CHEBI:166323 - Val-Phe-His

ChEBI IDCHEBI:166323
ChEBI NameVal-Phe-His
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Last Modified20 March 2025
SubmitterMetaboLights
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FormulaC20H27N5O4
Net Charge0
Average Mass401.467
Monoisotopic Mass401.20630
SMILESCC(C)[C@H](N)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1cncn1)C(=O)O
InChIInChI=1S/C20H27N5O4/c1-12(2)17(21)19(27)24-15(8-13-6-4-3-5-7-13)18(26)25-16(20(28)29)9-14-10-22-11-23-14/h3-7,10-12,15-17H,8-9,21H2,1-2H3,(H,22,23)(H,24,27)(H,25,26)(H,28,29)/t15-,16-,17-/m0/s1
InChIKeyUXODSMTVPWXHBT-ULQDDVLXSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
ChEBI Ontology
Outgoing Relation(s)
Val-Phe-His (CHEBI:166323) is a tripeptide (CHEBI:47923)
IUPAC Name 
(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-3-phenylpropanoyl]amino]-3-(1H-imidazol-5-yl)propanoic acid