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

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ChEBI Name cucurbitacin I 2-O-β-D-glucopyranoside
ChEBI ID CHEBI:68917
ChEBI 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H52O12
Net Charge 0
Average Mass 676.79090
Monoisotopic Mass 676.34588
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
SMILES CC(C)(O)\C=C\C(=O)[C@](C)(O)[C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](C=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C
Metabolite of Species Details
Machilus yaoshansis (NCBI:txid251260) Found in root (BTO:0001188). Ethanolic extract of air-dried and powdered roots See: PubMed
Roles Classification
Biological Role(s): 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.
(via cucurbitacin )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 β-D-glucoside (CHEBI:22798)
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)
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
View more database links
Registry Number Type Source
6630546 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22044245 PubMed citation Europe PMC
Last Modified
07 February 2018