CHEBI:66278 - tsugarioside C

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ChEBI Name tsugarioside C
ChEBI ID CHEBI:66278
Definition A triterpenoid saponin that is (23Z)-24-methyllanosta-8,23,25-trien-21-oic acid substituted by an acetyloxy group at position 3 and a β-D-xylopyranosyl residue at position 21 via a glycosidic linkage. It has been isolated from the fruit bodied of Ganoderma tsugae and exhibits cytotoxic activity against several different cancer cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C38H58O8
Net Charge 0
Average Mass 642.86230
Monoisotopic Mass 642.41317
InChI InChI=1S/C38H58O8/c1-21(2)22(3)10-11-24(33(43)46-34-32(42)31(41)28(40)20-44-34)25-14-18-38(9)27-12-13-29-35(5,6)30(45-23(4)39)16-17-36(29,7)26(27)15-19-37(25,38)8/h10,24-25,28-32,34,40-42H,1,11-20H2,2-9H3/b22-10-/t24-,25-,28-,29+,30-,31+,32-,34+,36-,37-,38+/m1/s1
InChIKey RJBCIJBIKBHZMX-MGAAYXLPSA-N
SMILES CC(=O)O[C@@H]1CC[C@@]2(C)[C@@H](CCC3=C2CC[C@]2(C)[C@H](CC[C@@]32C)[C@@H](C\C=C(\C)C(C)=C)C(=O)O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)C1(C)C
Metabolite of Species Details
Ganoderma tsugae (NCBI:txid34467) Found in fruit body (BTO:0000487). See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
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 tsugarioside C (CHEBI:66278) has parent hydride lanostane (CHEBI:20265)
tsugarioside C (CHEBI:66278) has role antineoplastic agent (CHEBI:35610)
tsugarioside C (CHEBI:66278) has role fungal metabolite (CHEBI:76946)
tsugarioside C (CHEBI:66278) is a acetate ester (CHEBI:47622)
tsugarioside C (CHEBI:66278) is a monosaccharide derivative (CHEBI:63367)
tsugarioside C (CHEBI:66278) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
1-O-[(3α,23Z)-3-(acetyloxy)-24-methyl-21-oxolanosta-8,23,25-trien-21-yl]-β-D-xylopyranose
Manual Xref Database
C00047114 KNApSAcK
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Registry Number Type Source
8605255 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10785428 PubMed citation Europe PMC
Last Modified
27 November 2014