CHEBI:69305 - cinnamtannin D-1

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ChEBI Name cinnamtannin D-1
ChEBI ID CHEBI:69305
Definition A proanthocyanidin found in Cinnamomum cassia.
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 864.19016
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-/m0/s1
InChIKey BYSRPHRKESMCPO-HMQYECKYSA-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 2.5:1 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 cinnamtannin D-1 (CHEBI:69305) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
cinnamtannin D-1 (CHEBI:69305) has role plant metabolite (CHEBI:76924)
cinnamtannin D-1 (CHEBI:69305) is a proanthocyanidin (CHEBI:26267)
IUPAC Name
(2R,3R,4S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-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
Manual Xrefs Databases
C17632 KEGG COMPOUND
HMDB0037673 HMDB
View more database links
Registry Number Type Source
5375826 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21875098 PubMed citation Europe PMC
Last Modified
15 June 2015