Procyanidin dimer A2
precursor
Showing entry for Procyanidin dimer A2
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[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C1=C(O[C@@]3(OC4=C([C@H]1[C@H]3O)C(O)=CC(O)=C4)C1=CC(O)=C(O)C=C1)C=C2O
- Structure
Structure for Procyanidin dimer A2
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
External Links
- ChEBI
- 28472
- PubChem
- 124025
- MetaboLights
- MTBLC28472
- Phenol-Explorer
- 176
- PeakForestCompound
- 000241
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Flavonoids
- Sub-class
- Flavan-3-ols
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 from Online Resources
No spectra information available
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| American cranberry | Fruit, Berries | Publications | Show | |
| Lingonberry | Fruit, Berries | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Procyanidin dimer A2 | Benzoic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C7H6O2 | 122.036779433 | Publications | |||
| Procyanidin dimer A2 | 3',4'-Dihydroxyphenylacetic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C8H8O4 | 168.042258738 | Publications | |||
| Procyanidin dimer A2 | 4'-Hydroxyphenylacetic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C8H8O3 | 152.047344118 | Publications | |||
| Procyanidin dimer A2 | 3-(3'-Hydroxyphenyl)propionic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Procyanidin dimer A2 | 3'-Hydroxyphenylacetic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C8H8O3 | 152.047344118 | Publications | |||
| Procyanidin dimer A2 | Phenylacetic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C8H8O2 | 136.052429498 | Publications | |||
| Procyanidin dimer A2 | 3-Phenylpropionic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O2 | 150.068079562 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|