(1R,2S)-Naphthalene 1,2-oxide (PAMDB000850)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB000850
Identification
Name: (1R,2S)-Naphthalene 1,2-oxide
Description:(1r,2s)-naphthalene 1,2-oxide belongs to the class of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (1R,2S)-Naphthalene epoxide
  • (1R,2S,4R)-(+)-borneol
  • 1a,7b-dihydro-(1AS,7BR)-naphth(1,2-b)oxirene
  • 1alpha,7beta-dihydro-(1aS,7bR)-Naphth(1,2-b)oxirene
  • 1α,7β-dihydro-(1AS,7BR)-naphth(1,2-b)oxirene
  • Borneocamphor
  • D-borneol
  • Endo-2-bornanol
  • Sumatra camphor
Chemical Formula: C10H8O
Average Molecular Weight: 144.1699
Monoisotopic Molecular Weight: 144.057514878
InChI Key: XQIJIALOJPIKGX-UHFFFAOYSA-N
InChI:InChI=1S/C10H8O/c1-2-4-8-7(3-1)5-6-9-10(8)11-9/h1-6,9-10H
CAS number: 73136-20-6
IUPAC Name:(1aR,7aS)-1aH,7aH-naphtho[1,2-b]oxirene
Traditional IUPAC Name: (1aR,7aS)-1aH,7aH-naphtho[1,2-b]oxirene
SMILES:O1C2C=CC3=CC=CC=C3C12
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Kingdom Organic compounds
Super ClassBenzenoids
Class Naphthalenes
Sub ClassNot Available
Direct Parent Naphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Oxirane
  • Dialkyl ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility0.281 mg/mLALOGPS
logP1.89ALOGPS
logP2.16ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.53 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.87 m3·mol-1ChemAxon
Polarizability15.26 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Naphthalene epoxide + Glutathione + (1R,2S)-Naphthalene 1,2-oxide > (1R)-Glutathionyl-(2R)-hydroxy-1,2-dihydronaphthalene
Naphthalene epoxide + Glutathione + (1R,2S)-Naphthalene 1,2-oxide > (1R)-Hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalene
Glutathione + Naphthalene epoxide + (1R,2S)-Naphthalene 1,2-oxide > (1S)-Hydroxy-(2S)-glutathionyl-1,2-dihydronaphthalene
Pathways:
Spectra
Spectra:
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID33998
HMDB IDHMDB06215
Pubchem Compound ID155957
Kegg IDC14786
ChemSpider ID137368
Wikipedia IDNot Available
BioCyc IDCPD-1903
EcoCyc IDCPD-1903

Enzymes

Protein Details
• GSH-dependent disulfide bond oxidoreductase
General function:
Not Available
Specific function:
Not Available
Gene Name:
yfcG
Locus Tag:
PA1033
Molecular weight:
24.5 kDa