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Details

Stereochemistry ACHIRAL
Molecular Formula C14H10
Molecular Weight 178.2292
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENANTHRENE

SMILES

C1=CC2=C(C=C1)C3=CC=CC=C3C=C2

InChI

InChIKey=YNPNZTXNASCQKK-UHFFFAOYSA-N
InChI=1S/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H

HIDE SMILES / InChI

Molecular Formula C14H10
Molecular Weight 178.2292
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Phenanthrene is one of a group of chemicals called polycyclic aromatic hydrocarbons, PAHs. Phenanthrene is one of the most abundant PAHs found in continental shelf sediment of the South China Sea and is on the EPA’s Priority Pollutant list. Phenanthrene can affect different organisms through some potential mechanism such as the aryl hydrocarbon receptor (AHR) agonists, reproductive endocrine disruptor and photosynthesis stimulation. Phenanthrene is used in manufacturing dyestuffs and explosives and in biological research. Sources of phenanthrene include diesel fuel exhaust, coal tar pitch and tobacco smoke. Phenanthrene has been found in particle emissions from natural gas combustion and municipal incinerator waste, and in the particulates present in ambient air pollution near high vehicular traffic and industrial or urban areas.

Approval Year

PubMed

PubMed

TitleDatePubMed
PAH degradation by UV/H2O2 in perfluorinated surfactant solutions.
2002-01
Solubilization of polycyclic aromatic hydrocarbons by perfluorinated surfactant micelles.
2002-01
Impacts of heterogeneous organic matter on phenanthrene sorption: different soil and sediment samples.
2001-12-01
A transcriptional luxAB reporter fusion responding to fluorene in Sphingomonas sp. LB126 and its initial characterisation for whole-cell bioreporter purposes.
2001-12
Single and combined effects of sediment-associated PAHs on three species of freshwater macroinvertebrates.
2001-12
Degradation of phenanthrene in river sediment under nitrate-reducing conditions.
2001-12
Soil biosensor for the detection of PAH toxicity using an immobilized recombinant bacterium and a biosurfactant.
2001-12
Using structures formed by dirhodium tetra(trifluoroacetate) with polycyclic aromatic hydrocarbons to prospect for maximum pi-electron density: Hückel calculations get it right.
2001-11-28
Aliphatic and aromatic hydrocarbons in sediments of Santos and Cananéia, SP, Brazil.
2001-11
Occurrence of polycyclic aromatic hydrocarbons in sewage sludge and their contribution to its toxicity in the toxalert 100 bioassay.
2001-11
Assessing the aerobic biodegradability of 14 hydrocarbons in two soils using a simple microcosm/respiration method.
2001-11
Photoinduced toxicity of retene to Daphnia magna under enhanced UV-B radiation.
2001-11
Objective threshold selection procedure (OTS) for segmentation of scanning laser confocal microscope images.
2001-11
Metabolism of anthracene by a Rhodococcus species.
2001-10-16
[Use of Pseudomonas and Achromobacter species bacteria--degraders of surface-active agents--for detection and destruction of polycyclic aromatic hydrocarbons].
2001-10-16
On-line identification method in column liquid chromatography: UV resonance Raman spectroscopy.
2001-10-15
A novel cloud-point extraction process for preconcentrating selected polycyclic aromatic hydrocarbons in aqueous solution.
2001-10-01
Degradation of crude oil by marine cyanobacteria.
2001-10
The aegean sea oil spill in the Galicia Coast (NW Spain). I. Distribution and fate of the crude oil and combustion products in subtidal sediments.
2001-10
Cytotoxic quaternary alkaloids from the flowers of Narcissus tazetta.
2001-10
Phenanthrene derivatives from the orchid Coelogyne cristata.
2001-10
Effects of a non-ionic surfactant (Tween-80) on the mineralization, metabolism and uptake of phenanthrene in wheat-solution-lava microcosm.
2001-10
Enhanced degradation of polycyclic aromatic hydrocarbons by biodegradation combined with a modified Fenton reaction.
2001-10
Detection of mega plasmid from polycyclic aromatic hydrocarbon-degrading Sphingomonas sp. strain KS14.
2001-10
Sorption of phenanthrene by reference smectites.
2001-09-01
New substances for intraocular tamponades: perfluorocarbon liquids, hydrofluorocarbon liquids and hydrofluorocarbon-oligomers in vitreoretinal surgery.
2001-09
Bioavailability of solid and non-aqueous phase liquid (NAPL)-dissolved phenanthrene to the biosurfactant-producing bacterium Pseudomonas aeruginosa 19SJ.
2001-09
