4-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3-dioxolan-2-yl]benzoic acid

• ChemBase ID: 154945
• Molecular Formular: C24H28O4
• Molecular Mass: 380.47672
• Monoisotopic Mass: 380.19875938
• SMILES: CC1(CCC(c2c1ccc(c2)C1(OCCO1)c1ccc(cc1)C(=O)O)(C)C)C
• Canonical SMILES: OC(=O)c1ccc(cc1)C1(OCCO1)c1ccc2c(c1)C(C)(C)CCC2(C)C
• InChI: InChI=1S/C24H28O4/c1-22(2)11-12-23(3,4)20-15-18(9-10-19(20)22)24(27-13-14-28-24)17-7-5-16(6-8-17)21(25)26/h5-10,15H,11-14H2,1-4H3,(H,25,26)
• InChIKey: ZZUKALQMHNSWTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3-dioxolan-2-yl]benzoic acid
• IUPAC Traditional name: 4-[2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)-1,3-dioxolan-2-yl]benzoic acid
• Synonyms: 4-[2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1,3-dioxolan-2-yl]-benzoic acid; BMS 188649; BMS649; SR11237

Database IDs

• CAS Number: 146670-40-8
• MDL Number: MFCD00864137
• PubChem SID: 162249083
• PubChem CID: 127019

CALCULATED PROPERTIES

• Acid pKa: 4.055764
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.7431273
• LogD (pH = 7.4): 3.0729332
• Log P: 6.1991496
• Molar Refractivity: 108.9432 cm^3
• Polarizability: 42.24662 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >28 mg/mL (warmed)
• Apperance: white to off-white powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C24H28O4

DETAILS

Sigma Aldrich - S8951

Biochem/physiol Actions
SR11237 is a selective pan retinoid X receptor (RXR) agonist with no retinoid A receptor (RAR) activity.