Chemical Component Summary

NameHISTIDINE
Identifiers(2S)-2-amino-3-(1H-imidazol-3-ium-4-yl)propanoic acid
FormulaC6 H10 N3 O2
Molecular Weight156.162
TypeL-PEPTIDE LINKING
Isomeric SMILESc1c([nH+]c[nH]1)C[C@@H](C(=O)O)N
InChIInChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/p+1/t5-/m0/s1
InChIKeyHNDVDQJCIGZPNO-YFKPBYRVSA-O

Chemical Details

Formal Charge1
Atom Count21
Chiral Atom Count1
Bond Count21
Aromatic Bond Count5

Drug Info: DrugBank

DrugBank IDDB00117 
NameHistidine
Groups
  • investigational
  • nutraceutical
DescriptionAn essential amino acid that is required for the production of histamine.
Synonyms
  • Copper histidine
  • L-Histidin
  • (S)-4-(2-Amino-2-carboxyethyl)imidazole
  • Histidine monohydrochloride monohydrate
  • (S)-alpha-Amino-1H-imidazole-4-propionic acid
Brand Names
  • 20% Prosol
  • Aminosyn-PF
  • Nutrineal Pd4
  • Travasol Inj Without Electrolytes 5.5%
  • 2.75%travasol Amino Acid InJ.W.eleC.W.5%dex.
IndicationThe actions of supplemental L-histidine are entirely unclear. It may have some immunomodulatory as well as antioxidant activity. L-histidine may be indicated for use in some with rheumatoid arthritis. It is not indicated for treatment of anemia or uremia or for lowering serum cholesterol.
Categories
  • Amino Acids
  • Amino Acids, Cyclic
  • Amino Acids, Essential
  • Amino Acids, Peptides, and Proteins
  • Dietary Supplements
CAS number71-00-1

Drug Targets

NameTarget SequencePharmacological ActionActions
Histidine decarboxylaseMMEPEEYRERGREMVDYICQYLSTVRERRVTPDVQPGYLRAQLPESAPED...unknown
Histidine--tRNA ligase, cytoplasmicMAERAALEELVKLQGERVRGLKQQKASAELIEEEVAKLLKLKAQLGPDES...unknown
Sodium-coupled neutral amino acid transporter 3MEAPLQTEMVELVPNGKHSEGLLPVITPMAGNQRVEDPARSCMEGKSFLQ...unknown
Histidine ammonia-lyaseMPRYTVHVRGEWLAVPCQDAQLTVGWLGREAVRRYIKNKPDNGGFTSVDD...unknown
Monocarboxylate transporter 10MVLSQEEPDSARGTSEAQPLGPAPTGAAPPPGPGPSDSPEAAVEKVEVEL...unknownsubstrate,inhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 86580368, 5460943, 5288559
ChEBI CHEBI:32513
CCDC/CSD XICNUS01