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Compounds

COMPOUND NPA009121

STRUCTURE

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PROPERTIES

NPAID	NPA009121
CLUSTER ID	3812
NODE ID	2858
NAME	Carolacton
FORMULA	C25H40O8
MOLECULAR WEIGHT (Da)	468.5870
ACCURATE MASS (Da)	468.2723
ORIGIN ORGANISM TYPE	Bacterium
ORIGIN GENUS	Streptococcus
ORIGIN SPECIES	mutans
InChIKey	WCKOGWVWLFJJJX-ZCXGUVEESA-N
InChI	InChI=1S/C25H40O8/c1-14-8-7-9-15(2)24(33-25(31)23(30)19(26)11-10-14)17(4)12-16(3)22(29)18(5)20(32-6)13-21(27)28/h10-12,14-16,18-20,23-24,26,30H,7-9,13H2,1-6H3,(H,27,28)/b11-10+,17-12+/t14-,15+,16-,18-,19-,20-,23-,24+/m1/s1
SMILES	C[C@@H]\1CCC[C@@H]([C@H](OC(=O)[C@@H]([C@@H](/C=C1)O)O)/C(=C/[C@@H](C)C(=O)[C@H](C)[C@@H](CC(=O)O)OC)/C)C

ORIGINAL ISOLATION REFERENCE

CITATION	Kunze, Brigitte; Reck, Michael; Dötsch, Andreas; Lemme, André; Schummer, Dietmar; Irschik, Herbert; Steinmetz, Heinrich; Wagner-Döbler, Irene Damage of Streptococcus mutans biofilms by carolacton, a secondary metabolite from the myxobacterium Sorangium cellulosum BMC Microbiology 2010 10 199.
DOI	10.1186/1471-2180-10-199	PMID	20659313

ORIGINAL ISOLATION TAXONOMY

RANK	NAME	DB LINK	NCBI
Domain	Bacteria	LPSN	2
Phylum	Firmicutes	LPSN	1239
Class	Bacilli	LPSN	91061
Order	Lactobacillales	LPSN	186826
Family	Streptococcaceae	LPSN	1300
Genus	Streptococcus	LPSN	1301

SYNTHESES

CITATION 1	Kuilya TK; Goswami RK Stereoselective Total Synthesis of Carolacton. Organic Letters 2017 19 (9) 2366-2369. DOI: 10.1021/acs.orglett.7b00903 PMID: 28436677
CITATION 2	Schmidt T; Kirschning A Total synthesis of carolacton, a highly potent biofilm inhibitor. Angewandte Chemie International Edition 2012 51 (4) 1063-1066. DOI: 10.1002/anie.201106762 PMID: 22162345

CLASSYFIRE

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DESCRIPTION	[[ getValue('description') ]]
KINGDOM	[[ getValue('kingdom') ]]
SUPER CLASS	[[ getValue('superclass') ]]
CLASS	[[ getValue('class') ]]
SUB CLASS	[[ getValue('subclass') ]]
MOLECULAR FRAMEWORK	[[ getValue('molecular_framework') ]]

NP CLASSIFIER

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SUPER CLASS	[[ getValue('superclass_results') ]]
CLASS	[[ getValue('class_results') ]]
PATHWAY	[[ getValue('pathway_results') ]]
IS GLYCOSIDE?	[[ getValue('isglycoside') ]]

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