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
Molecular Formula: C12H10O
Molecular Weight: 170,2072
Number of bond donors: 1
Number of bond acceptors: 1
Number of atoms different from hydrogen: 13
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ACToR (Aggregated Computational Toxicology Resource)
HSDB (Hazardous Substances Data Bank)
CCRIS (Chemical Carcinogenesis Research Information System)
CTD (Comparative Toxicogenomics Database)
IRIS (Integrated Risk Information System)
ITER (International Toxicity Estimates for Risk)
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.