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CHEBI:79385 - YW3548

ChEBI IDCHEBI:79385
ChEBI NameYW3548
Stars
DefinitionA terpene lactone that is obtained from Codinea simplex and acts as an inhibitor of glycerophosphoinositol biosynthesis.
Last Modified25 July 2014
SubmitterSteve
DownloadsMolfile
FormulaC34H54O7
Net Charge0
Average Mass574.799
Monoisotopic Mass574.38695
SMILES[H][C@@]12C[C@]3([H])[C@H](C(C)C)[C@@]([H])(OC(=O)CC(C)(O)CC(C)CC)C[C@@]3(C)C[C@@]1([H])/C(C)=C\C[C@]1([H])[C@@H](C)OC(=O)[C@H](O)[C@]1(O)C2=C
InChIInChI=1S/C34H54O7/c1-10-19(4)14-33(9,38)17-28(35)41-27-16-32(8)15-24-20(5)11-12-25-22(7)40-31(37)30(36)34(25,39)21(6)23(24)13-26(32)29(27)18(2)3/h11,18-19,22-27,29-30,36,38-39H,6,10,12-17H2,1-5,7-9H3/b20-11-/t19?,22-,23+,24+,25-,26-,27+,29+,30+,32-,33?,34+/m1/s1
InChIKeyWYHGVXYOQWYOQA-WHRQVDIESA-N
Roles Classification
Biological Roles:
glycerophosphoinositol synthesis inhibitor  A pathway inhibitor that disrupts the synthesis of glycerophosphoinositol
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
YW3548 (CHEBI:79385) has role fungal metabolite (CHEBI:76946)
YW3548 (CHEBI:79385) has role glycerophosphoinositol synthesis inhibitor (CHEBI:79386)
YW3548 (CHEBI:79385) is a olefinic compound (CHEBI:78840)
YW3548 (CHEBI:79385) is a terpene lactone (CHEBI:37668)
YW3548 (CHEBI:79385) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,4R,4aR,6Z,7aR,8aR,10S,11S,11aR,12aR,13aR)-1,13a-dihydroxy-11-isopropyl-4,7,8a-trimethyl-13-methylene-2-oxo-1,2,4,4a,5,7a,8,8a,9,10,11,11a,12,12a,13,13a-hexadecahydroindeno[5',6':4,5]cycloocta[1,2-c]pyran-10-yl 3-hydroxy-3,5-dimethylheptanoate
Synonyms  Source
YW-3548ChEBI
YW 3548ChEBI
Citations