -0.125  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.394  -5.039  -0.799  1.00  0.00           C  
HETATM   23  O6  UNL     1      -3.782  -3.690   1.113  1.00  0.00           O  
HETATM   24  C18 UNL     1      -1.879  -1.148  -0.186  1.00  0.00           C  
HETATM   25  C19 UNL     1       3.268  -1.080   0.031  1.00  0.00           C  
HETATM   26  C20 UNL     1       4.607  -0.823   0.188  1.00  0.00           C  
HETATM   27  H1  UNL     1       9.211   0.966  -0.664  1.00  0.00           H  
HETATM   28  H2  UNL     1       9.032   1.236   1.105  1.00  0.00           H  
HETATM   29  H3  UNL     1       8.761   2.628  -0.059  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.412   2.239   1.466  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.031   1.834   1.209  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.681  -1.422  -0.208  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.162   1.366   0.944  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.135   1.952   1.106  1.00  0.00           H  
HETATM   35  H9  UNL     1      -7.139   3.244   0.304  1.00  0.00           H  
HETATM   36  H10 UNL     1      -5.985   4.621  -0.026  1.00  0.00           H  
HETATM   37  H11 UNL     1      -6.015   3.749   1.587  1.00  0.00           H  
HETATM   38  H12 UNL     1      -5.191  -0.699  -0.119  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.368  -4.795  -1.287  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.684  -5.203  -1.658  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.432  -5.902  -0.135  1.00  0.00           H  
HETATM   42  H16 UNL     1      -1.191  -1.917  -0.484  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.940  -2.011  -0.372  1.00  0.00           H  
HETATM   44  H18 UNL     1       5.384  -1.553  -0.090  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   26
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9   25
CONECT    9   10   10   32
CONECT   10   11   33
CONECT   11   12   12   24
CONECT   12   13   34
CONECT   13   14   18   18
CONECT   14   15
CONECT   15   16   17   17
CONECT   16   35   36   37
CONECT   18   19   38
CONECT   19   20   24   24
CONECT   20   21
CONECT   21   22   23   23
CONECT   22   39   40   41
CONECT   24   42
CONECT   25   26   26   43
CONECT   26   44
END

HMDB0259139
     RDKit          3D
triacetylresveratrol
 44 45  0  0  0  0  0  0  0  0999 V2000
    8.6478    1.5222    0.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2062    1.2303   -0.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7039    1.5585   -1.1773 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969    0.6406    0.8679 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0627    0.3666    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1113    1.2876    1.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7503    1.0632    0.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3185   -0.1302    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779   -0.4372    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743    0.4022    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682    0.0582    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304    1.0039    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565    0.7066    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848    1.6753    0.8961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1423    2.6447    0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1406    3.6612    0.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169    2.6671   -1.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1436   -0.5202   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235   -1.4746   -0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560   -2.6808   -0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9363   -3.7995   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941   -5.0391   -0.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822   -3.6900    1.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8788   -1.1480   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684   -1.0801    0.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6071   -0.8230    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2115    0.9663   -0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0323    1.2362    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7611    2.6276   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4121    2.2390    1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0309    1.8345    1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808   -1.4222   -0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    1.3656    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345    1.9524    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1394    3.2442    0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9847    4.6211   -0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0146    3.7494    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1907   -0.6987   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3677   -4.7951   -1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6836   -5.2030   -1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4318   -5.9023   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905   -1.9171   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9404   -2.0111   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838   -1.5526   -0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 19 24  2  0
  8 25  1  0
 25 26  2  0
 26  5  1  0
 24 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 22 39  1  0
 22 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-{2-[3,5-bis(acetyloxy)phenyl]ethenyl}phenyl acetic acid	HMDB

Chemical Formula

C₂₀H₁₈O₆

Average Molecular Weight

354.358

Monoisotopic Molecular Weight

354.1103383

IUPAC Name

4-{2-[3,5-bis(acetyloxy)phenyl]ethenyl}phenyl acetate

Traditional Name

4-{2-[3,5-bis(acetyloxy)phenyl]ethenyl}phenyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1=CC=C(C=CC2=CC(OC(C)=O)=CC(OC(C)=O)=C2)C=C1

