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Compounds

COMPOUND NPA010396

STRUCTURE

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PROPERTIES

NPAID	NPA010396
CLUSTER ID	4158
NODE ID	3087
NAME	Ambiguine P
FORMULA	C25H29NO
MOLECULAR WEIGHT (Da)	359.5130
ACCURATE MASS (Da)	359.2249
ORIGIN ORGANISM TYPE	Bacterium
ORIGIN GENUS	Fischerella
ORIGIN SPECIES	ambigua UTEX 1903
InChIKey	YIXMOSKWKGHGSQ-LOSJGSFVSA-N
InChI	InChI=1S/C25H29NO/c1-7-24(6)13-14-25(27)20-16(24)11-12-22(2,3)21-19(20)18-15(23(25,4)5)9-8-10-17(18)26-21/h7-12,26-27H,1,13-14H2,2-6H3/t24-,25+/m0/s1
SMILES	C[C@@]1(CC[C@]2(C3=C1C=CC(C4=C3C5=C(C2(C)C)C=CC=C5N4)(C)C)O)C=C

ORIGINAL ISOLATION REFERENCE

CITATION	Mo, Shunyan; Krunic, Aleksej; Santarsiero, Bernard D.; Franzblau, Scott G.; Orjala, Jimmy Hapalindole-related alkaloids from the cultured cyanobacterium Fischerella ambigua Phytochemistry 2010 71 (17-18) 2116-2123.
DOI	10.1016/j.phytochem.2010.09.004	PMID	20965528

ORIGINAL ISOLATION TAXONOMY

RANK	NAME	DB LINK	NCBI
Domain	Bacteria	LPSN	2
Phylum	Cyanobacteria	LPSN	1117
Class	Cyanophyceae	LPSN	-
Order	Nostocales	LPSN	1161
Family	Hapalosiphonaceae	LPSN	1892263
Genus	Fischerella	LPSN	1190

SYNTHESES

CITATION 1	Johnson RE; Ree H; Hartmann M; Lang L; Sawano S; Sarpong R Total Synthesis of Pentacyclic (-)-Ambiguine P Using Sequential Indole Functionalizations. Journal of the American Chemical Society 2019 141 (6) 2233-2237. DOI: 10.1021/jacs.8b13388 PMID: 30702879
CITATION 2	Xu J; Rawal VH Total Synthesis of (-)-Ambiguine P. Journal of the American Chemical Society 2019 141 (12) 4820-4823. DOI: 10.1021/jacs.9b01739 PMID: 30855140

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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