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Compounds

COMPOUND NPA000622

STRUCTURE
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PROPERTIES
NPAID NPA000622
CLUSTER ID 460
NODE ID 415
NAME Deschloro 12-epi-fischerindole W nitrile
FORMULA C21H20N2
MOLECULAR WEIGHT (Da) 300.4050
ACCURATE MASS (Da) 300.1626
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Fischerella
ORIGIN SPECIES sp.
InChIKey HPSQXIAQMGSXFU-HRAATJIYSA-N
InChI InChI=1S/C21H20N2/c1-4-21(3)10-9-14-13(2)11-18-20(19(14)16(21)12-22)15-7-5-6-8-17(15)23-18/h4-8,11,16,23H,1,9-10H2,2-3H3/t16-,21+/m0/s1
SMILES C=C[C@]1(C)CCC2=C(C3=C(C=C2C)NC2=CC=CC=C23)[C@@H]1C#N
ORIGINAL ISOLATION REFERENCE
CITATION Kim, Hyunjung; Krunic, Aleksej; Lantvit, Daniel; Shen, Qi; Kroll, David J.; Swanson, Steven M.; Orjala, Jimmy Nitrile-containing fischerindoles from the cultured cyanobacterium Fischerella sp Tetrahedron 2012 68 (15) 3205-3209.
DOI 10.1016/j.tet.2012.02.048 PMID 22470225
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
REVISIONS
VERSION SMILES CITATION
Original Isolation CC1=C2C(=C3[C@@H]([C@](CCC3=C1)(C)C=C)C#N)C4=CC=CC=C4N2 Kim, Hyunjung; Krunic, Aleksej; Lantvit, Daniel; Shen, Qi; Kroll, David J.; Swanson, Steven M.; Orjala, Jimmy Nitrile-containing fischerindoles from the cultured cyanobacterium Fischerella sp Tetrahedron 2012 68 (15) 3205-3209. DOI: 10.1016/j.tet.2012.02.048 PMID: 22470225
2 C=C[C@]1(C)CCC2=C(C3=C(C=C2C)NC2=CC=CC=C23)[C@@H]1C#N Lu, Zhaohong; Yang, Ming; Chen, Pengxi; Xiong, Xiaochun; Li, Ang Total synthesis of hapalindole-type natural products. Angewandte Chemie International Edition 2014 53 (50) 13840-4. DOI: 10.1002/anie.201406626 PMID: 25303730
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