THIENAMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C11H16N2O4S
Molecular Weight	272.321
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CC(SCCN)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

InChI

InChIKey=WKDDRNSBRWANNC-ATRFCDNQSA-N

InChI=1S/C11H16N2O4S/c1-5(14)8-6-4-7(18-3-2-12)9(11(16)17)13(6)10(8)15/h5-6,8,14H,2-4,12H2,1H3,(H,16,17)/t5-,6-,8-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C11H16N2O4S
Molecular Weight	272.321
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Recent developments in carbapenems.	2002 Apr	11922861
Antibiotic resistance and molecular typing of Pseudomonas aeruginosa: focus on imipenem.	2002 Feb	11980597
The biosynthetic gene cluster for the beta-lactam carbapenem thienamycin in Streptomyces cattleya.	2003 Apr	12725858
Carboxymethylproline synthase (CarB), an unusual carbon-carbon bond-forming enzyme of the crotonase superfamily involved in carbapenem biosynthesis.	2004 Feb 20	14625287
Regulation and biosynthesis of carbapenem antibiotics in bacteria.	2005 Apr	15759042
Secretion systems for secondary metabolites: how producer cells send out messages of intercellular communication.	2005 Jun	15939351
Involvement of nitrogen-containing compounds in beta-lactam biosynthesis and its control.	2006 Apr-Jun	16809098
Empirical antibacterial drug discovery--foundation in natural products.	2006 Mar 30	16412984
Identification of transcriptional activators for thienamycin and cephamycin C biosynthetic genes within the thienamycin gene cluster from Streptomyces cattleya.	2008 Aug	19138192
Genome-wide transcriptome analysis reveals that a pleiotropic antibiotic regulator, AfsS, modulates nutritional stress response in Streptomyces coelicolor A3(2).	2008 Jan 29	18230178
Evidence that thienamycin biosynthesis proceeds via C-5 epimerization: ThnE catalyzes the formation of (2S,5S)-trans-carboxymethylproline.	2009 Jan 26	19090510
Synthesis of regio- and stereoselectively deuterium-labelled derivatives of L-glutamate semialdehyde for studies on carbapenem biosynthesis.	2009 Jul 7	19532994
Current status of carbapenem antibiotics.	2010	20615191
Non-heme iron oxygenases generate natural structural diversity in carbapenem antibiotics.	2010 Jan 13	20017478
Discovery of 3-formyl-tyrosine metabolites from Pseudoalteromonas tunicata through heterologous expression.	2010 Jan 27	20041686

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:42:26 GMT 2023` Edited by `admin` on `Sat Dec 16 08:42:26 GMT 2023`
Record UNII	WMW5I5964P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THIENAMYCIN

Common Name

English

(+)-THIENAMYCIN

Common Name

English

1-AZABICYCLO(3.2.0)HEPT-2-ENE-2-CARBOXYLIC ACID, 3-((2-AMINOETHYL)THIO)-6-((1R)-1-HYDROXYETHYL)-7-OXO-, (5R,6S)-

Common Name

English

(5R,6S)-3-((2-AMINOETHYL)SULFANYL)-6-((R)-1-HYDROXYETHYL)-7-OXO-1-AZABICYCLO(3.2.0)HEPT-2-ENE- 2-CARBOXYLIC ACID

Systematic Name

English

1-AZABICYCLO(3.2.0)HEPT-2-ENE-2-CARBOXYLIC ACID, 3-((2-AMINOETHYL)THIO)-6-(1-HYDROXYETHYL)-7-OXO-, (5R-(5.ALPHA.,6.ALPHA.(R*)))-

Common Name

English

IMIPENEM MONOHYDRATE IMPURITY A [EP IMPURITY]

Common Name

English

THIENAMYCIN [MI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID10975412