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CHEBI:9200 - soraphen A

Default Structure
ChEBI IDCHEBI:9200
ChEBI Namesoraphen A
Stars
DefinitionA macrolide and an agent highly effective against plant-pathogenic fungi. It was extensively researched for agricultural use until it was discovered to be a teratogen.
Secondary ChEBI IDCHEBI:45464
Last Modified11 November 2014
DownloadsMolfile
FormulaC29H44O8
Net Charge0
Average Mass520.663
Monoisotopic Mass520.30362
SMILESCO[C@H]1CCCC[C@@H](c2ccccc2)OC(=O)[C@@H](C)[C@@]2(O)O[C@H]([C@@H](C)[C@H](O)[C@H]2OC)[C@@H](C)/C=C/[C@H]1OC
InChIInChI=1S/C29H44O8/c1-18-16-17-24(34-5)23(33-4)15-11-10-14-22(21-12-8-7-9-13-21)36-28(31)20(3)29(32)27(35-6)25(30)19(2)26(18)37-29/h7-9,12-13,16-20,22-27,30,32H,10-11,14-15H2,1-6H3/b17-16+/t18-,19-,20+,22-,23-,24+,25-,26-,27+,29+/m0/s1
InChIKeyWPMGNXPRKGXGBO-OFQQMTDKSA-N
Species of MetaboliteComponentSourceComments
Sorangium cellulosum So ce56 (ncbitaxon:448385) - PubMed (7916271)
Roles Classification
Biological Roles:
EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor  An EC 6.4.1.* (C‒C bond-forming ligase) inhibitor that interferes with the action of acetyl-CoA carboxylase (EC 6.4.1.2).
teratogenic agent  A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
soraphen A (CHEBI:9200) has role bacterial metabolite (CHEBI:76969)
soraphen A (CHEBI:9200) has role EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor (CHEBI:70722)
soraphen A (CHEBI:9200) has role teratogenic agent (CHEBI:50905)
soraphen A (CHEBI:9200) is a cyclic hemiketal (CHEBI:59780)
soraphen A (CHEBI:9200) is a ether (CHEBI:25698)
soraphen A (CHEBI:9200) is a macrolide (CHEBI:25106)
soraphen A (CHEBI:9200) is a olefinic compound (CHEBI:78840)
IUPAC Name 
(1R,2S,5S,10S,11R,12E,14S,15S,16S,17S,18R)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one
Manual XrefsDatabases
C00016927KNApSAcK
C11300KEGG COMPOUND
DB02859DrugBank
EP0658622Patent
S1APDBeChem
US5641666Patent
US6153374Patent
Registry NumbersSources
Reaxys:6622323Reaxys
CAS:122547-72-2KEGG COMPOUND
CAS:122547-72-2ChemIDplus
Citations