p-cresol

Synonyms: "4-cresol", "4-methylphenol", "4-hydroxytoluene", "p-methylphenol", "p-hydroxytoluene", "p-tolyl alcohol", "p-oxytoluene", "para-cresol"

Source: p-cresol is used in disinfectants and fumigants, in the manufacture of synthetic resins, photographic developers and explosives.

Identifiers:

IUPAC Name: 4-methylphenol
CAS Number: 106-44-5
PubChem ID: 2879
InChiKey: IWDCLRJOBJJRNH-UHFFFAOYSA-N
Canonical SMILES: CC1=CC=C(C=C1)O

Structural Properties:

Molecular Formula: C₇H₈O
Molecular Weight: 108.138

Pharmacophore Features:

Number of bond donors: 1
Number of bond acceptors: 1
Number of atoms different from hydrogen: 8

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2D structure (.sdf)
3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Kawakami K, Makino I, Kato I, Uchida K, Onoue M. 2009. p-Cresol inhibits IL-12 production by murine macrophages stimulated with bacterial immunostimulant. Immunopharmacol Immunotoxicol 31(2):304-309.

Nakamura M, Yamazaki I, Kotani T, Ohtaki S. 1989. Thyroglobulin-mediated one- and two-electron oxidations of glutathione and ascorbate in thyroid peroxidase systems. J Biol Chem 264(22):12909-12913.

Nishihara T, Nishikawa J, Kanayama T, Dakeyama F, Saito K, Imagawa M, Takatori S, Kitagawa Y, Hori S, Utsumi H. 2000. Estrogenic activities of 517 chemicals by yeast two-hybrid assay. Journal of Health Science 46(4):282-298.

Thompson DC, Perera K, Fisher R, Brendel K. 1994. Cresol isomers: comparison of toxic potency in rat liver slices. Toxicol Appl Pharmacol 125(1):51-58.