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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:17:24 UTC

Update Date

2022-03-07 02:57:05 UTC

HMDB ID

HMDB0041596

Secondary Accession Numbers

HMDB41596

Metabolite Identification

Common Name

Vitisidin A

Description

Vitisidin A, also known as malvidin-pyruvate, belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Vitisidin A is a polyphenol compound found in foods of plant origin . Vitisidin A is a strong basic compound (based on its pKa).

Structure

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


  Mrv0541 02241221532D          

 29 32  0  0  0  0            999 V2000
    2.0552    2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    2.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6262    2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0882    2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027    2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027    3.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0882    3.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0882    4.7814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027    5.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6262    3.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    3.9564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    2.7189    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -2.9461    2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3751    2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0895    2.7189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3751    1.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    1.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461    1.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    1.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    0.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461   -0.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    0.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9434   -0.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929   -1.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4523   -1.1973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    1.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027    1.0689    0.0000 O   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  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
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 14 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 21 28  2  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  CHG  1  13   1
M  END

HMDB0041596
     RDKit          3D
Vitisidin A
 44 47  0  0  0  0  0  0  0  0999 V2000
    3.2924    4.0916   -0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    3.1843    0.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3650    2.0048    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1248    1.6032    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543    0.3833    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.1007    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3837    0.9978   -0.7486 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.5571    0.8616   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1202    1.8593   -2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    1.7062   -2.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    2.6893   -3.4207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0722    0.5429   -2.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951   -0.4422   -1.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2424   -0.2974   -0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6829   -1.2848   -0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -1.0763    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0980   -2.0660    1.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4465   -2.4891    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6653   -2.6195   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3778   -3.8559   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8884   -4.7604    0.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6356   -4.0109   -0.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1863   -1.6191   -1.2746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -0.4038    1.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455   -0.0090    1.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -0.7990    2.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7362   -2.0225    3.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    1.2018    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3251    1.5857    1.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    5.1077   -0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649    3.7020   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1948    4.1584   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5642    2.2301   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320    2.7670   -2.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4956    3.4077   -2.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0668    0.3652   -2.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011   -2.9302    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550   -3.2634    0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2859   -4.6229   -0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -1.3254    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -1.8547    3.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5845   -2.5904    3.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -2.6663    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7076    2.4586    1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 28  3  1  0
 16  6  1  0
 14  8  1  0
 23 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 17 37  1  0
 18 38  1  0
 22 39  1  0
 24 40  1  0
 27 41  1  0
 27 42  1  0
 27 43  1  0
 29 44  1  0
M  CHG  1   7   1
M  END


  Mrv0541 02241221532D          

 29 32  0  0  0  0            999 V2000
    2.0552    2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    2.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6262    2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0882    2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027    2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027    3.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0882    3.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0882    4.7814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027    5.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6262    3.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    3.9564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    2.7189    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -2.9461    2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3751    2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0895    2.7189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3751    1.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    1.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461    1.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    1.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    0.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461   -0.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    0.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9434   -0.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929   -1.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4523   -1.1973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    1.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027    1.0689    0.0000 O   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  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
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 14 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 21 28  2  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  CHG  1  13   1
M  END
> <DATABASE_ID>
HMDB0041596

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O)C(O)=O)=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O9/c1-26-13-3-8(4-14(27-2)18(13)23)19-17(22)10-7-15(20(24)25)28-11-5-9(21)6-12(29-19)16(10)11/h3-7H,1-2H3,(H3-,21,22,23,24,25)/p+1

> <INCHI_KEY>
CQLVAJSRKLMGSC-UHFFFAOYSA-O

> <FORMULA>
C20H15O9

> <MOLECULAR_WEIGHT>
399.3277

> <EXACT_MASS>
399.071607078

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
39.1794701346504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-carboxy-4,11-dihydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.049899999999999

