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ambiguine H isonitrile
Isonitrile containing indole alkaloid which is a (6aS,9R,10R,10aS)-9-ethenyl-10-isocyano-6,6,9-trimethyl-1-(2-methylbut-3-en-2-yl) substituted derivative of 2,6,6a,7,8,9,10,10a-octahydronaphtho[1,2,3-cd]indole. An antimicrobial agent isolated from the cyanobacterium strain, Fischerella.


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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antifungal agent [CHEBI:35718] > ambiguine H isonitrile [CHEBI:65400]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antibacterial agent [CHEBI:33282] (317) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 antifungal agent [CHEBI:35718] (130) 
 ambiguine H isonitrile [CHEBI:65400] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Archaea, Cyanobacteria and Bacteria (302) 
 Cyanobacteria (63) 
 Stigonematales (2) 
 Fischerella (2)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 unspecified structure [PO:0000004] (703)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 indole alkaloid [CHEBI:38958] (144) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 isocyanide [CHEBI:35353] (5) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotetracyclic compound [CHEBI:38163] (128) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 indole alkaloid [CHEBI:38958] (144) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 isocyanide [CHEBI:35353] (5) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotetracyclic compound [CHEBI:38163] (128) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotetracyclic compound [CHEBI:38163] (128) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotetracyclic compound [CHEBI:38163] (128) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotetracyclic compound [CHEBI:38163] (128) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotetracyclic compound [CHEBI:38163] (128) 
 ambiguine H isonitrile [CHEBI:65400] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotetracyclic compound [CHEBI:38163] (128) 
 ambiguine H isonitrile [CHEBI:65400] (1)
ChEBI Compound Accession Identifier  [CHEBI:65400]
ChEBI Compound Description  Isonitrile containing indole alkaloid which is a (6aS,9R,10R,10aS)-9-ethenyl-10-isocyano-6,6,9-trimethyl-1-(2-methylbut-3-en-2-yl) substituted derivative of 2,6,6a,7,8,9,10,10a-octahydronaphtho[1,2,3-cd]indole. An antimicrobial agent isolated from the cyanobacterium strain, Fischerella.
ChEBI Compound Identification Number  65400
ChEBI InChI Value  InChI=1S/C26H32N2/c1-9-24(3,4)22-21-19-16(12-11-13-18(19)28-22)25(5,6)17-14-15-26(7,10-2)23(27-8)20(17)21/h9-13,17,20,23,28H,1-2,14-15H2,3-7H3/t17-,20-,23+,26-/m0/s1
ChEBI InChIKey Value  DBOXZAYTFKDLHJ-CSOFANMDSA-N
ChEBI Compound Name  ambiguine H isonitrile
ChEBI SMILES Value  [H][C@]12CC[C@](C)(C=C)[C@H]([N+]#[C-])[C@]1([H])c1c([nH]c3cccc(c13)C2(C)C)C(C)(C)C=C
ChEBI Substance ID  160644879
ChEBI URL  ChEBI:65400
ChemSpider ID  17214460
Ontomatica Chemical Accession Key (OnChAKey)  DBOXZAYTFKDLHJ_CSOFANMDSA_N_000_000000
PubChem Compound ID  16069590