4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-amido)benzoic acid

• ChemBase ID: 132346
• Molecular Formular: C22H25NO3
• Molecular Mass: 351.4388
• Monoisotopic Mass: 351.18344367
• SMILES: CC1(CCC(c2c1ccc(c2)C(=O)Nc1ccc(cc1)C(=O)O)(C)C)C
• Canonical SMILES: O=C(c1ccc2c(c1)C(C)(C)CCC2(C)C)Nc1ccc(cc1)C(=O)O
• InChI: InChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-15(7-10-17(18)21)19(24)23-16-8-5-14(6-9-16)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)
• InChIKey: SZWKGOZKRMMLAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-amido)benzoic acid
• IUPAC Traditional name: 4-(5,5,8,8-tetramethyl-6,7-dihydronaphthalene-2-amido)benzoic acid
• Synonyms: 4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carboxamido]benzoic acid; AM580

Database IDs

• CAS Number: 102121-60-8
• MDL Number: MFCD00673916
• PubChem SID: 24891374; 162226623
• PubChem CID: 2126

CALCULATED PROPERTIES

• Acid pKa: 4.1537566
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.9865558
• LogD (pH = 7.4): 2.2847152
• Log P: 5.3491
• Molar Refractivity: 104.3773 cm^3
• Polarizability: 39.101383 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: DH6834890
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... RARA(5914), RARB(5915)

Product Information

• Purity: ≥98% (TLC)

DETAILS

Sigma Aldrich - A8843

Application
Retinoid derivative used for gene expression studies of leukemia-retinoic acid receptor (PHL-RAR) cell line differentiation.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A8843.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.