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.047649537590967

> <JCHEM_PKA_STRONGEST_ACIDIC>
-6.18841651235699

> <JCHEM_PKA_STRONGEST_BASIC>
4.904098568430462

> <JCHEM_POLAR_SURFACE_AREA>
138.82

> <JCHEM_REFRACTIVITY>
110.24889999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-carboxy-4,11-dihydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041596
     RDKit          3D
Vitisidin A
 44 47  0  0  0  0  0  0  0  0999 V2000
    3.2924    4.0916   -0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    3.1843    0.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3650    2.0048    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1248    1.6032    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543    0.3833    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.1007    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3837    0.9978   -0.7486 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.5571    0.8616   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1202    1.8593   -2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    1.7062   -2.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    2.6893   -3.4207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0722    0.5429   -2.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951   -0.4422   -1.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2424   -0.2974   -0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6829   -1.2848   -0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -1.0763    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0980   -2.0660    1.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4465   -2.4891    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6653   -2.6195   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3778   -3.8559   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8884   -4.7604    0.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6356   -4.0109   -0.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1863   -1.6191   -1.2746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -0.4038    1.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455   -0.0090    1.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -0.7990    2.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7362   -2.0225    3.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    1.2018    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3251    1.5857    1.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    5.1077   -0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649    3.7020   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1948    4.1584   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5642    2.2301   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320    2.7670   -2.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4956    3.4077   -2.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0668    0.3652   -2.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011   -2.9302    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550   -3.2634    0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2859   -4.6229   -0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -1.3254    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -1.8547    3.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5845   -2.5904    3.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -2.6663    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7076    2.4586    1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 28  3  1  0
 16  6  1  0
 14  8  1  0
 23 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 17 37  1  0
 18 38  1  0
 22 39  1  0
 24 40  1  0
 27 41  1  0
 27 42  1  0
 27 43  1  0
 29 44  1  0
M  CHG  1   7   1
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       3.836   5.075   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.503   4.305   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.169   5.075   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.165   4.305   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.498   5.075   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.498   6.615   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.165   7.385   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.165   8.925   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.498   9.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.169   6.615   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.503   7.385   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.832   4.305   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.166   5.075   0.000  0.00  0.00           O+1
HETATM   14  C   UNK     0      -5.499   4.305   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.833   5.075   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.167   4.305   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.500   5.075   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -8.167   2.765   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.833   1.995   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.499   2.765   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.166   1.995   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.166   0.455   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.499  -0.315   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.833   0.455   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.494  -1.525   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.520  -2.100   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.578  -2.235   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.832   2.765   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.498   1.995   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   14   21                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   21   12   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0041596
HETATM    1  C1  UNL     1       3.292   4.092  -0.779  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.917   3.184   0.101  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.365   2.005   0.521  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.125   1.603   0.111  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.554   0.383   0.546  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.227   0.101   0.031  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.384   0.998  -0.749  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -1.557   0.862  -1.265  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.120   1.859  -2.073  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.376   1.706  -2.621  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.940   2.689  -3.421  1.00  0.00           O  
HETATM   12  C9  UNL     1      -4.072   0.543  -2.357  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.495  -0.442  -1.549  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.242  -0.297  -0.997  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.683  -1.285  -0.196  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.407  -1.076   0.334  1.00  0.00           C  
HETATM   17  O4  UNL     1       0.098  -2.066   1.108  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.446  -2.489   0.056  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.665  -2.620  -0.486  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.378  -3.856  -0.192  1.00  0.00           C  
HETATM   21  O5  UNL     1      -3.888  -4.760   0.530  1.00  0.00           O  
HETATM   22  O6  UNL     1      -5.636  -4.011  -0.740  1.00  0.00           O  
HETATM   23  O7  UNL     1      -4.186  -1.619  -1.275  1.00  0.00           O  
HETATM   24  C17 UNL     1       2.270  -0.404   1.396  1.00  0.00           C  
HETATM   25  C18 UNL     1       3.545  -0.009   1.828  1.00  0.00           C  
HETATM   26  O8  UNL     1       4.281  -0.799   2.690  1.00  0.00           O  
HETATM   27  C19 UNL     1       3.736  -2.022   3.147  1.00  0.00           C  
HETATM   28  C20 UNL     1       4.075   1.202   1.377  1.00  0.00           C  
HETATM   29  O9  UNL     1       5.325   1.586   1.802  1.00  0.00           O  
HETATM   30  H1  UNL     1       3.723   5.108  -0.645  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.465   3.702  -1.809  1.00  0.00           H  
HETATM   32  H3  UNL     1       2.195   4.158  -0.649  1.00  0.00           H  
HETATM   33  H4  UNL     1       1.564   2.230  -0.563  1.00  0.00           H  
HETATM   34  H5  UNL     1      -1.532   2.767  -2.257  1.00  0.00           H  
HETATM   35  H6  UNL     1      -4.496   3.408  -2.970  1.00  0.00           H  
HETATM   36  H7  UNL     1      -5.067   0.365  -2.761  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.301  -2.930   1.357  1.00  0.00           H  
HETATM   38  H9  UNL     1      -2.055  -3.263   0.661  1.00  0.00           H  
HETATM   39  H10 UNL     1      -6.286  -4.623  -0.268  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.865  -1.325   1.744  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.910  -1.855   3.869  1.00  0.00           H  
HETATM   42  H13 UNL     1       4.584  -2.590   3.622  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.387  -2.666   2.311  1.00  0.00           H  
HETATM   44  H15 UNL     1       5.708   2.459   1.477  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4   28
CONECT    4    5   33
CONECT    5    6   24   24
CONECT    6    7    7   16
CONECT    7    8
CONECT    8    9    9   14
CONECT    9   10   34
CONECT   10   11   12   12
CONECT   11   35
CONECT   12   13   36
CONECT   13   14   14   23
CONECT   14   15
CONECT   15   16   16   18
CONECT   16   17
CONECT   17   37
CONECT   18   19   19   38
CONECT   19   20   23
CONECT   20   21   21   22
CONECT   22   39
CONECT   24   25   40
CONECT   25   26   28   28
CONECT   26   27
CONECT   27   41   42   43
CONECT   28   29
CONECT   29   44
END

