(2S)-2-amino-5-{[(methylsulfanyl)methanimidoyl]amino}pentanoic acid; acetic acid

• ChemBase ID: 134228
• Molecular Formular: C9H19N3O4S
• Molecular Mass: 265.32986
• Monoisotopic Mass: 265.1096271
• SMILES: CC(=O)O.CSC(=N)NCCC[C@@H](C(=O)O)N
• Canonical SMILES: CC(=O)O.CSC(=N)NCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C7H15N3O2S.C2H4O2/c1-13-7(9)10-4-2-3-5(8)6(11)12;1-2(3)4/h5H,2-4,8H2,1H3,(H2,9,10)(H,11,12);1H3,(H,3,4)/t5-;/m0./s1
• InChIKey: XUKPZPRDNPUAJY-JEDNCBNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-{[(methylsulfanyl)methanimidoyl]amino}pentanoic acid; acetic acid
• IUPAC Traditional name: (2S)-2-amino-5-{[(methylsulfanyl)methanimidoyl]amino}pentanoic acid; acetic acid
• Synonyms: S-Methyl-L-thiocitrulline acetate salt

Database IDs

• CAS Number: 174063-92-4
• MDL Number: MFCD00672722
• PubChem SID: 24278016; 162228505
• PubChem CID: 11957614

CALCULATED PROPERTIES

• Acid pKa: 2.3376422
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.434144
• LogD (pH = 7.4): -3.2797835
• Log P: -1.6624365
• Molar Refractivity: 63.0436 cm^3
• Polarizability: 20.657053 Å^3
• Polar Surface Area: 99.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

Product Information

• Purity: ≥98% (TLC)

DETAILS

Sigma Aldrich - M5171

Biochem/physiol Actions
Potent inhibitor of inducible nitric oxide synthase with preference for constitutive (neuronal) over inducible (endothelial) NOS.