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1-Hydroxyphenanthrene
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1-Hydroxyphenanthrene.svg Chemical structure of 1-hydroxyphenanthrene Phenanthren-1-ol 1-Phenanthrenol1-Phenanthrol1-hydroxy-phenanthrene 2433-56-9 correct CAS 1869717 27528 correct FDA Y1FTF7MUY7 88945 C11432 98490 1S/C14H10O/c15-14-7-3-6-12-11-5-2-1-4-10(11)8-9-13(12)14/h1-9,15H GTBXZWADMKOZQJ-UHFFFAOYSA-N C1=CC=C2C(=C1)C=CC3=C2C=CC=C3O
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1-Hydroxyphenanthrene is a phenanthrol and a human metabolite of phenanthrene that can be detected in urine of persons exposed to PAHs.PAH metabolites (1-hydroxyphenanthrene, 4-hydroxyphenanthrene, 9-hydroxyphenanthrene, 1-hydroxypyrene). The MAK Collection for Occupational Health and Safety, Biomonitoring Methods, Vol. 6 (article)
It can also be used as a marker for PAH pollution measured in marine fish bile.PAH Metabolites in Bile Fluids of Dab (Limanda limanda) and Flounder (Platichthys flesus): Spatial Distribution and Seasonal Changes. Ulrike Kammann, Environmental Science and Pollution Research - International, March 2007, Volume 14, Issue 2, pages 102-108, 10.1065/espr2006.05.308
The model fungus Cunninghamella elegans produces, in the case of the biodegradation of phenanthrene, a glucoside conjugate of 1-hydroxyphenanthrene (phenanthrene 1-O-beta-glucose). Cerniglia C. E. Campbell W. L. Freeman J. P. Evans F. E. Identification of a novel metabolite in phenanthrene metabolism by the fungus Cunninghamella elegans Applied and Environmental Microbiology 55 9 2275–2279 1989 2802607 203068 10.1128/AEM.55.9.2275-2279.1989 1989ApEnM..55.2275C
Relationship with smoking
Highly significant differences and dose-response relationships with regard to cigarettes smoked per day were found for 2-, 3- and 4-hydroxyphenanthrene and 1-hydroxypyrene, but not for 1-hydroxyphenanthrene.Urinary monohydroxylated phenanthrenes and hydroxypyrene – the effects of smoking habits and changes induced by smoking on monooxygenase-mediated metabolism. Heudorf U and Angerer J, International Archives of Occupational and Environmental Health, April 2001, Volume 74, Issue 3, pages 177-183, 10.1007/s004200000215
References
External links
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Category:Phenanthrenoids
Category:Phenolic human metabolites