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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:11 UTC

Update Date

2022-03-07 02:52:05 UTC

HMDB ID

HMDB0029250

Secondary Accession Numbers

HMDB29250

Metabolite Identification

Common Name

Pigment A aglycone

Description

Pigment A aglycone 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. Based on a literature review very few articles have been published on Pigment A aglycone.

Structure

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


  Mrv0541 02241221222D          

 33 37  0  0  0  0            999 V2000
    1.7089   -0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -0.5303    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    3.1379   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8523   -1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8523   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813    0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9958    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -3.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234   -3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2800   -0.5303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813    1.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102    0.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9958    1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4247   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -2.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234   -4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -4.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -5.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -5.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1378   -5.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -4.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -6.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
 19  8  1  0  0  0  0
  5  8  1  0  0  0  0
  5  4  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 20  1  0  0  0  0
  9 26  1  0  0  0  0
 18 27  1  0  0  0  0
 12 21  1  0  0  0  0
 16 22  1  0  0  0  0
 15 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 30 33  1  0  0  0  0
M  CHG  1   7   1
M  END

HMDB0029250
     RDKit          3D
Pigment A aglycone
 52 56  0  0  0  0  0  0  0  0999 V2000
    5.9198    2.7317    1.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1852    1.4522    0.6954 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1891    0.5579    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    0.8664    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404   -0.0200    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697    0.4238    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251    1.6299    0.7015 O   0  0  0  0  0  3  0  0  0  0  0  0
    0.0541    2.1284    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1073    3.3913    1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    3.9140    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453    5.1849    2.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912    3.1801    1.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.9067    0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.4200    0.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069    0.1583    0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -0.3362   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -1.5908   -0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1106   -0.5836   -0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3394   -0.1298   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5451   -0.8785   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7999   -0.3097   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9756   -0.9633   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9172   -2.2220   -1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1174   -2.8668   -1.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7128   -2.8427   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5391   -2.1378   -0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4715    1.1476    0.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2519   -1.2221   -0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6055   -1.5226   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789   -2.7741   -1.0925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059   -3.7001   -1.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011   -0.6520   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9422   -0.9860   -0.3156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357    2.7792    1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8493    3.0218    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903    3.4483    0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631    1.8354    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345    4.0004    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6038    6.0106    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779    3.5916    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -2.1885   -0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -1.5745   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979    0.6936    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9009   -0.4464   -0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5310   -3.4307   -0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6803   -3.8404   -1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5950   -2.6452   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5467   -1.9435   -0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377   -4.5907   -1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4135   -3.9776   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515   -3.2146   -2.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2204   -1.8842   -0.6879 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
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 19 27  1  0
  5 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32 33  1  0
 32  3  1  0
 16  6  1  0
 26 20  1  0
 14  8  1  0
 27 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 17 41  1  0
 18 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 28 48  1  0
 31 49  1  0
 31 50  1  0
 31 51  1  0
 33 52  1  0
M  CHG  1   7   1
M  END


  Mrv0541 02241221222D          

 33 37  0  0  0  0            999 V2000
    1.7089   -0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -0.5303    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    3.1379   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8523   -1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8523   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813    0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9958    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -3.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234   -3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2800   -0.5303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813    1.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102    0.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9958    1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4247   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668   -2.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234   -4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -4.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -5.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -5.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1378   -5.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1379   -4.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -6.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
 19  8  1  0  0  0  0
  5  8  1  0  0  0  0
  5  4  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 20  1  0  0  0  0
  9 26  1  0  0  0  0
 18 27  1  0  0  0  0
 12 21  1  0  0  0  0
 16 22  1  0  0  0  0
 15 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 30 33  1  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
HMDB0029250

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H18O8/c1-30-20-7-13(8-21(31-2)24(20)29)25-23(28)16-11-17(12-3-5-14(26)6-4-12)32-18-9-15(27)10-19(33-25)22(16)18/h3-11H,1-2H3,(H3-,26,27,28,29)/p+1

