CHEBI:70318 - ipomotaoside A

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ChEBI Name ipomotaoside A
ChEBI ID CHEBI:70318
Definition A resin glycoside that is the tetrasaccharide derivative of jalapinolic acid. Isolated from Ipomoea batatas, it exhibits inhibitory activity against COX-1 and COX-2.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C71H116O21
Net Charge 0
Average Mass 1305.66810
Monoisotopic Mass 1304.80091
InChI InChI=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
InChIKey RWELBFDBNJXLOK-RQSNGXSLSA-N
SMILES CCCCCCCCCCCC(=O)O[C@H]1[C@H](C)O[C@@H](O[C@H]2[C@H](C)O[C@@H](O[C@H]3[C@H](C)O[C@H]4O[C@@H]5[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]5O[C@@H](CCCCC)CCCCCCCCCC(=O)O[C@@H]4[C@@H]3O)[C@H](O)[C@@H]2OC(=O)CCCCCCCCC)[C@H](OC(=O)\C=C\c2ccccc2)[C@@H]1O
Metabolite of Species Details
Ipomoea batatas (NCBI:txid4120) Found in aerial part (BTO:0001658). EtOAc extract of dreid aerial parts See: PubMed
Roles Classification
Biological Role(s): 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.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
21071416 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
20961090 PubMed citation Europe PMC
Last Modified
03 September 2015