Identification

PhytoHub ID
PHUB000277
Name
Procyanidin dimer B2
Systematic Name
Not Available
Synonyms
  • Epicatechin-(4b,8)-epicatechin
CAS Number
Not Available
Average Mass
578.526
Monoisotopic Mass
578.142426277
Chemical Formula
C30H26O12
IUPAC Name
(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
InChI Key
XFZJEEAOWLFHDH-NFJBMHMQSA-N
InChI Identifier
InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1
SMILES
[H][[email protected]]1([[email protected]@H](O)[[email protected]](OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C=C1)C1=C(O)C=C(O)C2=C1O[[email protected]@H]([[email protected]](O)C2)C1=CC(O)=C(O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
1.38e-01 g/l
LogS (ALOGPS)
-3.62
LogP (ALOGPS)
2.29
Hydrogen Acceptors
12
Hydrogen Donors
10
Rotatable Bond Count
3
Polar Surface Area
220.75999999999996
Refractivity
146.50799999999998
Polarizability
55.14150012926113
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-5.176560370760914
pKa (strongest acidic)
8.693248815093794
Number of Rings
6
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-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "3-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "B-type proanthocyanidins", "Benzene and substituted derivatives", "Catechins", "Catechols", "Hydrocarbon derivatives", "Oxacyclic compounds", "Polyols", "Secondary alcohols"]
External Descriptor Annotations
["Proanthocyanidins", "biflavonoid", "hydroxyflavan", "polyphenol", "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", "Alcohol", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "B-type proanthocyanidin", "Benzenoid", "Benzopyran", "Bi- and polyflavonoid skeleton", "Catechin", "Catechol", "Chromane", "Ether", "Flavan", "Flavan-3-ol", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Polyol", "Proanthocyanidin", "Secondary alcohol"]

Spectra

Record IDSourceDescriptionView
PR100265MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100266MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100690MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100691MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra

Food Sources

NameGroup
AppleFruit, Pomes PublicationsShow
Apple ciderBeverages, Alcoholic PublicationsShow
Apple juiceBeverages, Non-alcoholic PublicationsShow
ApricotFruit, Drupes PublicationsShow
Black teaTeas and herbal teas PublicationsShow
BlackberryFruit, Berries PublicationsShow
CocoaCocoa and cocoa products PublicationsShow
Green teaTeas and herbal teas PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Procyanidin dimer B2 (-)-Epicatechinin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC15H14O6290.079038171 Publications
Procyanidin dimer B2 1-(3',4'-Dihydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-olin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC15H16O6292.094688235 Publications
Procyanidin dimer B2 1-(Hydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-olin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC15H16O5276.2896941 Publications
Procyanidin dimer B2 3-(3',4'-Dihydroxyphenyl)propionic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC9H10O4182.057908802 Publications
Procyanidin dimer B2 3-(3'-Hydroxyphenyl)propionic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC9H10O3166.062994182 Publications
Procyanidin dimer B2 3'-Hydroxyphenylacetic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC8H8O3152.047344118 Publications
Procyanidin dimer B2 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonein vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC11H12O4208.073558866 Publications
Procyanidin dimer B2 5-(3',4'-dihydroxyphenyl)valeric acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC11H14O4210.089208931 Publications
Procyanidin dimer B2 5-(3'-hydroxyphenyl)valeric acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC11H14O3194.094294311 Publications
Procyanidin dimer B2 Phenylacetic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC8H8O2136.052429498 Publications
Procyanidin dimer B2 (Epi)catechinhumanplasmaunknownNot AvailableNot AvailableC15H14O6290.079038171 Publications
Procyanidin dimer B2 5-(3'-Hydroxyphenyl)-gamma-valerolactonein vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC11H12O3192.078644246 Publications
Procyanidin dimer B2 Hydroxyprocyanidin B2in vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableC30H26O13594.5294478 Publications

Inter-Individual Variations Metabolism

No inter-individual variations available

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