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CHEBI:70318 - ipomotaoside A

Default Structure
ChEBI IDCHEBI:70318
ChEBI Nameipomotaoside A
Stars
DefinitionA resin glycoside that is the tetrasaccharide derivative of jalapinolic acid. Isolated from Ipomoea batatas, it exhibits inhibitory activity against COX-1 and COX-2.
Last Modified3 September 2015
DownloadsMolfile
FormulaC71H116O21
Net Charge0
Average Mass1305.688
Monoisotopic Mass1304.80091
SMILES[H][C@@]1(O[C@@H]2[C@@H](O)[C@H]3OC(=O)CCCCCCCCC[C@H](CCCCC)O[C@@H]4O[C@H](C)[C@H](O)[C@H](O)[C@@]4([H])O[C@@H]3O[C@H]2C)O[C@@H](C)[C@H](O[C@]2([H])O[C@@H](C)[C@H](OC(=O)CCCCCCCCCCC)[C@@H](O)[C@H]2OC(=O)/C=C/c2ccccc2)[C@@H](OC(=O)CCCCCCCCC)[C@H]1O
InChIInChI=1S/C71H116O21/c1-8-11-14-16-18-19-23-27-34-41-52(72)86-61-47(5)83-70(66(58(61)78)89-55(75)45-44-50-37-31-29-32-38-50)91-63-49(7)82-68(60(80)64(63)87-53(73)42-35-26-21-17-15-12-9-2)90-62-48(6)84-71-67(59(62)79)88-54(74)43-36-28-24-20-22-25-33-40-51(39-30-13-10-3)85-69-65(92-71)57(77)56(76)46(4)81-69/h29,31-32,37-38,44-49,51,56-71,76-80H,8-28,30,33-36,39-43H2,1-7H3/b45-44+/t46-,47+,48+,49+,51+,56+,57+,58-,59-,60-,61+,62+,63+,64+,65-,66-,67-,68+,69+,70+,71+/m1/s1
InChIKeyRWELBFDBNJXLOK-RQSNGXSLSA-N
Species of MetaboliteComponentSourceComments
Ipomoea batatas (ncbitaxon:4120) aerial part (BTO:0001658) PubMed (20961090) EtOAc extract of dreid aerial parts
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
ChEBI Ontology
Outgoing Relation(s)
ipomotaoside A (CHEBI:70318) has functional parent trans-cinnamic acid (CHEBI:35697)
ipomotaoside A (CHEBI:70318) has functional parent jalapinolic acid (CHEBI:75785)
ipomotaoside A (CHEBI:70318) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
ipomotaoside A (CHEBI:70318) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
ipomotaoside A (CHEBI:70318) has role metabolite (CHEBI:25212)
ipomotaoside A (CHEBI:70318) is a cinnamate ester (CHEBI:36087)
ipomotaoside A (CHEBI:70318) is a decanoate ester (CHEBI:87658)
ipomotaoside A (CHEBI:70318) is a dodecanoate ester (CHEBI:87659)
ipomotaoside A (CHEBI:70318) is a macrocyclic lactone (CHEBI:63944)
ipomotaoside A (CHEBI:70318) is a resin glycoside (CHEBI:75756)
ipomotaoside A (CHEBI:70318) is a tetrasaccharide derivative (CHEBI:63567)
Registry NumbersSources
Reaxys:21071416Reaxys
Citations