ChEBI

CHEBI:65629 - 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one

ChEBI Name 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one ChEBI ID CHEBI:65629 ChEBI ASCII Name 16beta-[(O-(2-O-(E)-cinnamoyl-beta-D-xylopyranosyl)-(1->2)-2-O-acetyl-alpha-L-arabinopyranosyl)oxy]-3beta-[(beta-D-glucopyranosyl)oxy]-17alpha-hydroxycholest-5-en-22-one Definition A steroid saponin isolated from Ornithogalum saundersiae and Galtonia candicans and has been shown to exhibit cytotoxic activity. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C54H78O19 Net Charge 0 Average Mass 1031.18570 Monoisotopic Mass 1030.51373 InChI InChI=1S/C54H78O19/c1-27(2)12-16-36(57)28(3)54(65)40(23-35-33-15-14-31-22-32(18-20-52(31,5)34(33)19-21-53(35,54)6)69-49-45(64)44(63)43(62)39(24-55)70-49)71-51-48(68-29(4)56)46(38(59)26-67-51)73-50-47(42(61)37(58)25-66-50)72-41(60)17-13-30-10-8-7-9-11-30/h7-11,13-14,17,27-28,32-35,37-40,42-51,55,58-59,61-65H,12,15-16,18-26H2,1-6H3/b17-13+/t28-,32-,33+,34-,35-,37+,38-,39+,40-,42-,43+,44-,45+,46-,47+,48+,49+,50-,51-,52-,53-,54+/m0/s1 InChIKey XPJVFNVOMZCPBQ-QLOXOBCISA-N SMILES [H][C@@]12CC=C3C[C@H](CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])C[C@H](O[C@@H]2OC[C@H](O)[C@H](O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3OC(=O)\C=C\c3ccccc3)[C@H]2OC(C)=O)[C@]1(O)[C@@H](C)C(=O)CCC(C)C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O Metabolite of Species Details Ornithogalum saundersiae (NCBI:txid484171) Found in bulb (BTO:0000159). See: DOI Galtonia candicans (NCBI:txid81751) Found in bulb (BTO:0000159). 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. (via 16beta-[(O-(2-O-(E)-cinnamoyl-beta-D-xylopyranosyl)-(1->2)-2-O-acetyl-alpha-L-arabinopyranosyl)oxy]-3beta-[(beta-D-glucopyranosyl)oxy]-17alpha-hydroxycholest-5-en-22-one ) Application(s): antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. (via 16beta-[(O-(2-O-(E)-cinnamoyl-beta-D-xylopyranosyl)-(1->2)-2-O-acetyl-alpha-L-arabinopyranosyl)oxy]-3beta-[(beta-D-glucopyranosyl)oxy]-17alpha-hydroxycholest-5-en-22-one ) View more via ChEBI Ontology ChEBI Ontology Outgoing 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one (CHEBI:65629) has functional parent trans-cinnamic acid (CHEBI:35697) 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one (CHEBI:65629) has role antineoplastic agent (CHEBI:35610) 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one (CHEBI:65629) has role metabolite (CHEBI:25212) 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one (CHEBI:65629) is a β-D-glucoside (CHEBI:22798) 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one (CHEBI:65629) is a 17-hydroxy steroid (CHEBI:36838) 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one (CHEBI:65629) is a acetate ester (CHEBI:47622) 16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one (CHEBI:65629) is a cinnamate ester (CHEBI:36087) IUPAC Name (3β,16β,20R)-16-[(2-O-acetyl-3-O-{2-O-[(2E)-3-phenylprop-2-enoyl]-β-D-xylopyranosyl}-α-L-arabinopyranosyl)oxy]-17-hydroxy-22-oxocholest-5-en-3-yl β-D-glucopyranoside Citation Type Source 11515577 PubMed citation Europe PMC Last Modified 31 July 2013