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coelimycin P1 |
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CHEBI:142547 |
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An 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. |
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This entity has been manually annotated by the ChEBI Team.
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Kristian Axelsen
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Molfile
XML
SDF
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more structures >>
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InChI=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 |
RHGMVWUZXGSXCT-IAGKGVPHSA-N |
C1S\C(\C=C(OC([C@]1(NC(C)=O)[H])=O)C(/C=C/C)=O)=C/2\NCCC=C2 |
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Streptomyces coelicolor
(NCBI:txid1902)
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Streptomyces coelicolor M145 after genetically engineered increase of the metabolic flux
of strain
M145
See:
DOI
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Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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View more via ChEBI Ontology
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
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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]acetamide
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SUBMITTER
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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]acetamide
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ChEBI
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17009021
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PubMed citation
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SUBMITTER
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26734097
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PubMed citation
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Europe PMC
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28451186
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PubMed citation
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Europe PMC
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2018-11-13
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See also Gomez-Escribano, J. P.; Song, L.; Fox, D. J.; Yeo, V.; Bibb, M. J.;Challis, G. L. (2012) Structure and biosynthesis of the unusual polyketide alkaloid coelimycin P1, a metabolic product of the cpk gene cluster of Streptomyces coelicolor M145. Chem. Sci., v3, 2716-2720. doi:10.1039/c2sc20410j
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