HMDB0041596
     RDKit          3D
Vitisidin A
 44 47  0  0  0  0  0  0  0  0999 V2000
    3.2924    4.0916   -0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    3.1843    0.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3650    2.0048    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1248    1.6032    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543    0.3833    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.1007    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3837    0.9978   -0.7486 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.5571    0.8616   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1202    1.8593   -2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    1.7062   -2.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    2.6893   -3.4207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0722    0.5429   -2.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951   -0.4422   -1.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2424   -0.2974   -0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6829   -1.2848   -0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066   -1.0763    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0980   -2.0660    1.1082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4465   -2.4891    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6653   -2.6195   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3778   -3.8559   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8884   -4.7604    0.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6356   -4.0109   -0.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1863   -1.6191   -1.2746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -0.4038    1.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455   -0.0090    1.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -0.7990    2.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7362   -2.0225    3.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    1.2018    1.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3251    1.5857    1.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    5.1077   -0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649    3.7020   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1948    4.1584   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5642    2.2301   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320    2.7670   -2.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4956    3.4077   -2.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0668    0.3652   -2.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011   -2.9302    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550   -3.2634    0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2859   -4.6229   -0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -1.3254    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -1.8547    3.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5845   -2.5904    3.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -2.6663    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7076    2.4586    1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 28  3  1  0
 16  6  1  0
 14  8  1  0
 23 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 17 37  1  0
 18 38  1  0
 22 39  1  0
 24 40  1  0
 27 41  1  0
 27 42  1  0
 27 43  1  0
 29 44  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Carboxy-3,8-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)pyrano[4,3,2-de]-1-benzopyrilium, 9ci	HMDB
5-Carboxypyranomalvidin	HMDB
Malvidin-pyruvate	HMDB
Vitisin a aglycone	HMDB

Chemical Formula

C₂₀H₁₅O₉

Average Molecular Weight

399.3277

Monoisotopic Molecular Weight

399.071607078

IUPAC Name

7-carboxy-4,11-dihydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium

Traditional Name

7-carboxy-4,11-dihydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O)C(O)=O)=CC(O)=C2

InChI Identifier

InChI=1S/C20H14O9/c1-26-13-3-8(4-14(27-2)18(13)23)19-17(22)10-7-15(20(24)25)28-11-5-9(21)6-12(29-19)16(10)11/h3-7H,1-2H3,(H3-,21,22,23,24,25)/p+1

InChI Key

CQLVAJSRKLMGSC-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3'-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
Methoxyphenol
1-benzopyran
Benzopyran
Dimethoxybenzene
M-dimethoxybenzene
Phenol ether
Anisole
Phenoxy compound
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Ether
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Membrane (FooDB: )
Cell membrane (FooDB: )

Source

Exogenous

Food

Food (FooDB: )

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (FooDB: )

Not Available

Nutrient (FooDB: )

