Synonyms: "4-hydroxybiphenyl", "p-phenylphenol", "p-hydroxybiphenyl", "biphenyl-4-ol", "4-biphenylol", "4-hydroxydiphenyl", "paraxenol", "p-biphenylol"

Source: 4-phenylphenol is a compound that is an intermediate in the manufacture of resins. It is also an oxidation by-product that may be formed during the manufacturing of phenol.


IUPAC Name: 4-phenylphenol
CAS Number: 92-69-3
PubChem ID: 7103
Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)O

Structural Properties:

Molecular Formula: C12H10O
Molecular Weight: 170.207

Pharmacophore Features:

Number of bond donors: 1
Number of bond acceptors: 1
Number of atoms different from hydrogen: 13


2D structure (.sdf)
3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Cappelletti V, Saturno G, Miodini P, Korner W, Daidone MG. 2003. Selective modulation of ER-beta by estradiol and xenoestrogens in human breast cancer cell lines. Cellular & Molecular Life Sciences 60(3):567-576.

Li J, Ma M, Wang Z. 2010. In vitro profiling of endocrine disrupting effects of phenols. Toxicol In Vitro 24(1):201-207.

Olsen CM, Meussen-Elholm ETM, Samuelsen M, Holme JA, Hongslo JK. 2003. Effects of the environmental oestrogens bisphenol A, tetrachlorobisphenol A, tetrabromobisphenol A, 4-hydroxybiphenyl and 4,4 '-dihydroxybiphenyl on oestrogen receptor binding, cell proliferation and regulation of oestrogen sensitive proteins in the human breast cancer cell line MCF-7. Pharmacology & Toxicology 92(4):180-188.

Schultz TW, Sinks GD, Cronin MTD. 2000. Effect of substituent size and dimensionality on potency of phenolic xenoestrogens evaluated with a recombinant yeast assay. Environ Toxicol Chem 19(11):2637-2642.

van den Berg KJ. 1990. Interaction of chlorinated phenols with thyroxine binding sites of human transthyretin, albumin and thyroid binding globulin. Chem Biol Interact 76(1):63-75.

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