cucurbitacin I 2-O-beta-D-glucopyranoside (CHEBI:68917)

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

CHEBI:68917 - cucurbitacin I 2-O-β-D-glucopyranoside

ChEBI ID	CHEBI:68917
ChEBI Name	cucurbitacin I 2-O-β-D-glucopyranoside
Stars
ASCII Name	cucurbitacin I 2-O-beta-D-glucopyranoside
Definition	A triterpenoid saponin that is cucurbitacin I attached to a β-D-glucopyranosyl residue at position 2 via a glycosidic linkage. It has been isolated from Machilus yaoshansis.
Last Modified	7 February 2018
Downloads	Molfile

Formula	C36H52O12
Net Charge	0
Average Mass	676.800
Monoisotopic Mass	676.34588
SMILES	[H][C@@]12CC=C3C(C)(C)C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C[C@@]3([H])[C@]1(C)C(=O)C[C@@]1(C)[C@@]2(C)C[C@@H](O)[C@]1([H])[C@@](C)(O)C(=O)/C=C/C(C)(C)O
InChI	InChI=1S/C36H52O12/c1-31(2,45)12-11-23(39)36(8,46)28-19(38)14-33(5)22-10-9-17-18(35(22,7)24(40)15-34(28,33)6)13-20(29(44)32(17,3)4)47-30-27(43)26(42)25(41)21(16-37)48-30/h9,11-13,18-19,21-22,25-28,30,37-38,41-43,45-46H,10,14-16H2,1-8H3/b12-11+/t18-,19-,21-,22+,25-,26+,27-,28+,30-,33+,34-,35+,36+/m1/s1
InChIKey	LIIOJBIJVPGVGO-JZZAZZIQSA-N

Species of Metabolite	Component	Source	Comments
Machilus yaoshansis (ncbitaxon:251260)	root (BTO:0001188)	PubMed (22044245)	Ethanolic extract of air-dried and powdered roots

Roles Classification

Biological Roles:

plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

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.

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)
	cucurbitacin I 2-O-β-D-glucopyranoside (CHEBI:68917) has functional parent cucurbitacin I (CHEBI:3947)
	cucurbitacin I 2-O-β-D-glucopyranoside (CHEBI:68917) has role plant metabolite (CHEBI:76924)
	cucurbitacin I 2-O-β-D-glucopyranoside (CHEBI:68917) is a cucurbitacin (CHEBI:16219)
	cucurbitacin I 2-O-β-D-glucopyranoside (CHEBI:68917) is a monosaccharide derivative (CHEBI:63367)
	cucurbitacin I 2-O-β-D-glucopyranoside (CHEBI:68917) is a tertiary α-hydroxy ketone (CHEBI:139592)
	cucurbitacin I 2-O-β-D-glucopyranoside (CHEBI:68917) is a triterpenoid saponin (CHEBI:61778)
	cucurbitacin I 2-O-β-D-glucopyranoside (CHEBI:68917) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
(4R,9β,16α,23E)-16,20,25-trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-2,5,23-trien-2-yl β-D-glucopyranoside

Manual Xrefs	Databases
4945672	ChemSpider
HMDB0035701	HMDB

Registry Numbers	Sources
Reaxys:6630546	Reaxys

Citations