InChI Identifier

InChI=1S/C20H18O6/c1-13(21)24-18-8-6-16(7-9-18)4-5-17-10-19(25-14(2)22)12-20(11-17)26-15(3)23/h4-12H,1-3H3

InChI Key

PDAYUJSOJIMKIS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Phenol ester
Tricarboxylic acid or derivatives
Phenoxy compound
Styrene
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	3.75	ALOGPS
logP	3.13	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	94.91 m³·mol⁻¹	ChemAxon
Polarizability	36.9 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
DeepCCS	[M+H]+	181.378	30932474
DeepCCS	[M-H]-	179.02	30932474
DeepCCS	[M-2H]-	212.937	30932474
DeepCCS	[M+Na]+	188.165	30932474
AllCCS	[M+H]+	184.6	32859911
AllCCS	[M+H-H2O]+	181.4	32859911
AllCCS	[M+NH4]+	187.5	32859911
AllCCS	[M+Na]+	188.3	32859911
AllCCS	[M-H]-	185.7	32859911
AllCCS	[M+Na-2H]-	185.6	32859911
AllCCS	[M+HCOO]-	185.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
triacetylresveratrol	CC(=O)OC1=CC=C(C=CC2=CC(OC(C)=O)=CC(OC(C)=O)=C2)C=C1	4417.7	Standard polar	33892256
triacetylresveratrol	CC(=O)OC1=CC=C(C=CC2=CC(OC(C)=O)=CC(OC(C)=O)=C2)C=C1	3050.2	Standard non polar	33892256
triacetylresveratrol	CC(=O)OC1=CC=C(C=CC2=CC(OC(C)=O)=CC(OC(C)=O)=C2)C=C1	2927.1	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 - Triacetylresveratrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0303-3094000000-c983ecfd6d13b9e44eb1	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triacetylresveratrol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 10V, Negative-QTOF	splash10-0wmj-0439000000-f4dd9d1ce250d0268f9c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 30V, Negative-QTOF	splash10-014i-0690000000-ed2ac4001c58bbb5c3b0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 30V, Negative-QTOF	splash10-0170-0490000000-954e24386cf8ba458849	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 10V, Negative-QTOF	splash10-0udi-0019000000-ae4ce7efafeff1e9dc4a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 50V, Negative-QTOF	splash10-001l-0910000000-67858e058395304fff3a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 10V, Negative-QTOF	splash10-0udi-0196000000-470f43538629008b656d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 30V, Negative-QTOF	splash10-014i-0490000000-ef8b4a0ffc829cf09ce9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 10V, Negative-QTOF	splash10-0udi-0009000000-4a2690e19648547a70da	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 10V, Negative-QTOF	splash10-02t9-0094000000-8a3e9f743ea23bf81190	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 50V, Negative-QTOF	splash10-001i-0920000000-3b93915354116ac96d70	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 50V, Negative-QTOF	splash10-00ls-1910000000-ce05e26591f743606ac6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 10V, Negative-QTOF	splash10-0udi-0019000000-c6f5368dceeed00218ce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 6V, Positive-QTOF	splash10-00di-0193000000-00783f7fea55270d5673	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triacetylresveratrol 6V, Positive-QTOF	splash10-00ls-1910000000-d9b76c3eef824e3ccf43	2021-09-20	HMDB team, MONA	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

3156913

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3935161

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Triacetylresveratrol (HMDB0259139)

MOL for HMDB0259139 (Triacetylresveratrol)

3D MOL for HMDB0259139 (Triacetylresveratrol)

3D SDF for HMDB0259139 (Triacetylresveratrol)

3D-SDF for HMDB0259139 (Triacetylresveratrol)

PDB for HMDB0259139 (Triacetylresveratrol)

3D PDB for HMDB0259139 (Triacetylresveratrol)

SMILES for HMDB0259139 (Triacetylresveratrol)

INCHI for HMDB0259139 (Triacetylresveratrol)

Structure for HMDB0259139 (Triacetylresveratrol)

3D Structure for HMDB0259139 (Triacetylresveratrol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra