Compound: L-histidine
SMILES: O=C(O)[C@@H](N)Cc1nc[nH]c1
InChIKey: HNDVDQJCIGZPNO-YFKPBYRVSA-N
Synonyms: L-histidine, histidine, 71-00-1, glyoxaline-5-alanine, L-(-)-Histidine, histidina, Istidina, HISTIDINE, L-, L-Histidin, (2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid, (S)-4-(2-Amino-2-carboxyethyl)imidazole, FEMA No. 3694, (S)-alpha-amino-1H-imidazole-4-propanoic acid, Histidinum, 4-(2-Amino-2-carboxyethyl)imidazole, L-His, (S)-2-Amino-3-(4-imidazolyl)propionsaeure, (S)-alpha-Amino-1H-imidazole-4-propionic acid, (S)-a-Amino-1H-imidazole-4-propanoic acid, alpha-Amino-4(or 5)-imidazolepropionic acid, DTXSID9023126, 1H-Imidazole-4-propanoic acid, alpha-amino-, (S)-, 4QD397987E, NSC-137773, (2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid, CHEBI:15971, (2S)-2-amino-3-(imidazol-4-yl)propanoic acid, (S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid, L-isomer Histidine, CHEBI:27570, NSC137773, (2S)-2-azaniumyl-3-(1H-imidazol-5-yl)propanoate, Histidine, L, L-Histidine High, Trepoxicam-7.5, alpha-Amino-1H-imidazole-4-propionic acid, L-Histidine 7409, RefChem:6442, L-Histidine High 7410, MELOXICAM, HISTIDINE, DTXCID503126, Treating Periodontitis Toothpaste, CAREDO Treating Periodontitis Toothpastes, CAREDO Treating Periodontitis Toothpastes 100g, 200-745-3, H-His-OH, Anti-rheuma, S-Histidine, (L)-Histidine, Histidine (VAN), Histidine [USAN:INN], Histidinum [INN-Latin], (S)-Histidine, his, Histidina [INN-Spanish], L-beta-(4-Imidazolyl)alanin, MFCD00064315, 1H-Imidazole-4-alanine, (S)-, L-Hisidine, L-beta-(4-Imidazolyl)-alpha-alanin, L-Alanine, 3-(1H-imidazol-4-yl)-, AI3-26558, Histidine (L-Histidine), alpha-Amino-1H-imidazole-4-propionic acid, (S)-, 7006-35-1, M02982, L-hystidine, (S)-2-Amino-3-(4-imidazolyl)propionic acid, HSDB 1810, EINECS 200-745-3, NSC 137773, (s)-1h-imidazole-4-alanin, Histidine CRS, UNII-4QD397987E, 1hsl, 1lag, [3H]histidine, [3H]-histidine, (2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid hydrochloride, L-His-OH, Histidine (USP/INN), HISTIDINE [INN], L-Histidine (Standard), HISTIDINE [II], HISTIDINE [MI], L-Histidine (JP18), L-2-Amino-3-(4-imidazolyl)propionic acid, HISTIDINE [HSDB], HISTIDINE [USAN], HISTIDINE [VANDF], Lopac-H-8125, Histidine (for injection), bmse000039, bmse000976, bmse001015, HISTIDINE [MART.], L-HISTIDINE [FCC], L-HISTIDINE [JAN], L-Histidine (H-His-OH), amino-4-imidazoleproprionate, HISTIDINE [WHO-DD], L-HISTIDINE [FHFI], SCHEMBL3259, SCHEMBL3260, Lopac0_000566, US9138393, Histidine, US9144538, Histidine, (S)1H-Imidazole-4-alanine, CHEMBL17962, L-HISTIDINE [USP-RS], (S)-1H-Imidazole-4-alanine, BDBM7953, GTPL3310, GTPL4670, L-Histidine, non-animal source, orb1304747, orb3140982, SCHEMBL1119751, Imidazole C-4(5) deriv. 5, amino-4-imidazoleproprionic acid, HISTIDINE [EP MONOGRAPH], SCHEMBL18818056, amino-1H-imidazole-4-propanoate, HY-N0832R, HISTIDINE [USP MONOGRAPH], L-Histidine, p.a., 98.5%, MSK1409, BDBM181118, 3-(1H-imidazol-4-yl)-L-Alanine, HY-N0832, amino-1H-imidazole-4-propanoic acid, EBC-44106, AKOS015854051, AKOS026676613, CCG-204656, CS-7781, DB00117, FH15651, SDCCGSBI-0050549.P002, SERINE IMPURITY C [EP IMPURITY], (S)-a-Amino-1H-imidazole-4-propanoate, NCGC00015518-01, NCGC00162189-01, NCGC00162189-02, NCGC00162189-05, AC-35086, AS-14171, BP-14203, DA-64956, SY011122, (S)-alpha-Amino-1H-imidazole-4-propanoate, (S)-alpha-Amino-1H-imidazole-4-propionate, L-Histidine, BioUltra, >=99.5% (NT), H0149, L-Histidine, SAJ special grade, >=98.5%, NS00074195, S3989, EN300-57334, C00135, D00032, D70843, L-Histidine, ReagentPlus(R), >=99% (TLC), L-Histidine, Vetec(TM) reagent grade, >=99%, Q485277, B81AEDB0-EACA-4296-9BAB-52D60F137FFB, 1H-Imidazole-4-propanoic acid, .alpha.-amino-, (S)-, F8881-8926, F8889-0575, L-Histidine, certified reference material, TraceCERT(R), Z359369984, Histidine, European Pharmacopoeia (EP) Reference Standard, L-Histidine, United States Pharmacopeia (USP) Reference Standard, L-Histidine, Pharmaceutical Secondary Standard; Certified Reference Material, L-Histidine, cell culture tested, meets EP, USP testing specifications, from non-animal source
Theoretical properties:
molecular_formula: C6H9N3O2
molecular_weight: 155.15 g/mol
exact_mass: 155.069476538 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 11
topological_polar_surface_area: 92 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Needles or plates
color: Needles or plates
vapor_pressure: 0.00000001 [mmHg]
Descriptions:
pubchem: L-histidine is the L-enantiomer of the amino acid histidine. It has a role as a micronutrient, a nutraceutical, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and an algal metabolite. It is a L-alpha-amino acid, a histidine and a proteinogenic amino acid. It is a conjugate base of a L-histidinium(1+). It is a conjugate acid of a L-histidinate(1-). It is an enantiomer of a D-histidine. It is a tautomer of a L-histidine zwitterion.
chebi: The <small>L</small>-enantiomer of the amino acid histidine.
chembl: HISTIDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Histidine or histidin (symbol His or H) is an essential amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated –NH3+ form under biological conditions), a carboxylic acid group (which is in the deprotonated –COO− form under biological conditions), and an imidazole side chain (which is partially protonated), classifying it as a positively charged amino acid at physiological pH. Initially thought essential only for infants, it has now been shown in longer-term studies to be essential for adults also. It is encoded by the codons CAU and CAC.
Histidine was first isolated by Albrecht Kossel and Sven Gustaf Hedin in 1896. The name stems from its discovery in tissue, from ἱστός histós "tissue".  It is also a precursor to histamine, a vital inflammatory agent in immune responses. The acyl radical is histidyl.