(2S)-2-azaniumyl-4-{N'-[4-(hydroxymethyl)phenyl]hydrazinecarbonyl}butanoate

• ChemBase ID: 125650
• Molecular Formular: C12H17N3O4
• Molecular Mass: 267.28108
• Monoisotopic Mass: 267.12190604
• SMILES: [O-]C(=O)[C@@H]([NH3+])CCC(=O)NNc1ccc(cc1)CO
• Canonical SMILES: OCc1ccc(cc1)NNC(=O)CC[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C12H17N3O4/c13-10(12(18)19)5-6-11(17)15-14-9-3-1-8(7-16)2-4-9/h1-4,10,14,16H,5-7,13H2,(H,15,17)(H,18,19)/t10-/m0/s1
• InChIKey: SRSPQXBFDCGXIZ-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-azaniumyl-4-{N'-[4-(hydroxymethyl)phenyl]hydrazinecarbonyl}butanoate
• IUPAC Systematic name: 2-Amino-4-{N'-[4-(hydroxymethyl)phenyl]hydrazinecarbonyl}butanoic acid
• IUPAC Traditional name: agaritine
• Synonyms: β-N-[γ-glutamyl]-4-hydroxymethylphenylhydrazine; N2-(γ-glutamyl)-4-hydroxymethylphenylhydrazine; Agaritine

Database IDs

• CAS Number: 2757-90-6
• Beilstein Number: 757731
• PubChem SID: 162220000
• PubChem CID: 17688; 439516
• CHEBI ID: 15336
• Chemspider ID: 388610
• KEGG ID: C01550
• MeSH Name: Agaritine
• Wikipedia Title: Agaritine

CALCULATED PROPERTIES

• Acid pKa: 2.0123265
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.6663451
• LogD (pH = 7.4): -2.6711645
• Log P: -2.6664019
• Molar Refractivity: 91.7363 cm^3
• Polarizability: 26.28257 Å^3
• Polar Surface Area: 129.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 203°C
• pKa: 3.4

Safety Information

• RTECS: MA1284000
• Main Hazard: Toxic