Send us a Message



Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:Z-Val-Phe-H
go back to main search page
Accession:CHEBI:82818 term browser browse the term
Definition:A dipeptide resulting from the formal condensation of the carboxy group of N-benzyloxycarbonyl-L-valine with the amino group of L-phenylalanine aldehyde. It is a potent cell-permeable inhibitor of calpain I and II, and is also a gamma-secretase inhibitor.
Synonyms:exact_synonym: benzyl [(2S)-3-methyl-1-oxo-1-{[(2S)-1-oxo-3-phenylpropan-2-yl]amino}butan-2-yl]carbamate
 related_synonym: Cbz-Val-Phe-H;   Formula=C22H26N2O4;   InChI=1S/C22H26N2O4/c1-16(2)20(24-22(27)28-15-18-11-7-4-8-12-18)21(26)23-19(14-25)13-17-9-5-3-6-10-17/h3-12,14,16,19-20H,13,15H2,1-2H3,(H,23,26)(H,24,27)/t19-,20-/m0/s1;   InChIKey=NGBKFLTYGSREKK-PMACEKPBSA-N;   L-benzyloxycarbonyl-L-valyl-L-phenylalaninal;   MDL 28,170;   MDL 28170;   N-benzyloxycarbonylvalylphenylalaninal;   N-benzyloxycarbonylvalylphenylalanine aldehyde;   SMILES=CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C=O;   Z-Val-Phe-al;   calpain inhibitor III;   carbobenzoxyvalylphenylalanine aldehyde
 xref: CAS:88191-84-8;   LINCS:LSM-2958
 xref_mesh: MESH:C058076
 xref: PMID:12001809;   PMID:15282090;   PMID:15777753;   PMID:16817871;   PMID:16842979;   PMID:17600513;   PMID:20657463;   PMID:20874056;   PMID:22253611;   PMID:22356295;   Reaxys:6824325



show annotations for term's descendants           Sort by:
 
Z-Val-Phe-H term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO calpain inhibitor III inhibits the reaction [Tetrachlorodibenzodioxin results in increased degradation of AHR protein] CTD PMID:16891617 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Aifm1 apoptosis inducing factor, mitochondria associated 1 multiple interactions EXP calpain inhibitor III inhibits the reaction [Isoflurane results in increased cleavage of and affects the localization of AIFM1 protein] CTD PMID:29289695 NCBI chr  X:127,650,223...127,689,356
Ensembl chr  X:127,650,226...127,689,256
JBrowse link
G Capn1 calpain 1 multiple interactions
decreases activity
ISO
EXP
calpain inhibitor III inhibits the reaction [CAPN1 protein results in increased susceptibility to Cisplatin]
calpain inhibitor III inhibits the reaction [Calcium results in increased activity of CAPN1 protein]; calpain inhibitor III inhibits the reaction [Carbon Tetrachloride results in increased expression of and results in increased activity of CAPN1 protein]; calpain inhibitor III inhibits the reaction [Isoflurane results in increased expression of CAPN1 protein]; calpain inhibitor III inhibits the reaction [Manganese results in increased activity of CAPN1 protein]
calpain inhibitor III results in decreased activity of CAPN1 protein
CTD PMID:13678654 PMID:20878076 PMID:21985864 PMID:29289695 NCBI chr 1:203,275,912...203,300,848
Ensembl chr 1:203,277,344...203,300,177
JBrowse link
G Capn2 calpain 2 multiple interactions EXP calpain inhibitor III inhibits the reaction [Isoflurane results in increased expression of CAPN2 protein] CTD PMID:29289695 NCBI chr13:94,150,244...94,200,969
Ensembl chr13:94,150,240...94,200,969
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO calpain inhibitor III inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA] CTD PMID:16891617 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions ISO calpain inhibitor III inhibits the reaction [deoxynivalenol results in increased degradation of HSPA5 protein] CTD PMID:19336499 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
JBrowse link
G Il1a interleukin 1 alpha affects localization ISO calpain inhibitor III affects the localization of IL1A protein CTD PMID:24024155 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822
JBrowse link
G Nefl neurofilament light chain multiple interactions EXP calpain inhibitor III inhibits the reaction [Zymosan results in increased degradation of NEFL protein] CTD PMID:15275793 NCBI chr15:42,301,920...42,305,793
Ensembl chr15:42,301,916...42,305,793
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO calpain inhibitor III inhibits the reaction [Thioacetamide results in increased expression of NOS2 mRNA] CTD PMID:15316131 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Sptan1 spectrin, alpha, non-erythrocytic 1 multiple interactions ISO
EXP
calpain inhibitor III inhibits the reaction [lactacystin results in increased cleavage of SPTAN1 protein]
calpain inhibitor III inhibits the reaction [Manganese results in increased cleavage of SPTAN1 protein]
CTD PMID:21683092 PMID:21985864 NCBI chr 3:13,241,164...13,306,047
Ensembl chr 3:13,241,217...13,306,046
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO calpain inhibitor III inhibits the reaction [Thioacetamide results in increased expression of TNF mRNA] CTD PMID:15316131 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19823
    role 19773
      biological role 19773
        inhibitor 18590
          apoptosis inhibitor 6897
            Z-Val-Phe-H 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 19823
    subatomic particle 19821
      composite particle 19821
        hadron 19821
          baryon 19821
            nucleon 19821
              atomic nucleus 19821
                atom 19821
                  main group element atom 19720
                    p-block element atom 19720
                      carbon group element atom 19643
                        carbon atom 19633
                          organic molecular entity 19633
                            organic group 18739
                              organic divalent group 18730
                                organodiyl group 18730
                                  carbonyl group 18678
                                    carbonyl compound 18678
                                      carboxylic acid 18376
                                        carboacyl group 17490
                                          univalent carboacyl group 17490
                                            carbamoyl group 17304
                                              carboxamide 17304
                                                peptide 9461
                                                  oligopeptide 1268
                                                    dipeptide 376
                                                      Z-Val-Phe-H 11
paths to the root