Compound: L-alanine
SMILES: O=C(O)[C@@H](N)C
InChIKey: QNAYBMKLOCPYGJ-REOHCLBHSA-N
Synonyms: L-alanine, 56-41-7, alanine, (S)-Alanine, (2S)-2-Aminopropanoic acid, L-alpha-alanine, (S)-2-Aminopropanoic acid, L-2-Aminopropionic acid, 2-Aminopropionic acid, L-(+)-Alanine, L-2-Aminopropanoic acid, L-alpha-Aminopropionic acid, (L)-Alanine, alpha-Aminopropionic acid, alanina, L-S-Aminopropionic acid, Alaninum, ALANINE, L-, Propanoic acid, 2-amino-, (S)-, OF5P57N2ZX, 2-Ammoniopropanoate, NSC-206315, (2S)-2-aminopropanoate, CHEBI:16977, DTXSID20873899, l alanine, L-Isomer alanine, CHEBI:16449, Alanine, L, RefChem:6373, DTXCID001012092, 200-273-8, (2S)-2-azaniumylpropanoate, 2-Aminopropanoate, 2-Aminopropanoic acid, NSC7602, H-Ala-OH, alpha-Alanine, (S)-(+)-Alanine, L-2-Aminopropionsaeure, Alaninum [Latin], Alanine (VAN), (S)-2-Aminopropionsaeure, (S)-2-Aminopropionic acid, 2-Aminopropanoic acid, L-, (S)-alpha-Aminopropionsaeure, Alanine [USAN:INN], Alanina [DCIT,Spanish], L-a-Aminopropionic acid, L-Alanin, MFCD00064410, 25191-17-7, HSDB 1801, NSC 206315, CHEMBL279597, 6898-94-8, L-a-Alanine, 14C-L-Alanine, a-Aminopropionic acid, (C14)L-Alanine, .alpha.-Alanine, L-.alpha.-Alanine, L-&alpha-alanine, Alanine (USP), L-Alanine (9CI), .alpha.-Aminopropionic acid, 115967-49-2, L-Alanine, labeled with carbon-14, EINECS 200-273-8, L-.alpha.-Aminopropionic acid, UNII-OF5P57N2ZX, Ritalanine, Racemic alanine, L-aAlanine, a-Aminopropionate, L-Alanine, labeled with tritium, Alanine CRS, 3h-l-alanine, L-Alanine Powder, Propanoic acid, 2-amino-, (S), [3H]alanine, E639, L-a-Aminopropionate, L-Ala, [14C]alanine, [3H]-alanine, alpha-Aminopropanoate, alpha-Aminopropionate, L-2-Aminopropanoate, L-2-Aminopropionate, [14C]-alanine, Enalapril Impurity 6, Alanine (L-Alanine), L-ARANINE, L-Alanine (Standard), L-alpha-Aminopropionate, Tocris-0205, 2-Ammoniopropanoic acid, ALA-OH, starbld0003382, L-Alanine (JP18), (S)-2-Aminopropanoate, ALANINE [VANDF], ALANINE [HSDB], ALANINE [USAN], ALANINE [INN], alpha-Aminopropanoic acid, SCHEMBL32, ALANINE [II], ALANINE [MI], L-Ala-2, L-ALANINE [FCC], L-ALANINE [JAN], (S)-2-amino-Propanoate, ALANINE [WHO-DD], L-Alanine, >=99%, bmse000028, bmse000994, EC 200-273-8, L-CH3CH(NH2)COOH, L-ALANINE [USP-RS], SCHEMBL43762, GTPL720, (S)-2-amino-Propanoic acid, 26336-61-8, ALANINE [EP MONOGRAPH], Alanine, L- (7CI,8CI), GTPL4542, GTPL4543, orb1297696, SCHEMBL6523097, ALANINE [USP MONOGRAPH], SCHEMBL27322847, HY-N0229R, L-Alanine, >=98% (TLC), L-Alanine, 99%, natural, FG, MSK1401, F4F207FF-8FF8-4789-99A1-147AE0A36673, HY-N0229, STR01663, L-Alanine, >=99.0% (NT), AC-014, BDBM50000099, EBC-03036, s5631, AKOS010367904, AKOS015840030, CCG-266017, CS-W020002, DB00160, FA00641, L-Alanine, purum, >=98.0% (NT), SERINE IMPURITY A [EP IMPURITY], VALINE IMPURITY A [EP IMPURITY], NCGC00024494-01, 130380-93-7, AC-24031, BP-13281, L-Alanine, BioUltra, >=99.5% (NT), DB-029940, DB-179149, L-Alanine, SAJ special grade, >=99.0%, A0179, NS00100192, EN300-52621, C00041, D00012, D84362, LYSINE ACETATE IMPURITY C [EP IMPURITY], M02941, SBI-0633494.0002, Q218642, SR-01000597687, SR-01000597687-3, BRD-K25125382-001-02-5, L-Alanine, certified reference material, TraceCERT(R), Alanine, European Pharmacopoeia (EP) Reference Standard, F0001-2354, Z756424912, (S)-2-Aminopropanoic Acid; Lysine Acetate EP Impurity C, L-Alanine, United States Pharmacopeia (USP) Reference Standard, L-Alanine, Pharmaceutical Secondary Standard; Certified Reference Material, 77160-91-9, L-Alanine, from non-animal source, meets EP, USP testing specifications, suitable for cell culture, >=98.5%
Theoretical properties:
molecular_formula: C3H7NO2
molecular_weight: 89.09 g/mol
exact_mass: 89.047678466 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 6
topological_polar_surface_area: 63.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Orthorhombic crystals from water
color: Orthorhombic crystals from water
odor: Odorless
boiling_point: 250 °C (sublimes)
density: 1.432 g/cu cm at 22 °C
vapor_pressure: 0.00000011 [mmHg]
Descriptions:
pubchem: L-alanine is the L-enantiomer of alanine. It has a role as an EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor and a fundamental metabolite. It is a L-alpha-amino acid, an alanine, a pyruvate family amino acid and a proteinogenic amino acid. It is a conjugate base of a L-alaninium. It is a conjugate acid of a L-alaninate. It is an enantiomer of a D-alanine. It is a tautomer of a L-alanine zwitterion.
chebi: The <small>L</small>-enantiomer of alanine.
chembl: ALANINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Alanine (symbol Ala or A), or α-alanine, is an α-amino acid that is used in the biosynthesis of proteins. It contains an amine group and a carboxylic acid group, both attached to the central carbon atom which also carries a methyl group side chain.  Consequently it is classified as a non-polar, aliphatic α-amino acid. Under biological conditions, it exists in its zwitterionic form with its amine group protonated (as −NH+3) and its carboxyl group deprotonated (as −CO−2). It is non-essential to humans as it can be synthesized metabolically and does not need to be present in the diet. It is encoded by all codons starting with GC (GCU, GCC, GCA, and GCG).
The L-isomer of alanine (left-handed) is the one that is incorporated into proteins. L-alanine is second only to L-leucine in rate of occurrence, accounting for 7.8% of the primary structure in a sample of 1,150 proteins. The right-handed form, D-alanine, occurs in peptides in some bacterial cell walls (in peptidoglycan) and in some peptide antibiotics, and occurs in the tissues of many crustaceans and molluscs as an osmolyte.