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Compounds

COMPOUND NPA009453

STRUCTURE

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PROPERTIES

NPAID	NPA009453
CLUSTER ID	1857
NODE ID	1497
NAME	Siphonazole
FORMULA	C25H25N3O6
MOLECULAR WEIGHT (Da)	463.4900
ACCURATE MASS (Da)	463.1743
ORIGIN ORGANISM TYPE	Bacterium
ORIGIN GENUS	Herpetosiphon
ORIGIN SPECIES	sp.
InChIKey	PJVVMJIQCNHSKW-RXUIJTJXSA-N
InChI	InChI=1S/C25H25N3O6/c1-5-6-7-12-26-25(31)24-16(3)34-22(28-24)14-19(30)23-15(2)33-21(27-23)11-9-17-8-10-20(32-4)18(29)13-17/h5-11,13,29H,1,12,14H2,2-4H3,(H,26,31)/b7-6+,11-9+
SMILES	CC1=C(N=C(O1)CC(=O)C2=C(OC(=N2)/C=C/C3=CC(=C(C=C3)OC)O)C)C(=O)NC/C=C/C=C

ORIGINAL ISOLATION REFERENCE

CITATION	Nett, Markus; Erol, Ozlem; Kehraus, Stefan; Köck, Matthias; Krick, Anja; Eguereva, Ekaterina; Neu, Edith; König, Gabriele M Siphonazole, an unusual metabolite from Herpetosiphon sp Angewandte Chemie International Edition 2006 45 (23) 3863-3867.
DOI	10.1002/anie.200504525	PMID	16671154

ORIGINAL ISOLATION TAXONOMY

RANK	NAME	DB LINK	NCBI
Domain	Bacteria	LPSN	2
Phylum	Chloroflexi	LPSN	200795
Class	Chloroflexia	LPSN	32061
Order	Herpetosiphonales	LPSN	189772
Family	Herpetosiphonaceae	LPSN	189773
Genus	Herpetosiphon	LPSN	64

SYNTHESES

CITATION 1	Linder J; Blake AJ; Moody CJ Total synthesis of siphonazole and its O-methyl derivative, structurally unusual bis-oxazole natural products. Organic & Biomolecular Chemistry 2008 6 (21) 3908-3916. DOI: 10.1039/b810855b PMID: 18931796
CITATION 2	Linder J; Moody CJ The total synthesis of siphonazole, a structurally unusual bis-oxazole natural product. Chemical Communications 2007 (15) 1508-1509. DOI: 10.1039/b618160k PMID: 17406689

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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