CHEBI:67851 - pescaprein XXI

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ChEBI Name pescaprein XXI
ChEBI ID CHEBI:67851
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
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Formula C72H116O25
Net Charge 0
Average Mass 1381.67640
Monoisotopic Mass 1380.78057
InChI InChI=1S/C72H116O25/c1-10-13-15-16-17-18-21-24-32-38-50(74)92-66-65(97-68-56(80)54(78)52(76)42(5)84-68)61(94-69-57(81)62(59(44(7)86-69)93-67(83)41(4)12-3)91-51(75)40-39-47-33-28-26-29-34-47)46(9)88-72(66)95-60-45(8)87-70-58(82)63(60)90-49(73)37-31-25-22-19-20-23-30-36-48(35-27-14-11-2)89-71-64(96-70)55(79)53(77)43(6)85-71/h26,28-29,33-34,39-46,48,52-66,68-72,76-82H,10-25,27,30-32,35-38H2,1-9H3/b40-39+/t41-,42-,43+,44-,45-,46-,48-,52-,53-,54+,55-,56+,57+,58+,59-,60-,61-,62-,63-,64+,65+,66+,68-,69-,70-,71-,72-/m0/s1
InChIKey NDKPFZJXDUTDOW-YEMYNBOPSA-N
SMILES CCCCCCCCCCCC(=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](OC(=O)\C=C\c3ccccc3)[C@H]2O)[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 XXI (CHEBI:67851) has functional parent (S)-2-methylbutyric acid (CHEBI:38655)
pescaprein XXI (CHEBI:67851) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXI (CHEBI:67851) has functional parent dodecanoic acid (CHEBI:30805)
pescaprein XXI (CHEBI:67851) has functional parent jalapinolic acid (CHEBI:75785)
pescaprein XXI (CHEBI:67851) has role metabolite (CHEBI:25212)
pescaprein XXI (CHEBI:67851) is a cinnamate ester (CHEBI:36087)
pescaprein XXI (CHEBI:67851) is a dodecanoate ester (CHEBI:87659)
pescaprein XXI (CHEBI:67851) is a macrocyclic lactone (CHEBI:63944)
pescaprein XXI (CHEBI:67851) is a pentasaccharide derivative (CHEBI:63566)
pescaprein XXI (CHEBI:67851) is a resin glycoside (CHEBI:75756)
Synonym Source
(11S)-jalapinolic acid 11-O-α-L-rhamnopyranosyl-(1→3)-O-[3-O-(trans-cinnamoyl)-4-O-(2S-methylbutanoyl)-α-L-rhamnopyranosyl-(1→4)]-O-[2-O-n-dodecanoyl]-α-L-rhamnopyranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-fucopyranoside-(1,3''-lactone) ChEBI
Registry Number Type Source
21523286 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21338052 PubMed citation Europe PMC
Last Modified
26 August 2015