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CHEBI:67860 - pescaprein XXX

ChEBI IDCHEBI:67860
ChEBI Namepescaprein XXX
Stars
DefinitionA 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.
Last Modified3 September 2015
DownloadsMolfile
FormulaC61H106O24
Net Charge0
Average Mass1223.495
Monoisotopic Mass1222.70740
SMILES[H][C@@]1(O[C@@H]2[C@@H](O[C@]3([H])O[C@@H](C)[C@H](O)[C@@H](OC(=O)[C@@H](C)CC)[C@H]3O)[C@H](C)O[C@@H](O[C@@]3([H])[C@H](C)O[C@H]4O[C@@]5([H])[C@H](O[C@@H](CCCCC)CCCCCCCCCC(=O)O[C@@H]4[C@@H]3O)O[C@H](C)[C@H](O)[C@@H]5O)[C@@H]2OC(=O)CCCCCCCCC)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
InChIInChI=1S/C61H106O24/c1-10-13-15-16-18-22-27-31-40(63)80-55-54(85-57-46(69)44(67)41(64)33(5)73-57)50(83-58-48(71)51(43(66)35(7)74-58)81-56(72)32(4)12-3)37(9)77-61(55)82-49-36(8)76-60-53(47(49)70)79-39(62)30-26-23-20-17-19-21-25-29-38(28-24-14-11-2)78-59-52(84-60)45(68)42(65)34(6)75-59/h32-38,41-55,57-61,64-71H,10-31H2,1-9H3/t32-,33-,34+,35-,36-,37-,38-,41-,42-,43-,44+,45-,46+,47+,48+,49-,50-,51+,52+,53+,54+,55+,57-,58-,59-,60-,61-/m0/s1
InChIKeyFOEGAVYCKSBQPD-MRVDFAPOSA-N
Species of MetaboliteComponentSourceComments
Ipomoea pes-caprae (ncbitaxon:89656) aerial part (BTO:0001658) PubMed (21338052) The air-dried aerial parts were powdered and refluxed with 95% EtOH
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
pescaprein XXX (CHEBI:67860) has functional parent (S)-2-methylbutyric acid (CHEBI:38655)
pescaprein XXX (CHEBI:67860) has functional parent jalapinolic acid (CHEBI:75785)
pescaprein XXX (CHEBI:67860) has functional parent octanoic acid (CHEBI:28837)
pescaprein XXX (CHEBI:67860) has role metabolite (CHEBI:25212)
pescaprein XXX (CHEBI:67860) is a cinnamate ester (CHEBI:36087)
pescaprein XXX (CHEBI:67860) is a decanoate ester (CHEBI:87658)
pescaprein XXX (CHEBI:67860) is a macrocyclic lactone (CHEBI:63944)
pescaprein XXX (CHEBI:67860) is a pentasaccharide derivative (CHEBI:63566)
pescaprein XXX (CHEBI:67860) is a resin glycoside (CHEBI:75756)
Synonym  Source
(11S)-jalapinolic acid 11-O-α-L-rhamnopyranosyl-(1→3)-4-O-[3-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-(1,2''-lactone)ChEBI
Registry NumbersSources
Reaxys:21523277Reaxys
Citations