4-(hexyloxy)-2,3,6-trimethylphenol

• ChemBase ID: 169993
• Molecular Formular: C15H24O2
• Molecular Mass: 236.34986
• Monoisotopic Mass: 236.17763001
• SMILES: c1(c(cc(c(c1C)C)OCCCCCC)C)O
• Canonical SMILES: CCCCCCOc1cc(C)c(c(c1C)C)O
• InChI: InChI=1S/C15H24O2/c1-5-6-7-8-9-17-14-10-11(2)15(16)13(4)12(14)3/h10,16H,5-9H2,1-4H3
• InChIKey: ATMNQRRJNBCQJO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(hexyloxy)-2,3,6-trimethylphenol
• IUPAC Traditional name: 4-(hexyloxy)-2,3,6-trimethylphenol
• Synonyms: 1-O-Hexyl-2,3,5-trimethylhydroquinone; HTHQ; 4-Hexyloxy-2,3,6-trimethylphenol; 4-(Hexyloxy)-2,3,6-trimethyl-phenol

Database IDs

• CAS Number: 148081-72-5
• PubChem SID: 162264125
• PubChem CID: 119193

CALCULATED PROPERTIES

• Acid pKa: 10.754616
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.2653074
• LogD (pH = 7.4): 5.2651186
• Log P: 5.26531
• Molar Refractivity: 72.7013 cm^3
• Polarizability: 27.961489 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Low Melting Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H325000

A novel phenolic antioxidant that showed strong antimutagenic activity against eight carcinogenic heterocyclic amines (HCA), produced during cooking processes. Its antimutagenic activity appeared to inhibit both metabolic activation of HCA and action on

REFERENCES

• Hirose, M., et al.: Jpn. J. Cancer Res., 84, 481 (1993)
• Hirsoe, M., et al.: Carcinogenesis, 16, 2, 217 (1993)
• Hirsoe, M., et al.: Carcinogenesis, 16, 9, 2227 (1993)
• Hirsoe, M., et al.: Carcinogenesis, 16, 12, 3049 (1995)