2-Amino-5-methyl-5-hexenoic acid
Basic information
- CAS
73322-75-5- Standard SMILES
C=C(C)CC[C@H](N)C(=O)O- InChIKey
OYGZAERTQAIZGU-LURJTMIESA-N- Molecular formula
- C7H13NO2
- Average molar mass
- 143.18 g/mol
- Monoisotopic mass
- 143.09462866
Overview
2-Amino-5-methyl-5-hexencarbonsaeure is a L-alpha-amino acid.
Names & identifiers
- Preferred name
- 2-Amino-5-methyl-5-hexenoic acid
- IUPAC
- (2S)-2-amino-5-methylhex-5-enoic acid
- English name
- (S)-2-Amino-5-methylhex-5-enoic acid
- Molecular formula
- C7H13NO2
- Molecular weight
- 143.18
Names & synonyms
73322-75-52-Amino-5-methyl-5-hexenoic acidAMHA(2S)-2-amino-5-methylhex-5-enoic acid5-Hexenoic acid, 2-amino-5-methyl-, (S)-L-2-Amino-5-methyl-5-hexenoic acidDTXSID20223557RefChem:909579DTXCID501460485,6-Dehydrohomoleucine(S)-2-Amino-5-methylhex-5-enoic acid2-Amino-5-methyl-5-hexencarbonsaeure
Show more names
L-5,6-dehydrohomoleucine5-Hexenoic acid, 2-amino-5-methyl-, (S)- (9CI)
5-Methylidene-L-norleucineorb2944926SCHEMBL26668823CHEBI:210805MFCD19212009AKOS006360640(2S)-2-amino-5-methyl-hex-5-enoic acidF80551
Database identifiers
- CAS
73322-75-5- PubChem CID
- 153443
- DTXSID
DTXSID20223557- ChEBI
CHEBI:210805- Nikkaji
- J395.456K
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 63.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 143
Physicochemical properties
- Boiling point
- 257.2 · 257.2±28.0 °C(Predicted)
- Density
- 1.04 · 1.040±0.06 g/cm3(Predicted)
- pka
- 2.29 · 2.29±0.10(Predicted)
Chemistry & industry
Applications
Uses2-Amino-5-methyl-5-hexenoic acid ((S)-2-Amino-5-methylhex-5-enoic acid) is a Methionine analog that competes with methionine and resulting in inhibition of cell growth. 2-Amino-5-methyl-5-hexenoic acid inhibits protein synthesis but not DNA or RNA synthesis in S. typhimurium TA1535 and E. coli K-12[1]. X
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Compound notes
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