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CHEBI:145105 - asperphenamate

ChEBI IDCHEBI:145105
ChEBI Nameasperphenamate
Stars
DefinitionA carboxylic ester resulting from the formal condensation of the carboxy group of N-benzoyl-L-phenylalanine with the hydroxy group of N-benzoyl-L-phenylalaninol. A metabolite found in several Pencillium and Aspergillus species, as well as in plants as a product of endophytic fungi.
Last Modified17 October 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC32H30N2O4
Net Charge0
Average Mass506.602
Monoisotopic Mass506.22056
SMILESO=C(N[C@H](COC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1)Cc1ccccc1)c1ccccc1
InChIInChI=1S/C32H30N2O4/c35-30(26-17-9-3-10-18-26)33-28(21-24-13-5-1-6-14-24)23-38-32(37)29(22-25-15-7-2-8-16-25)34-31(36)27-19-11-4-12-20-27/h1-20,28-29H,21-23H2,(H,33,35)(H,34,36)/t28-,29-/m0/s1
InChIKeyCVULDJMCSSACEO-VMPREFPWSA-N
Species of MetaboliteComponentSourceComments
Penicillium spathulatum (ncbitaxon:1263194) - PubMed (27399232) Strain: B35
Piptadenia gonoacantha (ncbitaxon:397634) - PubMed (21562684) Found in branches and leaves.
Ficus mucuso (ncbitaxon:309328) bark (BTO:0001301) PubMed (21139276) Isolated from stem bark.
Aspergillus flavipes (ncbitaxon:41900) cell suspension culture (BTO:0000221) PubMed (875642) Strain: ATCC 11013
Penicillium brevicompactum (ncbitaxon:5074) - PubMed (16345939)
Roles Classification
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
asperphenamate (CHEBI:145105) has functional parent N-benzoyl-L-phenylalanine (CHEBI:90412)
asperphenamate (CHEBI:145105) has functional parent N-benzoyl-L-phenylalaninol (CHEBI:145107)
asperphenamate (CHEBI:145105) has role antineoplastic agent (CHEBI:35610)
asperphenamate (CHEBI:145105) is a L-phenylalanine derivative (CHEBI:84144)
asperphenamate (CHEBI:145105) is a benzamides (CHEBI:22702)
asperphenamate (CHEBI:145105) is a carboxylic ester (CHEBI:33308)
IUPAC Name 
(2S)-2-benzamido-3-phenylpropyl N-benzoyl-L-phenylalaninate
Synonyms  Source
(2S)-2-benzamido-3-phenylpropyl (2S)-2-benzamido-3-phenylpropanoateIUPAC
N-benzoyl-L-phenylalanine,2S-(benzoylamino)-3-phenylpropyl esterChEBI
auranamideChEBI
anabellamideChEBI
asjaninChEBI
UniProt Name  Source
asperphenamateUniProt
Manual XrefsDatabases
C00041362KNApSAcK
Registry NumbersSources
CAS:63631-36-7ChemIDplus
Citations