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CHEBI:65913 - FR207944

Default Structure
ChEBI IDCHEBI:65913
ChEBI NameFR207944
Stars
DefinitionA triterpene glycoside with strong antifungal activity against Aspergillus fumigatus and Candida albicans. It is isolated from natural Chaetomium sp.no.217.
Last Modified20 January 2014
DownloadsMolfile
FormulaC38H62O10
Net Charge0
Average Mass678.904
Monoisotopic Mass678.43430
SMILES[H][C@@]1(O[C@H]2[C@H](OC(C)=O)C[C@]3(C)C4=C(CC[C@@]3([H])C2(C)C)[C@@]2(C)CC[C@](C)([C@H](C)C(C)C)[C@@H](C(=O)O)[C@]2(C)CC4)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C38H62O10/c1-19(2)20(3)35(7)15-16-37(9)23-11-12-26-34(5,6)31(48-33-29(43)28(42)27(41)25(18-39)47-33)24(46-21(4)40)17-36(26,8)22(23)13-14-38(37,10)30(35)32(44)45/h19-20,24-31,33,39,41-43H,11-18H2,1-10H3,(H,44,45)/t20-,24-,25-,26+,27-,28+,29-,30-,31+,33+,35-,36-,37-,38+/m1/s1
InChIKeyVAULMUOCCMYLIA-SQBLQFOUSA-N
Species of MetaboliteComponentSourceComments
Chaetomium (ncbitaxon:5149) - PubMed (15784979) Strain: 217
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
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)
FR207944 (CHEBI:65913) has functional parent β-D-glucose (CHEBI:15903)
FR207944 (CHEBI:65913) has role Chaetomium metabolite (CHEBI:76960)
FR207944 (CHEBI:65913) has role antifungal agent (CHEBI:35718)
FR207944 (CHEBI:65913) has role antimicrobial agent (CHEBI:33281)
FR207944 (CHEBI:65913) is a acetate ester (CHEBI:47622)
FR207944 (CHEBI:65913) is a monocarboxylic acid (CHEBI:25384)
FR207944 (CHEBI:65913) is a monosaccharide derivative (CHEBI:63367)
FR207944 (CHEBI:65913) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name 
(1R,2R,4aS,6aR,8R,9R,10aS,12aS)-9-(acetyloxy)-8-(β-D-glucopyranosyloxy)-2,4a,7,7,10a,12a-hexamethyl-2-[(2R)-3-methylbutan-2-yl]-1,2,3,4,4a,5,6,6a,7,8,9,10,10a,11,12,12a-hexadecahydrochrysene-1-carboxylic acid
Citations