EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66590 - longicalycinin A

ChEBI IDCHEBI:66590
ChEBI Namelongicalycinin A
Stars
DefinitionA homodetic cyclic peptide composed of glycyl, L-phenylalanyl, L-tyrosyl, L-prolyl and L-phenylalanyl residues joined sequentially to give a 15-membered macrocycle. Isolated from Dianthus superbus var longicalycinus, it exhibits anti-cancer activity.
Last Modified6 August 2016
DownloadsMolfile
FormulaC34H37N5O6
Net Charge0
Average Mass611.699
Monoisotopic Mass611.27438
SMILES[H][C@@]12CCCN1C(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](Cc1ccccc1)NC2=O
InChIInChI=1S/C34H37N5O6/c40-25-15-13-24(14-16-25)20-28-34(45)39-17-7-12-29(39)33(44)37-26(18-22-8-3-1-4-9-22)31(42)35-21-30(41)36-27(32(43)38-28)19-23-10-5-2-6-11-23/h1-6,8-11,13-16,26-29,40H,7,12,17-21H2,(H,35,42)(H,36,41)(H,37,44)(H,38,43)/t26-,27-,28-,29-/m0/s1
InChIKeyCWNYOXLYNGDTSL-DZUOILHNSA-N
Species of MetaboliteComponentSourceComments
Dianthus superbus var. longicalycinus (ncbitaxon:713924) whole plant (BTO:0001461) PubMed (15744111)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
longicalycinin A (CHEBI:66590) has role antineoplastic agent (CHEBI:35610)
longicalycinin A (CHEBI:66590) has role metabolite (CHEBI:25212)
longicalycinin A (CHEBI:66590) is a homodetic cyclic peptide (CHEBI:24613)
longicalycinin A (CHEBI:66590) is a macrocycle (CHEBI:51026)
IUPAC Name 
cyclo(glycyl-L-phenylalanyl-L-tyrosyl-L-prolyl-L-phenylalanyl)
Registry NumbersSources
Reaxys:10138036Reaxys
Citations