U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C30H26O12
Molecular Weight 578.5202
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROCYANIDIN B3

SMILES

O[C@H]1CC2=C(O)C=C(O)C([C@H]3[C@H](O)[C@H](OC4=CC(O)=CC(O)=C34)C5=CC=C(O)C(O)=C5)=C2O[C@@H]1C6=CC=C(O)C(O)=C6

InChI

InChIKey=XFZJEEAOWLFHDH-AVFWISQGSA-N
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+/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Additive, antagonistic, and synergistic effects of procyanidins and polyunsaturated fatty acids over inflammation in RAW 264.7 macrophages activated by lipopolysaccharide.
2012-04
Biological evaluation of proanthocyanidin dimers and related polyphenols.
1999-07
Name Type Language
PROCYANIDIN B3
Common Name English
(-)-PROCYANIDIN B3
Preferred Name English
(4,8'-BI-2H-1-BENZOPYRAN)-3,3',5,5',7,7'-HEXOL, 2,2'-BIS(3,4-DIHYDROXYPHENYL)-3,3',4,4'-TETRAHYDRO-, (2R,2'R,3S,3'S,4S)-
Systematic Name English
PROCYANIDOL B3S
Common Name English
PROANTHOCYANIDIN B3
Common Name English
Code System Code Type Description
CHEBI
75630
Created by admin on Mon Mar 31 19:12:02 GMT 2025 , Edited by admin on Mon Mar 31 19:12:02 GMT 2025
PRIMARY
CAS
23567-23-9
Created by admin on Mon Mar 31 19:12:02 GMT 2025 , Edited by admin on Mon Mar 31 19:12:02 GMT 2025
PRIMARY
FDA UNII
2TC1A0KEAQ
Created by admin on Mon Mar 31 19:12:02 GMT 2025 , Edited by admin on Mon Mar 31 19:12:02 GMT 2025
PRIMARY
SMS_ID
300000013083
Created by admin on Mon Mar 31 19:12:02 GMT 2025 , Edited by admin on Mon Mar 31 19:12:02 GMT 2025
PRIMARY
EPA CompTox
DTXSID60178193
Created by admin on Mon Mar 31 19:12:02 GMT 2025 , Edited by admin on Mon Mar 31 19:12:02 GMT 2025
PRIMARY
WIKIPEDIA
PROCYANIDIN B3
Created by admin on Mon Mar 31 19:12:02 GMT 2025 , Edited by admin on Mon Mar 31 19:12:02 GMT 2025
PRIMARY
PUBCHEM
146798
Created by admin on Mon Mar 31 19:12:02 GMT 2025 , Edited by admin on Mon Mar 31 19:12:02 GMT 2025
PRIMARY