2-amino-4-(ethylsulfanyl)butanoic acid

• ChemBase ID: 102437
• Molecular Formular: C6H13NO2S
• Molecular Mass: 163.23792
• Monoisotopic Mass: 163.06669966
• SMILES: CCSCCC(N)C(=O)O
• Canonical SMILES: CCSCCC(C(=O)O)N
• InChI: InChI=1S/C6H13NO2S/c1-2-10-4-3-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)
• InChIKey: GGLZPLKKBSSKCX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-(ethylsulfanyl)butanoic acid
• IUPAC Traditional name: ethionine; (D)-ethionine
• Synonyms: 2-Amino-4-(Ethylthio)butyric Acid; S-Ethyl-DL-Homocysteine; DL-ETHIONINE; S-Ethyl-L-homocysteine; Ethionine; 4-ETHYL THIOBUTYRIC ACID; S-Ethyl-homocysteine; D,L-2-Amino-4-(ethylthio)butyric Acid; CN 8676; NSC-751; D,L-Ethionine; 2-Amino-4-(ethylthio)butanoic acid; DL-2-Amino-4-(ethylthio)butyric acid; DL-Ethionine; DL-2-氨基-4-(乙硫基)丁酸; DL-乙硫氨基酪酸

Database IDs

• CAS Number: 67-21-0; 13073-35-3
• EC Number: 200-647-0
• MDL Number: MFCD00063102
• Beilstein Number: 1722529
• Merck Index: 143738
• PubChem SID: 162089819; 24894606
• PubChem CID: 6205
• CHEMBL: 203187
• Chemspider ID: 5970
• Wikipedia Title: Ethionine

CALCULATED PROPERTIES

• Acid pKa: 2.6062443
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.936398
• LogD (pH = 7.4): -1.9391353
• Log P: -1.9361717
• Molar Refractivity: 42.3838 cm^3
• Polarizability: 16.90167 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: >220°C (dec.); 269°C (decomposes); ca 265°C dec.

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: ES6825200
• European Hazard Symbols: X; Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 36/37/38; 40; R:22
• Safety Statements: 26; 36/37; S:36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H351
• GHS Precautionary statements: P261-P305 + P351 + P338; P280H
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ~99%; ≥95% (TLC); 98%; 99%
• Linear Formula: C2H5SCH2CH2CH(NH2)COOH

DETAILS

MP Biomedicals - 02101662

Crystalline
Purity: ~99%

MP Biomedicals - 05220956

MP Biomedicals Rare Chemical collection

Sigma Aldrich - E5139

Biochem/physiol Actions
DL-Ethionine is a racemic mixture of the anti-methylation agent L-Ethionine and its enantiomer D-Ethionine. DL-Ethionine is used as a dietary supplement to accelerate cholangiocarcinogenesis in vivo. DL-Ethionine is used to induce oxidative stress in liver to study the levels and activities of anti-oxidative enzymes and compounds such as glutathione.