CHEBI:9200 - soraphen A

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ChEBI Name soraphen A
ChEBI ID CHEBI:9200
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45464
Supplier Information
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Formula C29H44O8
Net Charge 0
Average Mass 520.65490
Monoisotopic Mass 520.30362
InChI InChI=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
InChIKey WPMGNXPRKGXGBO-OFQQMTDKSA-N
SMILES CO[C@@H]1[C@@H](O)[C@H](C)[C@H]2O[C@]1(O)[C@H](C)C(=O)O[C@@H](CCCC[C@H](OC)[C@H](OC)\C=C\[C@@H]2C)c1ccccc1
Metabolite of Species Details
Sorangium cellulosum So ce56 (NCBI:txid448385) See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor
An EC 6.4.1.* (C1C 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xrefs Databases
C00016927 KNApSAcK
C11300 KEGG COMPOUND
DB02859 DrugBank
EP0658622 Patent
S1A PDBeChem
US5641666 Patent
US6153374 Patent
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Registry Numbers Types Sources
122547-72-2 CAS Registry Number KEGG COMPOUND
122547-72-2 CAS Registry Number ChemIDplus
6622323 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12039053 PubMed citation Europe PMC
12841240 PubMed citation Europe PMC
15003686 PubMed citation Europe PMC
15289572 PubMed citation Europe PMC
15610732 PubMed citation Europe PMC
16233626 PubMed citation Europe PMC
16774258 PubMed citation Europe PMC
17076505 PubMed citation Europe PMC
19554583 PubMed citation Europe PMC
21184748 PubMed citation Europe PMC
7601830 PubMed citation Europe PMC
7916271 PubMed citation Europe PMC
9871120 PubMed citation Europe PMC
Last Modified
11 November 2014