> <INCHI_KEY>
PDRWPABNSNPHHW-UHFFFAOYSA-O

> <FORMULA>
C25H19O8

> <MOLECULAR_WEIGHT>
447.4136

> <EXACT_MASS>
447.107992584

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
46.57451797070952

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
3.9359999999999995

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.891031433848691

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5308582902068233

> <JCHEM_PKA_STRONGEST_BASIC>
-4.542846780386533

> <JCHEM_POLAR_SURFACE_AREA>
121.75000000000001

> <JCHEM_REFRACTIVITY>
130.60760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.91e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029250
     RDKit          3D
Pigment A aglycone
 52 56  0  0  0  0  0  0  0  0999 V2000
    5.9198    2.7317    1.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1852    1.4522    0.6954 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1891    0.5579    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    0.8664    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404   -0.0200    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697    0.4238    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251    1.6299    0.7015 O   0  0  0  0  0  3  0  0  0  0  0  0
    0.0541    2.1284    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1073    3.3913    1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    3.9140    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453    5.1849    2.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912    3.1801    1.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.9067    0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.4200    0.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069    0.1583    0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -0.3362   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -1.5908   -0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1106   -0.5836   -0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3394   -0.1298   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5451   -0.8785   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7999   -0.3097   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9756   -0.9633   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9172   -2.2220   -1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1174   -2.8668   -1.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7128   -2.8427   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5391   -2.1378   -0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4715    1.1476    0.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2519   -1.2221   -0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6055   -1.5226   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789   -2.7741   -1.0925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059   -3.7001   -1.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011   -0.6520   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9422   -0.9860   -0.3156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357    2.7792    1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8493    3.0218    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903    3.4483    0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631    1.8354    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345    4.0004    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6038    6.0106    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779    3.5916    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -2.1885   -0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -1.5745   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979    0.6936    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9009   -0.4464   -0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5310   -3.4307   -0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6803   -3.8404   -1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5950   -2.6452   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5467   -1.9435   -0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377   -4.5907   -1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4135   -3.9776   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515   -3.2146   -2.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2204   -1.8842   -0.6879 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
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 19 27  1  0
  5 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32 33  1  0
 32  3  1  0
 16  6  1  0
 26 20  1  0
 14  8  1  0
 27 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 17 41  1  0
 18 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 28 48  1  0
 31 49  1  0
 31 50  1  0
 31 51  1  0
 33 52  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       3.190  -0.990   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.856  -1.760   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.856  -3.300   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.190  -4.070   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.524  -3.300   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.524  -1.760   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.857  -0.990   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0       5.857  -4.070   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.191  -3.300   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.191  -1.760   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.525  -0.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.858   1.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.525   0.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.858  -1.760   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.192  -0.990   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.192   0.550   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.190  -5.610   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.524  -6.380   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.857  -5.610   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.523  -0.990   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.858   2.860   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.526   1.320   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      12.526  -1.760   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.192   3.630   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.859  -0.990   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.525  -4.070   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.524  -7.920   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.190  -8.690   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.190 -10.230   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.523 -11.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.857 -10.230   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.857  -8.690   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.523 -12.540   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    6    8    4                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    9   19    5                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9    7   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   21                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   12   22                                                  
