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CHEBI:9200 - soraphen A

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:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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.
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).
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
C11300KEGG COMPOUND
S1APDBeChem
DB02859DrugBank
US5641666Patent
EP0658622Patent
US6153374Patent
C00016927KNApSAcK
Registry NumbersSources
Reaxys:6622323Reaxys
CAS:122547-72-2KEGG COMPOUND
CAS:122547-72-2ChemIDplus
Citations