Microbial degradation of phenanthrene and pyrene in a two-liquid phase-partitioning bioreactor.
2001-09
Effects of chitin on microbial emulsification, mineralization potential, and toxicity of bunker C fuel oil.
2001-09
Hydrocarbon accumulation by picocyanobacteria from the Arabian Gulf.
2001-09
Determination of hydrocarbons in old creosote contaminated soil using headspace solid phase microextraction and GC-MS.
2001-09
Influence of heavy organic pollutants of anthropic origin on PAH retention by kaolinite.
2001-09
Interfacial nonradiative energy transfer in responsive core-shell hydrogel nanoparticles.
2001-08-29
[Study of carcinogenic hazards of smoking kiln waste fumes].
2001-08-10
Photolytic behavior of polycyclic aromatic hydrocarbons in diesel particulate matter deposited on the ground.
2001-08-01
[Degradation of phenanthrene and pyrene in contaminated soil by immobilized Zoogloea sp. and Fusarium sp].
2001-08
Multiple mutations at the active site of naphthalene dioxygenase affect regioselectivity and enantioselectivity.
2001-08
Development and certification of a coal fly ash certified reference material for selected polycyclic aromatic hydrocarbons.
2001-08
Biotransformation of phenanthrene and 1-methoxynaphthalene with Streptomyces lividans cells expressing a marine bacterial phenanthrene dioxygenase gene cluster.
2001-08
Sorption of organic contaminants in a fractured chalk formation.
2001-08
Impact of sediment manipulation on the bioaccumulation of polycyclic aromatic hydrocarbons from field-contaminated and laboratory-dosed sediments by an oligochaete.
2001-08
Heritability of resistance to individual contaminants and to contaminant mixtures in the sheepshead minnow (Cyprindon variegatus).
2001-08
[Transportation and transformation of 14C-phenanthrene in closed chamber (nutrient solution-lava-plant-air) system].
2001-06
[Co-metabolic degradation of pyrene in soil].
2001-06
Convergent and divergent points in catabolic pathways involved in utilization of fluoranthene, naphthalene, anthracene, and phenanthrene by Sphingomonas paucimobilis var. EPA505.
2001-06
Biodegradation of polycyclic aromatic hydrocarbons by Sphingomonas strains isolated from the terrestrial subsurface.
2001-05
Partition of polycyclic aromatic hydrocarbons on organobentonites from water.
2001-04
Occurrence of organic pollutants in recovered soil fines from construction and demolition waste.
2001
Crotoflavol, a new phenanthrene from Croton flavens.
2001
Contamination of polycyclic aromatic hydrocarbons in surface sediments of mangrove swamps.
2001
Substance Class Chemical
Created
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on Mon Mar 31 17:51:47 GMT 2025
Edited
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Record UNII
448J8E5BST
Record Status Validated (UNII)
Record Version
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Name Type Language
PHENANTHRENE
HSDB   MI  
Systematic Name English
NSC-26256
Preferred Name English
RAVATITE
Common Name English
PHENANTHRENE [MI]
Common Name English
(3)HELICENE
Systematic Name English
PHENANTHRENE [HSDB]
Common Name English
PHENANTHRENE [IARC]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C761
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
Code System Code Type Description
NSC
26256
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
PRIMARY
WIKIPEDIA
PHENANTHRENE
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
PRIMARY
CHEBI
28851
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
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NCI_THESAURUS
C84047
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
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MESH
C031181
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
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HSDB
2166
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
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PUBCHEM
995
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
PRIMARY
FDA UNII
448J8E5BST
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
PRIMARY
CAS
85-01-8
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
PRIMARY
EPA CompTox
DTXSID6024254
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
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ECHA (EC/EINECS)
201-581-5
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
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MERCK INDEX
m8596
Created by admin on Mon Mar 31 17:51:47 GMT 2025 , Edited by admin on Mon Mar 31 17:51:47 GMT 2025
PRIMARY Merck Index