EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:10150 - [epicatechin-(4β→8)]5-epicatechin

ChEBI IDCHEBI:10150
ChEBI Name[epicatechin-(4β→8)]5-epicatechin
Stars
ASCII Name[epicatechin-(4beta->8)]5-epicatechin
DefinitionA proanthocyanidin isolated from Cinnamomum cassia.
Last Modified15 June 2015
DownloadsMolfile
FormulaC90H74O36
Net Charge0
Average Mass1731.546
Monoisotopic Mass1730.39598
SMILESOc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@H](O)C2
InChIInChI=1S/C90H74O36/c91-33-19-48(105)60-59(20-33)121-81(28-2-8-36(93)43(100)14-28)75(116)70(60)62-50(107)23-52(109)64-72(77(118)83(123-87(62)64)30-4-10-38(95)45(102)16-30)66-54(111)25-56(113)68-74(79(120)85(125-89(66)68)32-6-12-40(97)47(104)18-32)69-57(114)26-55(112)67-73(78(119)84(126-90(67)69)31-5-11-39(96)46(103)17-31)65-53(110)24-51(108)63-71(76(117)82(124-88(63)65)29-3-9-37(94)44(101)15-29)61-49(106)22-41(98)34-21-58(115)80(122-86(34)61)27-1-7-35(92)42(99)13-27/h1-20,22-26,58,70-85,91-120H,21H2/t58-,70-,71+,72-,73+,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-/m1/s1
InChIKeyUUOWTYGESRVWCF-WKWFDMPLSA-N
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
astringent  A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
ChEBI Ontology
Outgoing Relation(s)
[epicatechin-(4β→8)]5-epicatechin (CHEBI:10150) has role plant metabolite (CHEBI:76924)
[epicatechin-(4β→8)]5-epicatechin (CHEBI:10150) is a hydroxyflavan (CHEBI:72010)
[epicatechin-(4β→8)]5-epicatechin (CHEBI:10150) is a proanthocyanidin (CHEBI:26267)
IUPAC Name 
(12R,13R,14R,22R,23R,24R,32R,33R,34R,42R,43R,44R,52R,53R,54S,62R,63R)-12,22,32,42,52,62-hexakis(3,4-dihydroxyphenyl)-13,14,23,24,33,34,43,44,53,54,63,64-dodecahydro-12H,22H,32H,42H,52H,62H-[14,28:24,38:34,48:44,58:54,68-sexi-1-benzopyran]-13,15,17,23,25,27,33,35,37,43,45,47,53,55,57,63,65,67-octadecol
Manual XrefsDatabases
C10222KEGG COMPOUND
C00002918KNApSAcK
Registry NumbersSources
Reaxys:5696286Reaxys
CAS:88847-05-6KEGG COMPOUND