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CHEBI:69305 - cinnamtannin D-1

ChEBI IDCHEBI:69305
ChEBI Namecinnamtannin D-1
Stars
DefinitionA proanthocyanidin found in Cinnamomum cassia.
Last Modified15 June 2015
DownloadsMolfile
FormulaC45H36O18
Net Charge0
Average Mass864.765
Monoisotopic Mass864.19016
SMILES[H][C@@]12c3c(O)cc(O)cc3O[C@@](c3ccc(O)c(O)c3)(Oc3cc(O)c4c(c31)O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]4c1c(O)cc(O)c3c1O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C3)[C@@H]2O
InChIInChI=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
InChIKeyBYSRPHRKESMCPO-HMQYECKYSA-N
Species of MetaboliteComponentSourceComments
Cinnamomum aromaticum (ncbitaxon:119260) bark (BTO:0001301) PubMed (21875098) 1.70% aqueous acetone extract of ground bark powder2.compound contains 2.5:1 coformational isomers
Roles Classification
Biological Roles:
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:
astringent  A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
ChEBI Ontology
Outgoing Relation(s)
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 XrefsDatabases
C17632KEGG COMPOUND
HMDB0037673HMDB
Registry NumbersSources
Reaxys:5375826Reaxys
Citations