CHEBI:65400 - ambiguine H

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ChEBI Name ambiguine H
ChEBI ID CHEBI:65400
Definition An ambiguine 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H32N2
Net Charge 0
Average Mass 372.54570
Monoisotopic Mass 372.25655
InChI 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
InChIKey DBOXZAYTFKDLHJ-CSOFANMDSA-N
SMILES [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
Metabolite of Species Details
Fischerella (NCBI:txid1190) MeOH-Water extract (7:3) of Cyanobacterium culture See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ambiguine H (CHEBI:65400) has role antibacterial agent (CHEBI:33282)
ambiguine H (CHEBI:65400) has role antifungal agent (CHEBI:35718)
ambiguine H (CHEBI:65400) has role bacterial metabolite (CHEBI:76969)
ambiguine H (CHEBI:65400) is a ambiguine (CHEBI:141618)
ambiguine H (CHEBI:65400) is a isocyanide (CHEBI:35353)
ambiguine H (CHEBI:65400) is a organic heterotetracyclic compound (CHEBI:38163)
ambiguine H (CHEBI:65400) is conjugate base of ambiguine H(1+) (CHEBI:229756)
Incoming ambiguine H(1+) (CHEBI:229756) is conjugate acid of ambiguine H (CHEBI:65400)
IUPAC Name
(6aS,9R,10R,10aS)-9-ethenyl-10-isocyano-6,6,9-trimethyl-1-(2-methylbut-3-en-2-yl)-2,6,6a,7,8,9,10,10a-octahydronaphtho[1,2,3-cd]indole
Synonyms Sources
(+)-ambiguine H ChEBI
ambiguine H isonitrile ChEBI
Manual Xref Database
17214460 ChemSpider
View more database links
Registry Number Type Source
18851757 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17315959 PubMed citation Europe PMC
25983347 PubMed citation Europe PMC
30336678 PubMed citation Europe PMC
Last Modified
13 March 2024