PLATENSIMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H27NO7
Molecular Weight	441.4737
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12[C@@H]3C[C@@H]4C[C@]1(C[C@]4(C)O3)C=CC(=O)[C@@]2(C)CCC(=O)NC5=C(O)C(=CC=C5O)C(O)=O

InChI

InChIKey=CSOMAHTTWTVBFL-OFBLZTNGSA-N

InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C24H27NO7
Molecular Weight	441.4737
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
[An old pathway to new antibiotics--platensimycin].	2006	17009781
Total synthesis of platensimycin.	2006 Oct 27	17013803
Structure-assisted discovery of an aminothiazole derivative as a lead molecule for inhibition of bacterial fatty-acid synthesis.	2007 Dec	18084068
Biosynthetic studies of platensimycin.	2007 Dec 19	18034483
Mining and engineering natural-product biosynthetic pathways.	2007 Jul	17576425
An expedient enantioselective strategy for the oxatetracyclic core of platensimycin.	2007 Jun 7	17489601
Antibacterial targets in fatty acid biosynthesis.	2007 Oct	17707686
Enantioselective synthesis of (-)-platensimycin oxatetracyclic core by using an intramolecular Diels-Alder reaction.	2007 Sep 27	17764196
High-pressure entry into platencin.	2008	18666193
Synthesis of platensimycin.	2008	18327757
Design, synthesis, and biological evaluation of platensimycin analogues with varying degrees of molecular complexity.	2008 Oct 1	18771264
Stereocontrolled formal synthesis of (+/-)-platensimycin.	2008 Sep 18	18702494
Isoplatensimycin: Synthesis and biological evaluation.	2009 Aug 15	19604693
Platensimycin activity against mycobacterial beta-ketoacyl-ACP synthases.	2009 Jul 17	19609444
Stereoelectronic effect for the selectivity in C-H insertion of alkylidene carbenes and its application to the synthesis of platensimycin.	2009 Jun 24	19473019
Synthesis and biological evaluation of platensimycin analogs.	2009 Mar 15	19233644
Synthesis and biological evaluation of chromium bioorganometallics based on the antibiotic platensimycin lead structure.	2009 Nov	19784974
Total syntheses of (+/-)-platencin and (-)-platencin.	2009 Nov 4	19824676
Isolation, structure and biological activities of platencin A(2)-A(4) from Streptomyces platensis.	2010 Apr 1	20299229
Coping with antibiotic resistance: contributions from genomics.	2010 Feb 25	20236502

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:34:11 GMT 2023` Edited by `admin` on `Sat Dec 16 09:34:11 GMT 2023`
Record UNII	Q3DQ78KOFY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PLATENSIMYCIN

Common Name

English

3-((3-((1S,3S,4S,5AS,9S,9AR)-1,4,5,8,9,9A-HEXAHYDRO-3,9-DIMETHYL-8-OXO-3H-1,4:3,5A-DIMETHANO-2-BENZOXEPIN-9-YL)-1-OXOPROPYL)AMINO)-2,4-DIHYDROXYBENZOIC ACID

Systematic Name

English

BENZOIC ACID, 3-((3-((1S,3S,4S,5AS,9S,9AR)-1,4,5,8,9,9A-HEXAHYDRO-3,9-DIMETHYL-8-OXO-3H-1,4:3,5A-DIMETHANO-2-BENZOXEPIN-9-YL)-1-OXOPROPYL)AMINO)-2,4-DIHYDROXY-

Systematic Name

English

(-)-PLATENSIMYCIN

Common Name

English

PLATENSIMYCIN [MI]

Common Name

English

PLATENSIMYCIN, (-)-

Common Name

English

Code System Code Type Description

PUBCHEM

6857724