CHEBI:69307 - cassiatannin A

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ChEBI Name cassiatannin A
ChEBI ID CHEBI:69307
Definition A proanthocyanidin isolated from the bark of Cinnamomum cassia.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C60H48O24
Net Charge 0
Average Mass 1153.00870
Monoisotopic Mass 1152.25355
InChI InChI=1S/C60H48O24/c61-23-13-35(72)41-39(15-23)80-54(20-2-6-27(64)32(69)10-20)51(77)44(41)48-50(76)47-45(43-37(74)18-30(67)25-17-38(75)53(81-56(25)43)19-1-5-26(63)31(68)9-19)52(78)55(21-3-7-28(65)33(70)11-21)82-57(47)49-46-42-36(73)14-24(62)16-40(42)83-60(59(46)79,84-58(48)49)22-4-8-29(66)34(71)12-22/h1-16,18,38,44-46,51-55,59,61-79H,17H2/t38-,44+,45-,46+,51+,52+,53+,54+,55+,59+,60-/m0/s1
InChIKey MIKRORKCMXNOCX-IATHEQPCSA-N
SMILES O[C@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4c3c(O)c([C@@H]3[C@@H](O)[C@H](Oc5cc(O)cc(O)c35)c3ccc(O)c(O)c3)c3O[C@@]5(Oc6cc(O)cc(O)c6[C@@H]([C@H]5O)c43)c3ccc(O)c(O)c3)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1
Metabolite of Species Details
Cinnamomum aromaticum (NCBI:txid119260) Found in bark (BTO:0001301). 1. 70% aqueous acetone extract of ground bark powder2.compound contains 1:1 coformational isomers See: PubMed
Roles Classification
Biological Role(s): cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
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 cassiatannin A (CHEBI:69307) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
cassiatannin A (CHEBI:69307) has role plant metabolite (CHEBI:76924)
cassiatannin A (CHEBI:69307) is a proanthocyanidin (CHEBI:26267)
IUPAC Name
(2R,3R,4S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H,8H,14H-8,14-methano-1,7,9-trioxabenzo[6,7]cycloocta[1,2-a]naphthalene-3,5,11,13,15-pentol
Registry Number Type Source
20000364 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21875098 PubMed citation Europe PMC
Last Modified
15 June 2015