(2S)-2-amino-4-{[(1S)-1-carboxy-2-[(1S)-2-methylidenecyclopropyl]ethyl]carbamoyl}butanoic acid

• ChemBase ID: 127769
• Molecular Formular: C12H18N2O5
• Molecular Mass: 270.28172
• Monoisotopic Mass: 270.12157169
• SMILES: O=C(N[C@H](C(=O)O)C[C@H]1C(=C)C1)CC[C@@H](C(=O)O)N
• Canonical SMILES: O=C(N[C@H](C(=O)O)C[C@@H]1CC1=C)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C12H18N2O5/c1-6-4-7(6)5-9(12(18)19)14-10(15)3-2-8(13)11(16)17/h7-9H,1-5,13H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-,9-/m0/s1
• InChIKey: UYDZYCPIQSRXKU-CIUDSAMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-carboxy-2-[(1S)-2-methylidenecyclopropyl]ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: hypoglycin B
• Synonyms: Hypoglycine B; Hypoglycin B

Database IDs

• CAS Number: 502-37-4
• PubChem SID: 162222087
• PubChem CID: 441445
• Chemspider ID: 390178
• Wikipedia Title: Hypoglycin_B

CALCULATED PROPERTIES

• Acid pKa: 1.8242073
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.5807285
• LogD (pH = 7.4): -6.2053876
• Log P: -3.069813
• Molar Refractivity: 64.7826 cm^3
• Polarizability: 25.7607 Å^3
• Polar Surface Area: 129.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: ?°C