CONECT   17    4   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19    8   18                                                       
CONECT   20    2                                                            
CONECT   21   12   24                                                       
CONECT   22   16                                                            
CONECT   23   15   25                                                       
CONECT   24   21                                                            
CONECT   25   23                                                            
CONECT   26    9                                                            
CONECT   27   18   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0029250
HETATM    1  C1  UNL     1       5.920   2.732   1.228  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.185   1.452   0.695  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.189   0.558   0.307  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.868   0.866   0.417  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.840  -0.020   0.032  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.470   0.424   0.199  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.225   1.630   0.701  1.00  0.00           O1+
HETATM    8  C6  UNL     1       0.054   2.128   0.894  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.107   3.391   1.422  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.367   3.914   1.624  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.545   5.185   2.155  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.491   3.180   1.300  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.349   1.907   0.767  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.081   1.420   0.581  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.907   0.158   0.054  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.392  -0.336  -0.136  1.00  0.00           C  
HETATM   17  O4  UNL     1       0.523  -1.591  -0.660  1.00  0.00           O  
HETATM   18  C14 UNL     1      -2.111  -0.584  -0.275  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.339  -0.130  -0.101  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.545  -0.879  -0.433  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.800  -0.310  -0.212  1.00  0.00           C  
HETATM   22  C18 UNL     1      -6.976  -0.963  -0.503  1.00  0.00           C  
HETATM   23  C19 UNL     1      -6.917  -2.222  -1.030  1.00  0.00           C  
HETATM   24  O5  UNL     1      -8.117  -2.867  -1.318  1.00  0.00           O  
HETATM   25  C20 UNL     1      -5.713  -2.843  -1.273  1.00  0.00           C  
HETATM   26  C21 UNL     1      -4.539  -2.138  -0.961  1.00  0.00           C  
HETATM   27  O6  UNL     1      -3.472   1.148   0.433  1.00  0.00           O  
HETATM   28  C22 UNL     1       3.252  -1.222  -0.466  1.00  0.00           C  
HETATM   29  C23 UNL     1       4.605  -1.523  -0.573  1.00  0.00           C  
HETATM   30  O7  UNL     1       4.979  -2.774  -1.093  1.00  0.00           O  
HETATM   31  C24 UNL     1       4.006  -3.700  -1.495  1.00  0.00           C  
HETATM   32  C25 UNL     1       5.601  -0.652  -0.195  1.00  0.00           C  
HETATM   33  O8  UNL     1       6.942  -0.986  -0.316  1.00  0.00           O  
HETATM   34  H1  UNL     1       5.036   2.779   1.867  1.00  0.00           H  
HETATM   35  H2  UNL     1       6.849   3.022   1.798  1.00  0.00           H  
HETATM   36  H3  UNL     1       5.890   3.448   0.369  1.00  0.00           H  
HETATM   37  H4  UNL     1       3.563   1.835   0.819  1.00  0.00           H  
HETATM   38  H5  UNL     1       0.734   4.000   1.690  1.00  0.00           H  
HETATM   39  H6  UNL     1      -1.604   6.011   1.574  1.00  0.00           H  
HETATM   40  H7  UNL     1      -3.478   3.592   1.459  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.219  -2.189  -0.922  1.00  0.00           H  
HETATM   42  H9  UNL     1      -2.013  -1.575  -0.689  1.00  0.00           H  
HETATM   43  H10 UNL     1      -5.798   0.694   0.209  1.00  0.00           H  
HETATM   44  H11 UNL     1      -7.901  -0.446  -0.300  1.00  0.00           H  
HETATM   45  H12 UNL     1      -8.531  -3.431  -0.584  1.00  0.00           H  
HETATM   46  H13 UNL     1      -5.680  -3.840  -1.691  1.00  0.00           H  
HETATM   47  H14 UNL     1      -3.595  -2.645  -1.160  1.00  0.00           H  
HETATM   48  H15 UNL     1       2.547  -1.944  -0.778  1.00  0.00           H  
HETATM   49  H16 UNL     1       4.538  -4.591  -1.908  1.00  0.00           H  
HETATM   50  H17 UNL     1       3.413  -3.978  -0.576  1.00  0.00           H  
HETATM   51  H18 UNL     1       3.351  -3.215  -2.261  1.00  0.00           H  
HETATM   52  H19 UNL     1       7.220  -1.884  -0.688  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5   37
CONECT    5    6   28   28
CONECT    6    7    7   16
CONECT    7    8
CONECT    8    9    9   14
CONECT    9   10   38
CONECT   10   11   12   12
CONECT   11   39
CONECT   12   13   40
CONECT   13   14   14   27
CONECT   14   15
CONECT   15   16   16   18
CONECT   16   17
CONECT   17   41
CONECT   18   19   19   42
CONECT   19   20   27
CONECT   20   21   21   26
CONECT   21   22   43
CONECT   22   23   23   44
CONECT   23   24   25
CONECT   24   45
CONECT   25   26   26   46
CONECT   26   47
CONECT   28   29   48
CONECT   29   30   32   32
CONECT   30   31
CONECT   31   49   50   51
CONECT   32   33
CONECT   33   52
END

