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Compounds

COMPOUND NPA019388

STRUCTURE
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PROJECT MOLECULE TO GLOBAL VIEW See Global
EXTERNAL LINKS
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PROPERTIES
NPAID NPA019388
CLUSTER ID 719
NODE ID 628
NAME Hapalindole O
FORMULA C21H24N2OS
MOLECULAR WEIGHT (Da) 352.5030
ACCURATE MASS (Da) 352.1609
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Hapalosiphon
ORIGIN SPECIES fontinalis
InChIKey NUQRVLVXINMDRL-DJNKVENRSA-N
InChI InChI=1S/C21H24N2OS/c1-5-21(4)16(24)9-14-18(19(21)23-11-25)12-10-22-15-8-6-7-13(17(12)15)20(14,2)3/h5-8,10,14,16,18-19,22,24H,1,9H2,2-4H3/t14-,16+,18-,19+,21-/m0/s1
SMILES C[C@@]1([C@@H](C[C@H]2[C@@H]([C@H]1N=C=S)C3=CNC4=CC=CC(=C43)C2(C)C)O)C=C
ORIGINAL ISOLATION REFERENCE
CITATION Moore, Richard E.; Cheuk, Chad; Yang, Xu-Qiang G.; Patterson, Gregory M. L.; Bonjouklian, Rosanne; et al. Hapalindoles, Antibacterial and Antimycotic Alkaloids from the Cyanophyte Hapalosiphon fontinalis Journal of Organic Chemistry 1987 52 (6) 1036-1043.
DOI 10.1021/jo00382a012 PMID -
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 Hapalosiphon LPSN 162985
SYNTHESES
CITATION 1 Rafferty RJ; Williams RM FORMAL SYNTHESIS OF HAPALINDOLE O AND SYNTHETIC EFFORTS TOWARDS HAPALINDOLE K AND AMBIGUINE A. Heterocycles 2012 86 (1) 219-231. DOI: 10.3987/COM-12-S(N)3 PMID: 24808627
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