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CHEBI:142547 - coelimycin P1

ChEBI IDCHEBI:142547
ChEBI Namecoelimycin P1
Stars
DefinitionAn organosulfur heterocyclic compound that is 1,5-oxathiocane which has been substituted at the 2-pro-R, 3, 6, and 8 positions by oxo, acetamido, 5,6-dihydropyridin-2(1H)-ylidene, and (2E)-but-2-enoyl groups, respectively, and which has been dehydrogenated to introduce a double bond at the 7-8 position. It was isolated from Streptomyces coelicolor M145 after genetically engineered increase of the metabolic flux and is the product of a polyketide biosynthetic gene cluster.
Last Modified13 November 2018
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC17H20N2O4S
Net Charge0
Average Mass348.424
Monoisotopic Mass348.11438
SMILES[H][C@]1(NC(C)=O)CSC(=C2\C=CCCN2)/C=C(/C(=O)/C=C/C)OC1=O
InChIInChI=1S/C17H20N2O4S/c1-3-6-14(21)15-9-16(12-7-4-5-8-18-12)24-10-13(17(22)23-15)19-11(2)20/h3-4,6-7,9,13,18H,5,8,10H2,1-2H3,(H,19,20)/b6-3+,15-9-,16-12+/t13-/m0/s1
InChIKeyRHGMVWUZXGSXCT-IAGKGVPHSA-N
Species of MetaboliteComponentSourceComments
Streptomyces coelicolor (ncbitaxon:1902) - DOI (10.1039/c2sc20410j ) Streptomyces coelicolor M145 after genetically engineered increase of the metabolic flux Strain: M145
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
coelimycin P1 (CHEBI:142547) has parent hydride 1,5-oxathiocane (CHEBI:142569)
coelimycin P1 (CHEBI:142547) has role bacterial metabolite (CHEBI:76969)
coelimycin P1 (CHEBI:142547) is a acetamides (CHEBI:22160)
coelimycin P1 (CHEBI:142547) is a dihydropyridine (CHEBI:50075)
coelimycin P1 (CHEBI:142547) is a enamine (CHEBI:47989)
coelimycin P1 (CHEBI:142547) is a enone (CHEBI:51689)
coelimycin P1 (CHEBI:142547) is a lactone (CHEBI:25000)
coelimycin P1 (CHEBI:142547) is a organosulfur heterocyclic compound (CHEBI:38106)
IUPAC Name 
N-[(3R,6E,7Z)-8-[(2E)-but-2-enoyl]-6-(5,6-dihydropyridin-2(1H)-ylidene)-2-oxo-3,4-dihydro-2H,6H-1,5-oxathiocin-3-yl]acetamide
Synonyms  Source
N-[(3R)-8-[(2E)-but-2-enoyl]-2-oxo-6-[(2E)-1,2,5,6-tetrahydropyridin-2-ylidene]-2,3,4,6-tetrahydro-1,5-oxathiocin-3-yl]acetamideSUBMITTER
N-[(3R,6E,7Z)-8-[(E)-but-2-enoyl]-6-(2,3-dihydro-1H-pyridin-6-ylidene)-2-oxo-3,4-dihydro-1,5-oxathiocin-3-yl]acetamideChEBI
Citations