Compound: L-Carnosine
SMILES: O=C(O)[C@@H](NC(=O)CCN)Cc1nc[nH]c1
InChIKey: CQOVPNPJLQNMDC-ZETCQYMHSA-N
Synonyms: L-Carnosine, Carnosine, 305-84-0, beta-Alanyl-L-histidine, Ignotine, Karnozin, Karnozzn, L-Histidine, beta-alanyl-, (2S)-2-(3-aminopropanamido)-3-(1H-imidazol-4-yl)propanoic acid, Nalpha-(beta-alanyl)-L-histidine, L-HISTIDINE, N-beta-ALANYL-, 8HO6PVN24W, CHEBI:15727, N-beta-alanyl-L-histidine, NSC-524045, (2S)-2-(3-aminopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid, DTXSID80879594, (2S)-2-(3-aminopropanamido)-3-(1H-imidazol-5-yl)propanoic acid, L Carnosine, beta Alanylhistidine, Hydrochloride, Carnosine, RefChem:574695, DTXCID301017603, (2S)-2-(3-azaniumylpropanoylamino)-3-(1H-imidazol-5-yl)propanoate, (2S)-2-((3-Amino-1-Oxopropyl)Amino)-3-(3H-Imidazol-4-Yl)Propanoic Acid, 206-169-9, N-2-M, (3-aminopropanoyl)-L-histidine, MFCD00005207, N-b-alanyl-L-Histidine, .beta.-Alanyl-L-histidine, NSC 524045, BRN 0087671, (S)-2-(3-Aminopropanamido)-3-(1H-imidazol-5-yl)propanoic acid, B-Ala-his-oh, (2S)-2-(3-aminopropanoylamino)-3-imidazol-4-ylpropanoic acid, (2~{S})-2-(3-azanylpropanoylamino)-3-(1~{H}-imidazol-4-yl)propanoic acid, UNII-8HO6PVN24W, L-Histidine, N-.beta.-alanyl-, Sevitin, betaAla-His, L-Ignotine, b-Alanylhistidine, EINECS 206-169-9, b-Alanyl-L-histidine, beta-alanyl-l-histidin, .beta.-Alanylhistidine, Spectrum_001178, L-Carnosine (Standard), SpecPlus_000374, CARNOSINE [MI], Spectrum2_000454, Spectrum3_001212, Spectrum4_001673, Spectrum5_000605, CARNOSINE [VANDF], 3-aminopropionyl-histidine, L-Histidine, |A-alanyl-, bmse000246, bmse001002, C00386, CARNOSINE [WHO-DD], N-(b-Alanyl)-L-histidine, SCHEMBL33769, BSPBio_002624, KBioGR_002225, KBioSS_001658, 4-25-00-04381 (Beilstein Handbook Reference), DivK1c_006470, SPECTRUM1500944, N-(3-Aminopropanoyl)histidine, SPBio_000528, CHEMBL242948, GTPL4559, orb1302610, orb3141431, SCHEMBL1161102, KBio1_001414, KBio2_001658, KBio2_004226, KBio2_006794, KBio3_002124, L-Carnosine, ~99%, crystalline, GLXC-24189, N-(3-aminopropanoyl)-L-histidine, HY-W013494R, TNP00340, N(alpha)-(beta-alanyl)-L-histidine, BDBM50485554, CCG-38696, MSK001349, SBB003316, STL466172, ?-Ala-His-OH;?-Alanyl-L-histidine, AKOS010421481, AKOS015963345, Polaprezinc Impurity 3 ; L-Carnosine, CS-W014210, DB11695, EBC-616354, FC04033, HY-W013494, SDCCGMLS-0066726.P001, NCGC00017390-01, NCGC00017390-02, NCGC00142487-01, AC-17084, AC-19690, AC-31940, AS-12570, BP-50445, ST057076, SY040645, A0222, L-Carnosine, Vetec(TM) reagent grade, 98%, S5226, EN300-302338, H11980, Q413822, SR-05000002473, (E)-N-(3-Amino-1-hydroxypropylidene)-L-histidine, SR-05000002473-1, 8V0
Theoretical properties:
molecular_formula: C9H14N4O3
molecular_weight: 226.23 g/mol
exact_mass: 226.10659032 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 6
heavy_atom_count: 16
topological_polar_surface_area: 121 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 253 - 256 °C
solubility: 384 mg/mL
Descriptions:
pubchem: Carnosine is a dipeptide that is the N-(beta-alanyl) derivative of L-histidine. It has a role as a geroprotector, an antioxidant, an antineoplastic agent, an anticonvulsant, a neuroprotective agent, a mouse metabolite, a human metabolite and a Daphnia magna metabolite. It is a conjugate acid of a carnosinate. It is a tautomer of a carnosine zwitterion.
chebi: A dipeptide that is the <em>N</em>-(β-alanyl) derivative of <small>L</small>-histidine.
chembl: CARNOSINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Zinc L-carnosine (abbreviated as ZnC) (beta-alanyl-L-histidinato zinc) (N-(3-aminopropionyl)-L-histidinato zinc), often simply called zinc carnosine, and also known as polaprezinc, is a mucosal protective chelate compound of zinc and L-carnosine invented by Hamari Chemicals, Ltd. It is a quadridentate 1:1 complex of a polymeric nature. Although it contains 23% zinc and 77% L-carnosine by mass, zinc carnosine is a molecule and not a mixture of zinc and L-carnosine.
It is an approved drug requiring a medical prescription in Japan and South Korea where it is clinically used to treat gastric ulcers. Clinical studies have also shown its efficacy for oral mucositis, esophagitis, proctitis, taste alteration and dermatitis during and after radiotherapy. In the United States, zinc carnosine is regulated as a New Dietary Ingredient, where notification with the US-FDA is required. In Australia, it is regulated as a complementary medicine. In Canada, it is regulated as a Natural Health Product.