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CHEBI:189479 - (1S,2S,8xi,9beta,16alpha,17xi)-1-(beta-D-Glucopyranosyloxy)-2,16,20-trihydroxy-9,10,14-trimethyl-11,22-dioxo-4,9-cyclo-9,10-secocholest-5-en-25-yl acetate

ChEBI IDCHEBI:189479
ChEBI Name(1S,2S,8xi,9beta,16alpha,17xi)-1-(beta-D-Glucopyranosyloxy)-2,16,20-trihydroxy-9,10,14-trimethyl-11,22-dioxo-4,9-cyclo-9,10-secocholest-5-en-25-yl acetate
Stars
SubmitterMetaboLights
DownloadsMolfile
FormulaC38H60O13
Net Charge0
Average Mass724.885
Monoisotopic Mass724.40339
SMILESCC(=O)OC(C)(C)CCC(=O)C(C)(O)C1[C@H](O)C[C@@]2(C)C3CC=C4C(C[C@H](O)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C4(C)C)[C@]3(C)C(=O)C[C@]12C
InChIInChI=1S/C38H60O13/c1-18(40)51-33(2,3)13-12-25(43)38(9,48)30-22(42)15-35(6)24-11-10-19-20(37(24,8)26(44)16-36(30,35)7)14-21(41)31(34(19,4)5)50-32-29(47)28(46)27(45)23(17-39)49-32/h10,20-24,27-32,39,41-42,45-48H,11-17H2,1-9H3/t20?,21-,22+,23+,24?,27+,28-,29+,30?,31+,32-,35-,36+,37-,38?/m0/s1
InChIKeyNRRXDXZXLJSBPH-HLKIONLWSA-N
Species of MetaboliteComponentSourceComments
Oryza sativa (ncbitaxon:4530) leaf sheath (BTO:0005094) MetaboLights (MTBLS3518)
Roles Classification
Biological Role:
allelochemical  A class of secondary metabolites developed by many plants to influence the behaviour, growth or survival of herbivores, and thus acting as a defence against herbivory.
ChEBI Ontology
Outgoing Relation(s)
(1S,2S,8xi,9beta,16alpha,17xi)-1-(beta-D-Glucopyranosyloxy)-2,16,20-trihydroxy-9,10,14-trimethyl-11,22-dioxo-4,9-cyclo-9,10-secocholest-5-en-25-yl acetate (CHEBI:189479) is a cucurbitacin (CHEBI:16219)
(1S,2S,8xi,9beta,16alpha,17xi)-1-(beta-D-Glucopyranosyloxy)-2,16,20-trihydroxy-9,10,14-trimethyl-11,22-dioxo-4,9-cyclo-9,10-secocholest-5-en-25-yl acetate (CHEBI:189479) is a glycoside (CHEBI:24400)
IUPAC Name 
[(6R)-6-[(2S,3S,9R,13R,14S,16R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-11-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxoheptan-2-yl] acetate
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