HMDB0029250
     RDKit          3D
Pigment A aglycone
 52 56  0  0  0  0  0  0  0  0999 V2000
    5.9198    2.7317    1.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1852    1.4522    0.6954 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1891    0.5579    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8683    0.8664    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8404   -0.0200    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697    0.4238    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251    1.6299    0.7015 O   0  0  0  0  0  3  0  0  0  0  0  0
    0.0541    2.1284    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1073    3.3913    1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    3.9140    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453    5.1849    2.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912    3.1801    1.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.9067    0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.4200    0.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069    0.1583    0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -0.3362   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -1.5908   -0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1106   -0.5836   -0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3394   -0.1298   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5451   -0.8785   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7999   -0.3097   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9756   -0.9633   -0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9172   -2.2220   -1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1174   -2.8668   -1.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7128   -2.8427   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5391   -2.1378   -0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4715    1.1476    0.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2519   -1.2221   -0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6055   -1.5226   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789   -2.7741   -1.0925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059   -3.7001   -1.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011   -0.6520   -0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9422   -0.9860   -0.3156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357    2.7792    1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8493    3.0218    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8903    3.4483    0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631    1.8354    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345    4.0004    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6038    6.0106    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779    3.5916    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2187   -2.1885   -0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -1.5745   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7979    0.6936    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9009   -0.4464   -0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5310   -3.4307   -0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6803   -3.8404   -1.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5950   -2.6452   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5467   -1.9435   -0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377   -4.5907   -1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4135   -3.9776   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515   -3.2146   -2.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2204   -1.8842   -0.6879 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
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 19 27  1  0
  5 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32 33  1  0
 32  3  1  0
 16  6  1  0
 26 20  1  0
 14  8  1  0
 27 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 17 41  1  0
 18 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 28 48  1  0
 31 49  1  0
 31 50  1  0
 31 51  1  0
 33 52  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Malvidin 4-vinylphenol	HMDB

Chemical Formula

C₂₅H₁₉O₈

Average Molecular Weight

447.4136

Monoisotopic Molecular Weight

447.107992584

IUPAC Name

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

Traditional Name

4,11-dihydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-7-(4-hydroxyphenyl)-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)C1=CC=C(O)C=C1)=CC(O)=C2

InChI Identifier

InChI=1S/C25H18O8/c1-30-20-7-13(8-21(31-2)24(20)29)25-23(28)16-11-17(12-3-5-14(26)6-4-12)32-18-9-15(27)10-19(33-25)22(16)18/h3-11H,1-2H3,(H3-,26,27,28,29)/p+1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029250)
Cell membrane (HMDB: HMDB0029250)

Source

Endogenous

Endogenous (HMDB: HMDB0029250)

Plant

Plant (HMDB: HMDB0029250)

Exogenous

Food

Food (HMDB: HMDB0029250)

