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Compounds

COMPOUND NPA004361

STRUCTURE

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PROPERTIES

NPAID	NPA004361
CLUSTER ID	192
NODE ID	180
NAME	Tirandamycin C
FORMULA	C22H29NO5
MOLECULAR WEIGHT (Da)	387.4760
ACCURATE MASS (Da)	387.2046
ORIGIN ORGANISM TYPE	Bacterium
ORIGIN GENUS	Streptomyces
ORIGIN SPECIES	sp. 307-9
InChIKey	WWRZQUIPJGHZFD-AHGQDJORSA-N
InChI	InChI=1S/C22H29NO5/c1-12(6-8-16(24)19-17(25)11-23-21(19)26)10-13(2)20-15(4)18-9-7-14(3)22(5,27-18)28-20/h6-8,10,13,15,18,20,24H,9,11H2,1-5H3,(H,23,26)/t13-,15+,18-,20-,22-/m1/s1
SMILES	C[C@H]1[C@H]2CC=C([C@](O2)(O[C@@H]1[C@H](C)C=C(C)C=CC(=C3C(=O)CNC3=O)O)C)C

ORIGINAL ISOLATION REFERENCE

CITATION	Carlson, Jacob C.; Li, Shengying; Burr, Douglas A.; Sherman, David H. Isolation and characterization of tirandamycins from a marine-derived Streptomyces sp Journal of Natural Products 2009 72 (11) 2076-2079.
DOI	10.1021/np9005597	PMID	19883065

ORIGINAL ISOLATION TAXONOMY

RANK	NAME	DB LINK	NCBI
Domain	Bacteria	LPSN	2
Phylum	Actinobacteria	LPSN	201174
Class	Actinobacteria	LPSN	-
Order	Streptomycetales	LPSN	85011
Family	Streptomycetaceae	LPSN	2062
Genus	Streptomyces	LPSN	1883

SYNTHESES

CITATION 1	Yadav JS; Dhara S; Hossain SS; Mohapatra DK Total synthesis of (-)-tirandamycin C utilizing a desymmetrization protocol. Journal of Organic Chemistry 2012 77 (21) 9628-9633. DOI: 10.1021/jo3016709 PMID: 23039073
CITATION 2	Chen M; Roush WR Total synthesis of (-)-tirandamycin C. Organic Letters 2012 14 (1) 426-428. DOI: 10.1021/ol203161u PMID: 22148850

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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