CHEBI:65706 - cyclomontanin A

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ChEBI Name cyclomontanin A
ChEBI ID CHEBI:65706
Definition A homodetic cyclic peptide composed of L-alanyl, L-tryptophyl, L-threonyl, L-prolylglycyl, L-leucyl and L-asparaginyl residues linked in a sequence. It is isolated from the seeds of Annona montana and has been shown to exhibit anti-inflammatory activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H49N9O9
Net Charge 0
Average Mass 739.81850
Monoisotopic Mass 739.36532
InChI InChI=1S/C35H49N9O9/c1-17(2)12-23-32(50)42-25(14-27(36)46)31(49)39-18(3)30(48)41-24(13-20-15-37-22-9-6-5-8-21(20)22)33(51)43-29(19(4)45)35(53)44-11-7-10-26(44)34(52)38-16-28(47)40-23/h5-6,8-9,15,17-19,23-26,29,37,45H,7,10-14,16H2,1-4H3,(H2,36,46)(H,38,52)(H,39,49)(H,40,47)(H,41,48)(H,42,50)(H,43,51)/t18-,19+,23-,24-,25-,26-,29-/m0/s1
InChIKey BJDACJTXTXRXOB-YOGBPHHOSA-N
SMILES [H][C@@]12CCCN1C(=O)[C@@]([H])(NC(=O)[C@H](Cc1c[nH]c3ccccc13)NC(=O)[C@H](C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)CNC2=O)[C@@H](C)O
Metabolite of Species Details
Annona montana (NCBI:txid49857) Found in seed (BTO:0001226). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cyclomontanin A (CHEBI:65706) has role anti-inflammatory agent (CHEBI:67079)
cyclomontanin A (CHEBI:65706) has role metabolite (CHEBI:25212)
cyclomontanin A (CHEBI:65706) is a homodetic cyclic peptide (CHEBI:24613)
IUPAC Name
cyclo(L-alanyl-L-tryptophyl-L-threonyl-L-prolylglycyl-L-leucyl-L-asparaginyl)
Synonym Source
2-[(6S,9R,12S,15S,18S,23aS)-18-[(1R)-1-hydroxyethyl]-15-(1H-indol-3-ylmethyl)-12-methyl-6-(2-methylpropyl)-1,4,7,10,13,16,19-heptaoxodocosahydro-1H-pyrrolo[1,2-a][1,4,7,10,13,16,19]heptaazacyclohenicosin-9-yl]acetamide ChEBI
Registry Number Type Source
18863997 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18687006 PubMed citation Europe PMC
Last Modified
20 December 2012