CHEBI:67854 - pescaprein XXIV

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ChEBI Name pescaprein XXIV
ChEBI ID CHEBI:67854
Definition A resin glycoside that is the pentasaccharide derivative of jalapinolic acid. Isolated from the aerial parts of Ipomoea pes-caprae, it has been found to exhibit potential inhibitory effect against multidrug resistance in the human breast cancer cell line.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C70H112O25
Net Charge 0
Average Mass 1353.62330
Monoisotopic Mass 1352.74927
InChI InChI=1S/C70H112O25/c1-10-13-15-16-18-22-30-36-48(72)90-64-63(95-66-54(78)52(76)50(74)40(5)82-66)59(93-69-62(89-49(73)38-37-45-31-26-24-27-32-45)55(79)57(42(7)85-69)91-65(81)39(4)12-3)44(9)86-70(64)92-58-43(8)84-67-56(80)60(58)88-47(71)35-29-23-20-17-19-21-28-34-46(33-25-14-11-2)87-68-61(94-67)53(77)51(75)41(6)83-68/h24,26-27,31-32,37-44,46,50-64,66-70,74-80H,10-23,25,28-30,33-36H2,1-9H3/b38-37+/t39-,40-,41+,42-,43-,44-,46-,50-,51-,52+,53-,54+,55+,56+,57-,58-,59-,60-,61+,62+,63+,64+,66-,67-,68-,69-,70-/m0/s1
InChIKey QXPDXWGBMMLGKK-VZNFXGFUSA-N
SMILES CCCCCCCCCC(=O)O[C@H]1[C@H](O[C@H]2[C@H](C)O[C@H]3O[C@@H]4[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]4O[C@@H](CCCCC)CCCCCCCCCC(=O)O[C@H]2[C@H]3O)O[C@@H](C)[C@H](O[C@@H]2O[C@@H](C)[C@H](OC(=O)[C@@H](C)CC)[C@@H](O)[C@H]2OC(=O)\C=C\c2ccccc2)[C@H]1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
Metabolite of Species Details
Ipomoea pes-caprae (NCBI:txid89656) Found in aerial part (BTO:0001658). The air-dried aerial parts were powdered and refluxed with 95% EtOH 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pescaprein XXIV (CHEBI:67854) has functional parent (S)-2-methylbutyric acid (CHEBI:38655)
pescaprein XXIV (CHEBI:67854) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXIV (CHEBI:67854) has functional parent decanoic acid (CHEBI:30813)
pescaprein XXIV (CHEBI:67854) has functional parent jalapinolic acid (CHEBI:75785)
pescaprein XXIV (CHEBI:67854) has role metabolite (CHEBI:25212)
pescaprein XXIV (CHEBI:67854) is a cinnamate ester (CHEBI:36087)
pescaprein XXIV (CHEBI:67854) is a decanoate ester (CHEBI:87658)
pescaprein XXIV (CHEBI:67854) is a macrocyclic lactone (CHEBI:63944)
pescaprein XXIV (CHEBI:67854) is a pentasaccharide derivative (CHEBI:63566)
pescaprein XXIV (CHEBI:67854) is a resin glycoside (CHEBI:75756)
Synonym Source
(11S)-jalapinolic acid11-O-α-L-rhamnopyranosyl-(1→3)-O-[2-O-(trans-cinnamoyl)-4-O-(2S-methylbutanoyl)-α-L-rhamnopyranosyl-(1→4)]-O-[2-O-n-decanoyl]-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-fucopyranoside-(1,3''-lactone) ChEBI
Registry Number Type Source
21523282 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21338052 PubMed citation Europe PMC
Last Modified
03 September 2015