(1S)-cyclohex-3-ene-1-carboxylic acid

• ChemBase ID: 165179
• Molecular Formular: C7H10O2
• Molecular Mass: 126.1531
• Monoisotopic Mass: 126.06807956
• SMILES: C1C=CC[C@H](C1)C(=O)O
• Canonical SMILES: OC(=O)[C@H]1CCC=CC1
• InChI: InChI=1S/C7H10O2/c8-7(9)6-4-2-1-3-5-6/h1-2,6H,3-5H2,(H,8,9)/t6-/m1/s1
• InChIKey: VUSWCWPCANWBFG-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-cyclohex-3-ene-1-carboxylic acid
• IUPAC Traditional name: (1S)-cyclohex-3-ene-1-carboxylic acid
• Synonyms: (1R)-3-Cyclohexene-1-carboxylic Acid; (R)-(+)-3-Cyclohexene-1-carboxylic acid; (R)-3-Cyclohexene-1-carboxylic acid; (R)-3-Cyclohexenecarboxylic Acid

Database IDs

• CAS Number: 5709-98-8
• PubChem SID: 162259312
• PubChem CID: 7128364

CALCULATED PROPERTIES

• Acid pKa: 4.7230883
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.6849662
• LogD (pH = 7.4): -1.092523
• Log P: 1.5282348
• Molar Refractivity: 34.9625 cm^3
• Polarizability: 13.175363 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Colorless Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C987885

An intermediate of Leustroducsin B (LSN-B), a novel colony-stimulating factor (CSF) inducer, which was isolated from Streptomyces platensis.

REFERENCES

• Lewy, D., et al.: Curr. Med. Chem., 9, 2005 (1989)
• Cohen, P., et al.: Ann. Rev. Biochem., 58, 453 (1989)
• Fushimi, S., et al.: J. Antibiot., 42, 1019 (1989)