CHEBI:141360 - helvolic acid methyl ester

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name helvolic acid methyl ester
ChEBI ID CHEBI:141360
Definition A methyl ester resulting from the formal condensation of the carboxy group of helvolic acid with methanol. Isolated from the fermentation of endophytic fungus Fusarium sp. in Ficus carica leaves.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C34H46O8
Net Charge 0
Average Mass 582.734
Monoisotopic Mass 582.31927
InChI InChI=1S/C34H46O8/c1-18(2)11-10-12-22(31(39)40-9)27-23-13-14-26-32(6)16-15-24(37)19(3)28(32)29(42-21(5)36)30(38)34(26,8)33(23,7)17-25(27)41-20(4)35/h11,15-16,19,23,25-26,28-29H,10,12-14,17H2,1-9H3/b27-22-/t19-,23+,25+,26+,28-,29+,32-,33+,34-/m1/s1
InChIKey JHEAWXMXAWIRAB-FTVOIDONSA-N
SMILES C=1[C@@]2([C@@]3(CC[C@@]/4([C@@]([C@]3(C([C@H]([C@]2([C@@H](C(C1)=O)C)[H])OC(=O)C)=O)C)(C[C@@H](\C4=C(\CCC=C(C)C)/C(=O)OC)OC(=O)C)C)[H])[H])C
Metabolite of Species Details
Fusarium sp. See: PubMed
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing helvolic acid methyl ester (CHEBI:141360) has functional parent helvolic acid (CHEBI:62460)
helvolic acid methyl ester (CHEBI:141360) has role antibacterial agent (CHEBI:33282)
helvolic acid methyl ester (CHEBI:141360) has role antifungal agent (CHEBI:35718)
helvolic acid methyl ester (CHEBI:141360) has role fungal metabolite (CHEBI:76946)
helvolic acid methyl ester (CHEBI:141360) is a 3-oxo-Δ1 steroid (CHEBI:20156)
helvolic acid methyl ester (CHEBI:141360) is a acetate ester (CHEBI:47622)
helvolic acid methyl ester (CHEBI:141360) is a methyl ester (CHEBI:25248)
IUPAC Name
methyl (17Z)-6β,16β-diacetoxy-4α,8,14-trimethyl-3,7-dioxo-5α,8α,9β,13α,14β-18-norcholesta-1,17,24-trien-21-oate
Synonyms Sources
methyl (4α,6β,8α,9β,13α,14β,16β,17Z)-6,16-bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oate ChEBI
methyl helvolate ChEBI
Citations Waiting for Citations Types Sources
13018119 PubMed citation Europe PMC
13293169 PubMed citation Europe PMC
27265219 PubMed citation SUBMITTER
29941838 PubMed citation Europe PMC
PMC2065538 PubMed Central citation Europe PMC
Last Modified
18 November 2019