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

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ChEBI Name [epicatechin-(4β→8)]5-epicatechin
ChEBI ID CHEBI:10150
ChEBI ASCII Name [epicatechin-(4beta->8)]5-epicatechin
Definition A proanthocyanidin isolated from Cinnamomum cassia.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C90H74O36
Net Charge 0
Average Mass 1731.52900
Monoisotopic Mass 1730.39598
InChI InChI=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
InChIKey UUOWTYGESRVWCF-WKWFDMPLSA-N
SMILES O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4c3c(O)cc(O)c4[C@@H]3[C@@H](O)[C@H](Oc4c3c(O)cc(O)c4[C@@H]3[C@@H](O)[C@H](Oc4c([C@@H]5[C@@H](O)[C@H](Oc6c([C@@H]7[C@@H](O)[C@H](Oc8cc(O)cc(O)c78)c7ccc(O)c(O)c7)c(O)cc(O)c56)c5ccc(O)c(O)c5)c(O)cc(O)c34)c3ccc(O)c(O)c3)c3ccc(O)c(O)c3)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): astringent
A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
(via tannin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing [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 Xrefs Databases
C00002918 KNApSAcK
C10222 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
5696286 Reaxys Registry Number Reaxys
88847-05-6 CAS Registry Number KEGG COMPOUND
Last Modified
15 June 2015