(2R)-2-amino-3-[(S)-prop-2-ene-1-sulfinyl]propanoic acid

• ChemBase ID: 157657
• Molecular Formular: C6H11NO3S
• Molecular Mass: 177.22144
• Monoisotopic Mass: 177.04596422
• SMILES: C=CC[S@](=O)C[C@@H](C(=O)O)N
• Canonical SMILES: N[C@H](C(=O)O)C[S@@](=O)CC=C
• InChI: InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-,11-/m0/s1
• InChIKey: XUHLIQGRKRUKPH-DYEAUMGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-[(S)-prop-2-ene-1-sulfinyl]propanoic acid
• IUPAC Traditional name: alliin
• Synonyms: (S)-S-Allyl-L-cysteine sulfoxide; (S)-L-3-(Allylsulfinyl)alanine; (+)-L-Alliin

Database IDs

• CAS Number: 556-27-4
• EC Number: 209-118-9
• PubChem SID: 162251794
• PubChem CID: 9576089

CALCULATED PROPERTIES

• Acid pKa: 1.8372514
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.7407596
• LogD (pH = 7.4): -3.7753744
• Log P: -3.7406127
• Molar Refractivity: 43.7226 cm^3
• Polarizability: 17.255266 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C6H11NO3S