CHEBI:69304 - cinnamtannin B-1

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ChEBI Name cinnamtannin B-1
ChEBI ID CHEBI:69304
Definition A proanthocyanidin found in Cinnamomum cassia and Cinnamomum zeylanicum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C45H36O18
Net Charge 0
Average Mass 864.75650
Monoisotopic Mass 864.190
InChI InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1
InChIKey BYSRPHRKESMCPO-LQNPQWRQSA-N
SMILES O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4c3c(O)cc3O[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 1.4:1 coformational isomers See: PubMed
Cinnamomum zeylanicum (NCBI:txid128608) 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 cinnamtannin B-1 (CHEBI:69304) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
cinnamtannin B-1 (CHEBI:69304) has role plant metabolite (CHEBI:76924)
cinnamtannin B-1 (CHEBI:69304) is a proanthocyanidin (CHEBI:26267)
IUPAC Name
(2R,3R,4S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3R)-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
Manual Xref Database
C17631 KEGG COMPOUND
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Registry Number Type Source
4227704 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21875098 PubMed citation Europe PMC
Last Modified
15 June 2015