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	0.019 g/L	ALOGPS
logP	3.21	ALOGPS
logP	3.05	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	-6.2	ChemAxon
pKa (Strongest Basic)	4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	138.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.25 m³·mol⁻¹	ChemAxon
Polarizability	39.18 Å³	ChemAxon
Number of Rings	4	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]+	195.3	31661259
DarkChem	[M-H]-	195.324	31661259
DeepCCS	[M+H]+	189.011	30932474
DeepCCS	[M-H]-	186.653	30932474
DeepCCS	[M-2H]-	219.771	30932474
DeepCCS	[M+Na]+	195.104	30932474
AllCCS	[M+H]+	191.0	32859911
AllCCS	[M+H-H2O]+	188.1	32859911
AllCCS	[M+NH4]+	193.7	32859911
AllCCS	[M+Na]+	194.4	32859911
AllCCS	[M-H]-	192.5	32859911
AllCCS	[M+Na-2H]-	192.1	32859911
AllCCS	[M+HCOO]-	191.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vitisidin A	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O)C(O)=O)=CC(O)=C2	6129.7	Standard polar	33892256
Vitisidin A	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O)C(O)=O)=CC(O)=C2	3612.3	Standard non polar	33892256
Vitisidin A	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O)C(O)=O)=CC(O)=C2	3909.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vitisidin A,1TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	3720.4	Semi standard non polar	33892256
Vitisidin A,1TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	3737.6	Semi standard non polar	33892256
Vitisidin A,1TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	3694.6	Semi standard non polar	33892256
Vitisidin A,1TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O)C=C(C(=O)O)O4)=CC(OC)=C1O	3819.5	Semi standard non polar	33892256
Vitisidin A,2TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	3655.6	Semi standard non polar	33892256
Vitisidin A,2TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	3596.0	Semi standard non polar	33892256
Vitisidin A,2TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	3552.4	Semi standard non polar	33892256
Vitisidin A,2TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	3679.0	Semi standard non polar	33892256
Vitisidin A,2TMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	3542.1	Semi standard non polar	33892256
Vitisidin A,2TMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	3629.7	Semi standard non polar	33892256
Vitisidin A,3TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C	3553.2	Semi standard non polar	33892256
Vitisidin A,3TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	3520.5	Semi standard non polar	33892256
Vitisidin A,3TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	3457.6	Semi standard non polar	33892256
Vitisidin A,3TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O	3549.0	Semi standard non polar	33892256
Vitisidin A,4TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C(=O)O[Si](C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C	3487.5	Semi standard non polar	33892256
Vitisidin A,1TBDMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4030.2	Semi standard non polar	33892256
Vitisidin A,1TBDMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4045.7	Semi standard non polar	33892256
Vitisidin A,1TBDMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4044.6	Semi standard non polar	33892256
Vitisidin A,1TBDMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O)C=C(C(=O)O)O4)=CC(OC)=C1O	4082.1	Semi standard non polar	33892256
Vitisidin A,2TBDMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4195.6	Semi standard non polar	33892256
Vitisidin A,2TBDMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4142.3	Semi standard non polar	33892256
Vitisidin A,2TBDMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4143.1	Semi standard non polar	33892256
Vitisidin A,2TBDMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O	4214.5	Semi standard non polar	33892256
Vitisidin A,2TBDMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4097.9	Semi standard non polar	33892256
Vitisidin A,2TBDMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4190.1	Semi standard non polar	33892256
Vitisidin A,3TBDMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4311.8	Semi standard non polar	33892256
Vitisidin A,3TBDMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4295.6	Semi standard non polar	33892256
Vitisidin A,3TBDMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4208.7	Semi standard non polar	33892256
Vitisidin A,3TBDMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O	4271.6	Semi standard non polar	33892256
Vitisidin A,4TBDMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[Si](C)(C)C(C)(C)C)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4380.9	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 - Vitisidin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uyj-0009000000-86fc61fc15442ee4efad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisidin A GC-MS (4 TMS) - 70eV, Positive	splash10-00di-2000029000-3bfa31c8061685d69dc3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vitisidin A 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 - Vitisidin A 10V, Positive-QTOF	splash10-0udi-0000900000-964ca73f45c989d39fbe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisidin A 20V, Positive-QTOF	splash10-0udi-0008900000-27ad537f4fbb1a0779f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisidin A 40V, Positive-QTOF	splash10-0006-0609000000-4a130db7ebaea2456979	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisidin A 10V, Negative-QTOF	splash10-0002-0009000000-4e2fc15077bb27d1f3b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisidin A 20V, Negative-QTOF	splash10-0002-0009000000-544ea1dbdb80371173ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisidin A 40V, Negative-QTOF	splash10-004i-1957000000-78130fcc00e98a6c195d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisidin A 10V, Positive-QTOF	splash10-0002-0009000000-ee892d73b0a39b2cac1c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisidin A 20V, Positive-QTOF	splash10-0002-0009000000-01417218385a67934e67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vitisidin A 40V, Positive-QTOF	splash10-0gb9-0079000000-bb0ad35ae18cc7b87639	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FooDB ID

FDB021738

KNApSAcK ID

Not Available

Chemspider ID

30777579

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Vitisidin A (HMDB0041596)

MOL for HMDB0041596 (Vitisidin A)

3D MOL for HMDB0041596 (Vitisidin A)

3D SDF for HMDB0041596 (Vitisidin A)

3D-SDF for HMDB0041596 (Vitisidin A)

PDB for HMDB0041596 (Vitisidin A)

3D PDB for HMDB0041596 (Vitisidin A)

SMILES for HMDB0041596 (Vitisidin A)

INCHI for HMDB0041596 (Vitisidin A)

Structure for HMDB0041596 (Vitisidin A)

3D Structure for HMDB0041596 (Vitisidin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra