DL-Histidine
PubChem CID: 773
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| Compound Synonyms | DL-HISTIDINE, 4998-57-6, H-DL-His-OH, 2-amino-3-(1H-imidazol-4-yl)propanoic acid, 2-amino-3-(1H-imidazol-5-yl)propanoic acid, D,L-histidine, Histidine, DL-, histidin, 26062-48-6, MFCD00005208, 184709-11-3, QU6SDF3Q03, POLY-L-HISTIDINE HYDROCHLORIDE MW, DL-2-Amino-3-(4-imidazolyl)propionsaeure, L-Histidine Base, (+/-)-2-Amino-3-(4-imidazolyl)propionic acid, UNII-QU6SDF3Q03, CHEBI:27570, NSC137773, Histidine #, EINECS 225-660-9, DL-His-OH, alpha-Amino-1H-imidazole-4-propionic acid, DL-Histidine, free base, His108, 2-Amino-3-(1H-imidazol-4-yl)-propionic acid, SCHEMBL3258, (+/-)-HISTIDINE, 1H-IMIDAZOLE-4-ALANINE, BDBM81938, DTXSID00901785, NSC_773, DL-Histidine, >=99% (TLC), NSC620356, PDSP1_000116, PDSP2_000116, AKOS000269100, AKOS015906006, AKOS016037364, 1H-Imidazole-4-propanoic acid, (S)-, CS-W010925, FD21675, FH47225, HY-W010209, NSC-620356, CAS_71-00-1, 2-Amino-3-(4-imidazolyl)propionic acid, AS-13497, SY011122, SY034122, SY034142, D-2-Amino-3-(4-imidazolyl)propionic acid, DB-048737, DB-297233, DL-Histidine, puriss., >=99.0% (NT), DS-012903, 2-amino-3-(1H-imidazol-4-yl)propanoicacid, H0148, NS00005578, propanoic acid, 2-amino-3-(4-imidazolyl)-, 2-amino-3-(3H-imidazol-4-yl)propanoic acid, EN300-33906, C00768, AB00514095-02, SR-01000596947, SR-01000596947-1, A5ADA56C-5114-4DBC-8F27-B4AD58E79ACD, Q27103201, F0452-7577, Z1259162152, HHI |
|---|---|
| Topological Polar Surface Area | 92.0 |
| Hydrogen Bond Donor Count | 3.0 |
| Inchi Key | HNDVDQJCIGZPNO-UHFFFAOYSA-N |
| Rotatable Bond Count | 3.0 |
| State | Solid |
| Substituent Name | L-alpha-amino acid, Imidazolyl carboxylic acid derivative, Aralkylamine, Amino fatty acid, Fatty acyl, Heteroaromatic compound, Imidazole, Azole, Azacycle, Organoheterocyclic compound, Monocarboxylic acid or derivatives, Carboxylic acid, Hydrocarbon derivative, Primary amine, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Carbonyl group, Amine, Aromatic heteromonocyclic compound |
| Synonyms | (2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid, (2S)-2-amino-3-(3H-imidazol-4-yl)propanoic acid, (l)-histidine, (S)-1H-Imidazole-4-alanine, (S)-2-Amino-3-(4-imidazolyl)propionic acid, (S)-2-amino-3-(4-Imidazolyl)propionsaeure, (S)-4-(2-Amino-2-carboxyethyl)imidazole, (S)-a-Amino-1H-imidazole-4-propanoate, (S)-a-Amino-1H-imidazole-4-propanoic acid, (S)-a-amino-1H-Imidazole-4-propionate, (S)-a-amino-1H-Imidazole-4-propionic acid, (S)-alpha-Amino-1H-imidazole-4-propanoate, (S)-alpha-Amino-1H-imidazole-4-propanoic acid, (S)-alpha-Amino-1H-imidazole-4-propionate, (S)-alpha-Amino-1H-imidazole-4-propionic acid, (s)-histidine, (S)-α-amino-1H-imidazole-4-propanoate, (S)-α-amino-1H-imidazole-4-propanoic acid, (S)-α-amino-1H-imidazole-4-propionate, (S)-α-amino-1H-imidazole-4-propionic acid, (S)1H-Imidazole-4-alanine, 1H-Imidazole-4-alanine, (S)-, 1H-Imidazole-4-propanoic acid, &alpha, -amino-, (S)-, 1H-Imidazole-4-propanoic acid, alpha-amino-, (S)-, 3-(1H-imidazol-4-yl)-L-Alanine, 4-(2-Amino-2-carboxyethyl)imidazole, alpha-Amino-1H-imidazole-4-propionic acid, (S)-, alpha-Amino-4(or 5)-imidazolepropionic acid, amino-1H-imidazole-4-propanoate, amino-1H-imidazole-4-propanoic acid, amino-4-imidazoleproprionate, amino-4-imidazoleproprionic acid, FEMA 3694, Glyoxaline-5-alanine, H, His, HISTIDINE, Histidine (usp/inn), Histidine (van), Histidine [usan:inn], Histidine, INN, USAN, L-form, Histidine, l-, L-(-)-histidine, L-Alanine, 3-(1H-imidazol-4-yl)-, L-beta-(4-Imidazolyl)-alpha-alanin, L-beta-(4-Imidazolyl)alanin, L-histidin, L-Histidine, S-histidine, alpha-Amino-1H-imidazole-4-propionic acid, DL-Histidine, Histidin, Histidina, a-Amino-1H-imidazole-4-propionate, a-Amino-1H-imidazole-4-propionic acid, alpha-Amino-1H-imidazole-4-propionate, Α-amino-1H-imidazole-4-propionate, Α-amino-1H-imidazole-4-propionic acid |
| Heavy Atom Count | 11.0 |
| Pathway Kegg Map Id | map00910, map00340 |
| Compound Name | DL-Histidine |
| Kingdom | Organic compounds |
| Description | Flavouring ingredient, dietary supplement, nutrient Histidine (abbreviated as His or H) is one of the 20 standard amino acids present in proteins. Nutritionally, histidine is considered an essential amino acid in human infants. After reaching several years of age, humans begin to synthesize it and it thus becomes a non-essential amino acid. Its codons are CAU and CAC., Is found abundantly in hemoglobin, The amino acid is a precursor for histamine and carnosine biosynthesis., The imidazole sidechain of histidine is a common coordinating ligand in metalloproteins and is a part of catalytic sites in certain enzymes. In catalytic triads, the basic nitrogen of histidine is used to abstract a proton from serine, threonine or cysteine to activate it as a nucleophile. In a histidine proton shuttle, histidine is used to quickly shuttle protons, it can do this by abstracting a proton with its basic nitrogen to make a positively-charged intermediate and then use another molecule, a buffer, to extract the proton from its acidic nitrogen. In carbonic anhydrases, a histidine proton shuttle is utilized to rapidly shuttle protons away from a zinc-bound water molecule to quickly regenerate the active form of the enzyme., histidine is an essential amino acid for infants but not adults. Infants four to six months old require 33 mg/kg of histidine. It is not clear how adults make small amounts of histidine, and dietary sources probably account for most of the histidine in the body. Inborn errors of histidine metabolism exist and are marked by increased histidine levels in the blood. Elevated blood histidine is accompanied by a wide range of symptoms, from mental and physical retardation to poor intellectual functioning, emotional instability, tremor, ataxia and psychosis. histidine in medical therapies has its most promising trials in rheumatoid arthritis where up to 4.5 g daily have been used effectively in severely affected patients. Arthritis patients have been found to have low serum histidine levels, apparently because of too-rapid removal of histidine from their blood. histidine and other imidazole compounds have anti-inflammatory properties. histidine may accomplish this function through a complex interaction with threonine or cysteine and possibly copper. However, copper is usually elevated in rheumatoid arthritis patients and worsens the disease. Other patients besides arthritis patients that have been found to be low in serum histidine are those with chronic renal failure. histidine has been claimed to have been useful in hypertension because of its vasodilatory effects. Claims of its use to improve libido and counteract allergy are without proof at present. histidine may have many other possible functions because it is the precursor of the ubiquitous neurohormone-neurotransmitter histamine. histidine increases histamine in the blood and probably in the brain. Low blood histamine with low serum histidine occurs in rheumatoid arthritis patients. Low blood histamine also occurs in some manic, schizophrenic, high copper and hyperactive groups of psychiatric patients. histidine is a useful therapy in all low histamine patients. ( http://www.dcnutrition.com ). L-Histidine is found in many foods, some of which are lemon verbena, sparkleberry, rowanberry, and walleye. |
| Exact Mass | 155.069 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 155.069 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 151.0 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 155.15 |
| Database Name | fooddb_chem_all;hmdb_chem_all;pubchem |
| Covalent Unit Count | 1.0 |
| Enzyme Uniprot Id | P20711, P49590, P12081, P42357, P19113 |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 2-amino-3-(1H-imidazol-5-yl)propanoic acid |
| Total Atom Stereocenter Count | 1.0 |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Total Bond Stereocenter Count | 0.0 |
| Class | Carboxylic acids and derivatives |
| Inchi | InChI=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) |
| Smiles | C1=C(NC=N1)CC(C(=O)O)N |
| Xlogp | -3.2 |
| Superclass | Organic acids and derivatives |
| Defined Bond Stereocenter Count | 0.0 |
| Subclass | Amino acids, peptides, and analogues |
| Taxonomy Direct Parent | Histidine and derivatives |
| Molecular Formula | C6H9N3O2 |
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