(2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid

• ChemBase ID: 68946
• Molecular Formular: C9H15NO2
• Molecular Mass: 169.2209
• Monoisotopic Mass: 169.11027873
• SMILES: N1[C@@H](C[C@@H]2CCCC[C@H]12)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1C[C@H]2[C@@H](N1)CCCC2
• InChI: InChI=1S/C9H15NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h6-8,10H,1-5H2,(H,11,12)/t6-,7-,8-/m0/s1
• InChIKey: CQYBNXGHMBNGCG-FXQIFTODSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid
• IUPAC Traditional name: (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid
• Synonyms: [2S-(2α,3aβ,7aβ)]-Octahydro-1H-indole-2-carboxylic Acid; (2S,3aS,7aS)-2-Carboxyoctahydroindole; (2S,3aS,7aS)-Perhydroindole-2-carboxylic Acid; L-(2S,3aS,7aS)-Octahydroindole-2-carboxylic Acid; (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid; (2S,3AS,7AS)-2-Carboxyoctahydroindole; (2S,3aS,7aS)-Octahydroindole-2-carboxylic acid; (2S,3aS,7aS)-八氢吲哚-2-羧酸

Database IDs

• CAS Number: 80875-98-5
• MDL Number: MFCD07782125
• PubChem SID: 162034676
• PubChem CID: 7408452

CALCULATED PROPERTIES

• Acid pKa: 2.090433
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2838491
• LogD (pH = 7.4): -1.2837329
• Log P: -1.2837219
• Molar Refractivity: 44.2775 cm^3
• Polarizability: 17.901073 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 210 - 212°C; 266°C dec.; 275-277°C
• Optical Rotation: -50 (c=1 in methanol)
• Hydrophobicity(logP): -0.981

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - O236900

An intermediate in the synthesis of Perindopril.

REFERENCES

• Vincent, M., et al.: Drug Design Disc., 9, 11 (1992)