Exogenous (HMDB: HMDB0029250)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0039 g/L	ALOGPS
logP	4.29	ALOGPS
logP	3.94	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	2.53	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.61 m³·mol⁻¹	ChemAxon
Polarizability	46.57 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	207.283	31661259
DarkChem	[M-H]-	206.086	31661259
DeepCCS	[M+H]+	201.696	30932474
DeepCCS	[M-H]-	199.301	30932474
DeepCCS	[M-2H]-	232.184	30932474
DeepCCS	[M+Na]+	207.609	30932474
AllCCS	[M+H]+	207.6	32859911
AllCCS	[M+H-H2O]+	205.0	32859911
AllCCS	[M+NH4]+	210.0	32859911
AllCCS	[M+Na]+	210.6	32859911
AllCCS	[M-H]-	202.7	32859911
AllCCS	[M+Na-2H]-	202.4	32859911
AllCCS	[M+HCOO]-	202.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.11 minutes	32390414
Predicted by Siyang on May 30, 2022	13.9953 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.95 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2418.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	247.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	269.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	782.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	494.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	148.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1265.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	527.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1505.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	418.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	489.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	309.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	262.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	77.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pigment A aglycone	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O)C1=CC=C(O)C=C1)=CC(O)=C2	6511.0	Standard polar	33892256
Pigment A aglycone	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O)C1=CC=C(O)C=C1)=CC(O)=C2	4144.9	Standard non polar	33892256
Pigment A aglycone	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C3C(OC(=CC3=C1O)C1=CC=C(O)C=C1)=CC(O)=C2	4650.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pigment A aglycone,1TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C	4421.0	Semi standard non polar	33892256
Pigment A aglycone,1TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O	4495.4	Semi standard non polar	33892256
Pigment A aglycone,1TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C2=CC=C(O[Si](C)(C)C)C=C2)O4)=CC(OC)=C1O	4560.4	Semi standard non polar	33892256
Pigment A aglycone,1TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O	4586.2	Semi standard non polar	33892256
Pigment A aglycone,2TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C	4326.9	Semi standard non polar	33892256
Pigment A aglycone,2TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C	4306.0	Semi standard non polar	33892256
Pigment A aglycone,2TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C2=CC=C(O[Si](C)(C)C)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C	4287.9	Semi standard non polar	33892256
Pigment A aglycone,2TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O	4373.5	Semi standard non polar	33892256
Pigment A aglycone,2TMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C2=CC=C(O[Si](C)(C)C)C=C2)O4)=CC(OC)=C1O	4315.0	Semi standard non polar	33892256
Pigment A aglycone,2TMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O)C=C(C2=CC=C(O[Si](C)(C)C)C=C2)O4)=CC(OC)=C1O	4413.4	Semi standard non polar	33892256
Pigment A aglycone,3TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C	4181.0	Semi standard non polar	33892256
Pigment A aglycone,3TMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O)C=C(C2=CC=C(O[Si](C)(C)C)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C	4237.9	Semi standard non polar	33892256
Pigment A aglycone,3TMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C2=CC=C(O[Si](C)(C)C)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C	4163.1	Semi standard non polar	33892256
Pigment A aglycone,3TMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C2=CC=C(O[Si](C)(C)C)C=C2)O4)=CC(OC)=C1O	4262.7	Semi standard non polar	33892256
Pigment A aglycone,4TMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC4=C3C(=C2O[Si](C)(C)C)C=C(C2=CC=C(O[Si](C)(C)C)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C	4180.0	Semi standard non polar	33892256
Pigment A aglycone,1TBDMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4721.4	Semi standard non polar	33892256
Pigment A aglycone,1TBDMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O	4797.4	Semi standard non polar	33892256
Pigment A aglycone,1TBDMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O4)=CC(OC)=C1O	4821.0	Semi standard non polar	33892256
Pigment A aglycone,1TBDMS,isomer #4	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O	4835.2	Semi standard non polar	33892256
Pigment A aglycone,2TBDMS,isomer #1	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4878.0	Semi standard non polar	33892256
Pigment A aglycone,2TBDMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4859.3	Semi standard non polar	33892256
Pigment A aglycone,2TBDMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O)C=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4861.6	Semi standard non polar	33892256
Pigment A aglycone,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(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O	4929.5	Semi standard non polar	33892256
Pigment A aglycone,2TBDMS,isomer #5	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O4)=CC(OC)=C1O	4898.4	Semi standard non polar	33892256
Pigment A aglycone,2TBDMS,isomer #6	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O)C=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O4)=CC(OC)=C1O	4946.3	Semi standard non polar	33892256
Pigment A aglycone,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(C2=CC=C(O)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4945.7	Semi standard non polar	33892256
Pigment A aglycone,3TBDMS,isomer #2	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C(C)(C)C)=CC4=C3C(=C2O)C=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	5003.8	Semi standard non polar	33892256
Pigment A aglycone,3TBDMS,isomer #3	COC1=CC(C2=[O+]C3=CC(O)=CC4=C3C(=C2O[Si](C)(C)C(C)(C)C)C=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O4)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	4936.4	Semi standard non polar	33892256
Pigment A aglycone,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(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O4)=CC(OC)=C1O	5037.4	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 - Pigment A aglycone GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-0100900000-2de46ed3413f96eaae5b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pigment A aglycone GC-MS (3 TMS) - 70eV, Positive	splash10-0002-3400189000-7142d1be0e62cd2e2028	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pigment A aglycone 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 - Pigment A aglycone 10V, Positive-QTOF	splash10-0002-0000900000-dfee557a2e7f6e674bb2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pigment A aglycone 20V, Positive-QTOF	splash10-0005-0000900000-03b7fa91e4a697bc94cd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pigment A aglycone 40V, Positive-QTOF	splash10-0udi-1034900000-0f5e7b15f4076a6f45be	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pigment A aglycone 10V, Negative-QTOF	splash10-0002-0000900000-392e47a35869468f4e6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pigment A aglycone 20V, Negative-QTOF	splash10-0002-0000900000-42d1fb15eb6edbdee5ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pigment A aglycone 40V, Negative-QTOF	splash10-0pka-4006900000-326cb6b9c4bd11b37c46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pigment A aglycone 10V, Positive-QTOF	splash10-0002-0000900000-8d55cff30b9c0d22f376	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pigment A aglycone 20V, Positive-QTOF	splash10-0002-0001900000-d036242f83c7c736dd67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pigment A aglycone 40V, Positive-QTOF	splash10-014i-0076900000-c2348c98829fd5b33948	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

