(4R)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

• ChemBase ID: 104943
• Molecular Formular: C6H11NO2S
• Molecular Mass: 161.22204
• Monoisotopic Mass: 161.0510496
• SMILES: CC1(C)SCN[C@@H]1C(=O)O
• Canonical SMILES: OC(=O)[C@H]1NCSC1(C)C
• InChI: InChI=1S/C6H11NO2S/c1-6(2)4(5(8)9)7-3-10-6/h4,7H,3H2,1-2H3,(H,8,9)/t4-/m1/s1
• InChIKey: PMQQFSDIECYOQV-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
• IUPAC Traditional name: (4R)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
• Synonyms: L-5,5-DIMETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID; DTC; L-5,5-Dimethylthiazolidine-4-carboxylic acid

Database IDs

• CAS Number: 72778-00-8
• MDL Number: MFCD00070264
• PubChem SID: 162092232; 24894292
• PubChem CID: 5715192

CALCULATED PROPERTIES

• Acid pKa: 2.9600737
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.0325608
• LogD (pH = 7.4): -2.148232
• Log P: -2.0336258
• Molar Refractivity: 39.8255 cm^3
• Polarizability: 16.19391 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C6H11NO2S

DETAILS

Sigma Aldrich - D9408

Biochem/physiol Actions
L-5,5-Dimethylthiazolidine-4-carboxylic acid (DTC) is used as a proline analog with restricted conformation in studies on receptor bound conformational requirements for agonists and antagonists of angiotensin II (ANG II).