CHEBI:65691 - cumingianoside C

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ChEBI Name cumingianoside C
ChEBI ID CHEBI:65691
Definition A triterpenoid saponin that is 25-methoxy-13,30-cyclodammarane-3,7,23,24-tetrol esterified to the coressponding acetate ester at position 3 and attached to a 6-O-acetyl-β-D-glucopyranosyl residue at position 7 via a glycosidic linkage. Isolated from Dysoxylum cumingianum, it exhibits antileukemic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C41H68O12
Net Charge 0
Average Mass 752.97140
Monoisotopic Mass 752.47108
InChI InChI=1S/C41H68O12/c1-21(17-25(44)34(48)37(6,7)49-10)24-11-16-41-20-40(24,41)15-12-27-38(8)14-13-29(51-23(3)43)36(4,5)28(38)18-30(39(27,41)9)53-35-33(47)32(46)31(45)26(52-35)19-50-22(2)42/h21,24-35,44-48H,11-20H2,1-10H3/t21-,24-,25+,26+,27+,28-,29+,30+,31+,32-,33+,34-,35-,38+,39-,40+,41+/m0/s1
InChIKey TZKXHZFZNDJTCA-DHCGTJORSA-N
SMILES [H][C@]1(CC[C@]23C[C@]12CC[C@]1([H])[C@@]2(C)CC[C@@H](OC(C)=O)C(C)(C)[C@]2([H])C[C@@H](O[C@@H]2O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@@]31C)[C@@H](C)C[C@@H](O)[C@H](O)C(C)(C)OC
Metabolite of Species Details
Dysoxylum cumingianum (IPNI:578103-1) Found in leaf (BTO:0000713). See: DOI
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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cumingianoside C (CHEBI:65691) has role antineoplastic agent (CHEBI:35610)
cumingianoside C (CHEBI:65691) has role plant metabolite (CHEBI:76924)
cumingianoside C (CHEBI:65691) is a β-D-glucoside (CHEBI:22798)
cumingianoside C (CHEBI:65691) is a acetate ester (CHEBI:47622)
cumingianoside C (CHEBI:65691) is a ether (CHEBI:25698)
cumingianoside C (CHEBI:65691) is a monosaccharide derivative (CHEBI:63367)
cumingianoside C (CHEBI:65691) is a pentacyclic triterpenoid (CHEBI:25872)
cumingianoside C (CHEBI:65691) is a secondary alcohol (CHEBI:35681)
cumingianoside C (CHEBI:65691) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
(3α,7α,17α,20S,23R,24S)-7-[(6-O-acetyl-β-D-glucopyranosyl)oxy]-23,24-dihydroxy-25-methoxy-13,30-cyclodammaran-3-yl acetate
Manual Xref Database
8163223 ChemSpider
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Registry Number Type Source
5844370 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
7623027 PubMed citation Europe PMC
9392879 PubMed citation Europe PMC
Last Modified
20 January 2014