Not Available

FooDB ID

FDB000080

KNApSAcK ID

Not Available

Chemspider ID

30776746

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750825

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 ]

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Pigment A aglycone → 6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-hydroxy-7-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-hydroxyphenyl)-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium	details
Pigment A aglycone → 11-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-hydroxy-7-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-hydroxyphenyl)-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium	details
Pigment A aglycone → (6-carboxy-3,4,5-trihydroxyoxan-2-yl)({4-[6,11-dihydroxy-7-(4-hydroxy-3,5-dimethoxyphenyl)-2,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),4,6,9,11-pentaen-3-ylidene]cyclohexa-2,5-dien-1-ylidene})oxidanium	details
Pigment A aglycone → 7-{4-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-3,5-dimethoxyphenyl}-6,11-dihydroxy-3-(4-hydroxyphenyl)-2λ⁴,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),2,4,6,9,11-hexaen-2-ylium	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Pigment A aglycone → 4-[6,11-dihydroxy-7-(4-hydroxy-3,5-dimethoxyphenyl)-2,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),4,6,9,11-pentaen-3-ylidene]cyclohexa-2,5-dien-1-ylidene hydrogen sulfuric acidium	details
Pigment A aglycone → (4-{7-[3,5-dimethoxy-4-(sulfooxy)phenyl]-6,11-dihydroxy-2,8-dioxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),4,6,9,11-pentaen-3-ylidene}cyclohexa-2,5-dien-1-ylidene)oxidanium	details

Showing metabocard for Pigment A aglycone (HMDB0029250)

MOL for HMDB0029250 (Pigment A aglycone)

3D MOL for HMDB0029250 (Pigment A aglycone)

3D SDF for HMDB0029250 (Pigment A aglycone)

3D-SDF for HMDB0029250 (Pigment A aglycone)

PDB for HMDB0029250 (Pigment A aglycone)

3D PDB for HMDB0029250 (Pigment A aglycone)

SMILES for HMDB0029250 (Pigment A aglycone)

INCHI for HMDB0029250 (Pigment A aglycone)

Structure for HMDB0029250 (Pigment A aglycone)

3D Structure for HMDB0029250 (Pigment A aglycone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions