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DL-homoserine

PubChem CID: 779

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Compound Synonyms DL-Homoserine, 1927-25-9, homoserine, 2-amino-4-hydroxybutanoic acid, H-DL-HoSer-OH, D,L-Homoserine, 498-19-1, 2-amino-4-hydroxy-butanoic acid, MFCD00002618, Homoserine, (+/-)-, JN0F9A0SSO, Butyric acid, 2-amino-4-hydroxy-, DL-, HOMOSERINE, DL, DL-2-Amino-4-hydroxybutyric Acid, EINECS 217-661-8, UNII-JN0F9A0SSO, NSC-37755, CHEBI:30653, NSC 37755, NSC-206251, Isothreonine, Homoserine L-isomer, DL-HOMOSERINE DL-.ALPHA.-AMINO-.GAMMA.-HYDROXYBUTYRIC ACID, L Isomer OF homoserine, HOMOSERINE [MI], HOMOSERINE, L-, (+/-)-Homoserine, DTXSID5075159, homoserin, L-2-Amino-4-hydroxybutyric acid, 2-amino-4-hydroxybutanoate, Homoserine #, S-2-AMINO-4-HYDROXYBUTYRIC ACID, (R)-(+)-2-Amino-4-hydroxybutyric acid, DL-Homoserine, 99%, SCHEMBL29648, DTXCID1036046, DTXSID80862365, ALBB-035712, NSC37755, FD1124, NSC206251, NSC206298, (RS)-2-amino-4-hydroxybutanoic acid, AKOS008105073, AC-5670, CS-W013586, DS-1788, HY-W012870, PB48171, BP-30137, SY005811, SY005812, SY014844, DB-031326, A0319, NS00015554, EN300-53027, Q27113920, F2127-0018, Z234896487, A6F72B1B-294B-4295-BF49-79F879F4FF2B, DL-HOMOSERINE DL-ALPHA-AMINO-GAMMA-HYDROXYBUTYRIC ACID, 211-590-6
Topological Polar Surface Area 83.6
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 8.0
Pathway Kegg Map Id map00270
Description Present in germinating peas, Jack bean seeds (Canavalia ensiformis) and the seedlings of many leguminous plants Homoserine is a more reactive variant of the amino acid serine. In this variant, the hydroxyl side chain contains an additional CH2 group which brings the hydroxyl group closer to its own carboxyl group, allowing it to chemically react to form a five-membered ring. This occurs at the point that amino acids normally join to their neighbours in a peptide bond., Homoserine is therefore unsuitable for forming proteins and has been eliminated from the repertoire of amino acids used by living things., Homoserine is the final product on the C-terminal end of the N-terminal fragment following a cyanogen bromide cleavage. (wikipedia), Homoserine is an intermediate in the biosynthesis of three essential amino acids: methionine, threonine (an isomer of homoserine), and isoleucine. It forms by two reductions of aspartic acid via the intermediacy of aspartate semialdehyde., Homoserine is an ?-amino acid with the chemical formula HO2CCH(NH2)CH2CH2OH. L-Homoserine is not one of the common amino acids encoded by DNA. It differs from the proteinogenic amino acid serine by insertion of an additional methylene group. Homoserine, or its lactone form, is the product of a cyanogen bromide cleavage of a peptide by degradation of methionine. L-Homoserine is found in many foods, some of which are cornmint, star fruit, common wheat, and nance.
Isotope Atom Count 0.0
Molecular Complexity 83.4
Database Name cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-amino-4-hydroxybutanoic acid
Prediction Hob 1.0
Class Carboxylic acids and derivatives
Xlogp -4.4
Superclass Organic acids and derivatives
Subclass Amino acids, peptides, and analogues
Molecular Formula C4H9NO3
Prediction Swissadme 0.0
Inchi Key UKAUYVFTDYCKQA-UHFFFAOYSA-N
Fcsp3 0.75
Rotatable Bond Count 3.0
State Solid
Synonyms (2S)-2-amino-4-Hydroxybutanoate, (2S)-2-amino-4-hydroxybutanoic acid, (S)-2-amino-4-hydroxy-Butanoate, (S)-2-amino-4-hydroxy-Butanoic acid, (S)-2-Amino-4-hydroxybutanoate, (S)-2-Amino-4-hydroxybutanoic acid, (S)-2-Amino-4-hydroxybutyric acid, (s)-homoserine, 2-amino-4-hydroxy-Butyrate, 2-amino-4-hydroxy-Butyric acid, 2-amino-4-hydroxy-L-Butyrate, 2-amino-4-hydroxy-L-Butyric acid, 2-Amino-4-hydroxybutanoate, 2-Amino-4-hydroxybutanoic acid, 2-Amino-4-hydroxybutanoic acid, L-form, 2-Amino-4-hydroxybutyrate, 2-Amino-4-hydroxybutyric acid, Butanoic acid, 2-amino-4-hydroxy-, (S)-, Butyric acid, 2-amino-4-hydroxy-, L-, Butyric acid, 2-amino-4-hydroxy-, L- (8CI), Homoserine, Homoserine (van), HSE, L-homoserine, Homoserine, 9CI
Substituent Name L-alpha-amino acid, Short-chain hydroxy acid, Amino fatty acid, Fatty acyl, Fatty acid, 1,3-aminoalcohol, Monocarboxylic acid or derivatives, Carboxylic acid, Hydrocarbon derivative, Primary amine, Primary alcohol, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Carbonyl group, Amine, Alcohol, Aliphatic acyclic compound
Compound Name DL-homoserine
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 119.058
Formal Charge 0.0
Monoisotopic Mass 119.058
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 119.12
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Esol 2.378856
Inchi InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)
Smiles C(CO)C(C(=O)O)N
Defined Bond Stereocenter Count 0.0