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CHEBI:70318 - ipomotaoside A

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:
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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