EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:67851 - pescaprein XXI

ChEBI IDCHEBI:67851
ChEBI Namepescaprein XXI
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 Modified26 August 2015
DownloadsMolfile
FormulaC72H116O25
Net Charge0
Average Mass1381.695
Monoisotopic Mass1380.78057
SMILES[H][C@@]1(O[C@@H]2[C@@H](O[C@]3([H])O[C@@H](C)[C@H](OC(=O)[C@@H](C)CC)[C@@H](OC(=O)/C=C/c4ccccc4)[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]3[C@H]4O)O[C@H](C)[C@H](O)[C@@H]5O)[C@@H]2OC(=O)CCCCCCCCCCC)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
InChIInChI=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
InChIKeyNDKPFZJXDUTDOW-YEMYNBOPSA-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 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 NumbersSources
Reaxys:21523286Reaxys
Citations