Identification

PhytoHub ID
PHUB000275
Name
Procyanidin dimer A2
Systematic Name
Not Available
Synonyms
  • Epicatechin-(2b,7)(4b,8)-epicatechin
  • Proanthocyanidin A2
  • Procyanidin A2
CAS Number
Not Available
Average Mass
576.51
Monoisotopic Mass
576.126776213
Chemical Formula
C30H24O12
IUPAC Name
(1R,5R,6R,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol
InChI Key
NSEWTSAADLNHNH-LSBOWGMISA-N
InChI Identifier
InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26-,27-,29-,30+/m1/s1
SMILES
O[[email protected]@H]1CC2=C(O[[email protected]@H]1C1=CC=C(O)C(O)=C1)C1=C(O[[email protected]@]3(OC4=C([[email protected]]1[[email protected]]3O)C(O)=CC(O)=C4)C1=CC(O)=C(O)C=C1)C=C2O
Structure

Calculated Properties

Solubility (ALOGPS)
1.27e-01 g/l
LogS (ALOGPS)
-3.66
LogP (ALOGPS)
2.43
Hydrogen Acceptors
12
Hydrogen Donors
9
Rotatable Bond Count
2
Polar Surface Area
209.75999999999996
Refractivity
144.1963
Polarizability
55.557618064387
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.8773309010145334
pKa (strongest acidic)
8.663185265721914
Number of Rings
7
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Precursor

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavanols

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Biflavonoids and polyflavonoids
Direct Parent Name
Biflavonoids and polyflavonoids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "3-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "A-type proanthocyanidins", "Alkyl aryl ethers", "Benzene and substituted derivatives", "Catechins", "Catechols", "Hydrocarbon derivatives", "Ketals", "Oxacyclic compounds", "Polyols", "Pyranochromenes", "Pyranoflavonoids", "Secondary alcohols"]
External Descriptor Annotations
["Condensed tannins (Proanthocyanidins)", "hydroxyflavan", "proanthocyanidin"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "3-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "A-type proanthocyanidin", "Acetal", "Alcohol", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Bi- and polyflavonoid skeleton", "Catechin", "Catechol", "Chromane", "Ether", "Flavan", "Flavan-3-ol", "Hydrocarbon derivative", "Hydroxyflavonoid", "Ketal", "Monocyclic benzene moiety", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Polyol", "Proanthocyanidin", "Pyranochromene", "Pyranoflavonoid", "Secondary alcohol"]

Spectra

No spectra information available

Food Sources

Food Sources of its Precursor(s)

No food source information available of its precursor(s)

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Procyanidin dimer A2 Benzoic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC7H6O2122.036779433 Publications
Procyanidin dimer A2 3',4'-Dihydroxyphenylacetic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC8H8O4168.042258738 Publications
Procyanidin dimer A2 4'-Hydroxyphenylacetic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC8H8O3152.047344118 Publications
Procyanidin dimer A2 3-(3'-Hydroxyphenyl)propionic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H10O3166.062994182 Publications
Procyanidin dimer A2 3'-Hydroxyphenylacetic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC8H8O3152.047344118 Publications
Procyanidin dimer A2 Phenylacetic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC8H8O2136.052429498 Publications
Procyanidin dimer A2 3-Phenylpropionic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H10O2150.068079562 Publications

Inter-Individual Variations Metabolism

No inter-individual variations available

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