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1-Hydroxypyrene
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1-Hydroxypyrene

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1-Hydroxypyrene
Chemical structure of 1-hydroxypyrene
Names
Preferred IUPAC name
Pyren-1-ol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.152.834
KEGG
PubChem CID
UNII
  • InChI=1S/C16H10O/c17-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9,17H
    Key: BIJNHUAPTJVVNQ-UHFFFAOYSA-N
  • InChI=1/C16H10O/c17-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9,17H
    Key: BIJNHUAPTJVVNQ-UHFFFAOYAT
  • C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)O
Properties
C16H10O
Molar mass 218.255 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Hydroxypyrene is a human metabolite. It can be found in urine of outdoor workers exposed to air pollution.

Biochemistry

Experiments in pig show that urinary 1-hydroxypyrene is a metabolite of pyrene, when given orally.

A Mycobacterium sp. strain isolated from mangrove sediments produced 1-hydroxypyrene during the degradation of pyrene.

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.


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