norcamphor
2,5-methanocyclohexanone
Identification
| Name | norcamphor |
| IUPAC | bicyclo[2.2.1]heptan-3-one |
| CAS Number | 497-38-1 |
| EINECS | 207-846-1 |
| FDA UNII | Search |
| Molecular Formula | C7 H10 O |
| Molecular Weight | 110.15590000 |
| MDL Number | MFCD00074823 |
| Nikkaji Number | J67A |
| Beilstein | 2094885 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 169.00 to 170.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 2.090000 mmHg @ 20.00 °C. (est) |
| Flash Point | 93.00 °F. TCC ( 33.90 °C. ) (est) |
| logP (o/w) | 0.892 (est) |
| Soluble in | water, 1930mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intravenous-mouse LD50 180 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04039']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for norcamphor usage levels up to | not for fragrance use. |
| Recommendation for norcamphor flavor usage levels up to | not for flavor use. |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Potential Uses
Natural Occurrence
Synonyms
bicyclo(2.2.1)-2-heptanone
bicyclo(2.2.1)heptan-2-one
bicyclo[2.2.1]-2-heptanone
bicyclo[2.2.1]heptan-2-one
bicyclo[2.2.1]heptan-3-one
nor
bornan-2-one
2-oxonor
bornane
(±)-2-nor
bornanone
2-nor
bornanone
nor
campher
(±)-nor
camphor
2,5-
methanocyclohexanone
8,9,10-
trinorbornan-2-one
PubMed:
Toxicity Studies on Novel N-Substituted Bicyclo-Heptan-2-Amines at NMDA Receptors.
PubMed:
Functional assembly of camphor converting two-component Baeyer-Villiger monooxygenases with a flavin reductase from E. coli.
PubMed:
Noncovalently and covalently cross-linked polyurethane gels as alignment media and the suppression of residual polymer signals using diffusion-filtered spectroscopy.
PubMed:
Dual action spirobicycloimidazolidine-2,4-diones: antidiabetic agents and inhibitors of aldose reductase-an enzyme involved in diabetic complications.
PubMed:
Completing the series of BVMOs involved in camphor metabolism of Pseudomonas putida NCIMB 10007 by identification of the two missing genes, their functional expression in E. coli, and biochemical characterization.
PubMed:
An automated microscale platform for evaluation and optimization of oxidative bioconversion processes.
PubMed:
Time-dependent fifth-order bands in nominally third-order 2D IR vibrational echo spectra.
PubMed:
Syntheses and pharmacological evaluations of novel N-substituted bicyclo-heptane-2-amines at N-methyl-D-aspartate receptors.
PubMed:
The effect of proton donors on the facial stereoselectivity in SmI2 reduction of norcamphor.
PubMed:
Spring-loading the active site of cytochrome P450cam.
PubMed:
A technique for recording polycrystalline structure and orientation during in situ deformation cycles of rock analogues using an automated fabric analyser.
PubMed:
Benzoyl radicals from (hetero)aromatic aldehydes. Decatungstate photocatalyzed synthesis of substituted aromatic ketones.
PubMed:
Absolute configuration assignment of norcamphor-derived furyl hydroperoxide using density functional theory calculations of optical rotation and vibrational circular dichroism.
PubMed:
Comparative analysis of IR and vibrational circular dichroism spectra for a series of camphor-related molecules.
PubMed:
Calculation of electronic circular dichroism spectra with time-dependent double-hybrid density functional theory.
PubMed:
Regiodivergent Baeyer-Villiger oxidation of fused ketones by recombinant whole-cell biocatalysts.
PubMed:
The effect of carbonyl group in the asymmetry of 3,4JCH coupling constants in norbornanones.
PubMed:
Expectation and surprise in group 13 organometallics: molecular vs. polymeric aggregation of Me2Ga and Me2In norcamphor oximates.
PubMed:
Organoaluminium complexes with sterically demanding oximato ligands: does a bulky and rigid ligand backbone change the aggregation motif?
PubMed:
Cytochrome P450cam-monoterpene interactions.
PubMed:
Substrate modulation of the properties and reactivity of the oxy-ferrous and hydroperoxo-ferric intermediates of cytochrome P450cam as shown by cryoreduction-EPR/ENDOR spectroscopy.
PubMed:
Ketone synthesis by intramolecular acylation of organorhodium(I) with ester.
PubMed:
Polarizable continuum model study of solvent effects on electronic circular dichroism parameters.
PubMed:
Identification and structure-activity relationship studies of 3-methylene-2-norbornanone as potent anti-proliferative agents presumably working through p53 mediated apoptosis.
PubMed:
The crystal structure of a (-) gamma-lactamase from an Aureobacterium species reveals a tetrahedral intermediate in the active site.
PubMed:
Base-promoted reactions of bridged ketones and 1,3- and 1,4-haloalkyl azides: competitive alkylation vs azidation reactions of ketone enolates.
PubMed:
Substrate modulates compound I formation in peroxide shunt pathway of Pseudomonas putida cytochrome P450(cam).
PubMed:
Role of protein and substrate dynamics in catalysis by Pseudomonas putida cytochrome P450cam.
PubMed:
Substrates modulate the rate-determining step for CO binding in cytochrome P450cam (CYP101). A high-pressure stopped-flow study.
PubMed:
Stereoelectronic, torsional, and steric effects on rates of enolization of ketones.
PubMed:
Conformational relaxation in hemoproteins: the cytochrome P-450cam case.
PubMed:
Step-scan time-resolved FTIR spectroscopy of cytochrome P-450cam carbon monoxide complex: a salt link involved in the ligand-rebinding process.
PubMed:
Mobility of norbornane-type substrates and water accessibility in cytochrome P-450cam.
PubMed:
Stereoselective hydroxylation of norcamphor by cytochrome P450cam. Experimental verification of molecular dynamics simulations.
PubMed:
EPR studies on the photoproducts of ferric cytochrome P450cam (CYP101) nitrosyl complexes: effects of camphor and its analogues on ligand-bound structures.
PubMed:
High-pressure flash photolysis study of hemoprotein: effects of substrate analogues on the recombination of carbon monoxide to cytochrome P450CAM.
PubMed:
Substrate mobility in thiocamphor-bound cytochrome P450cam: an explanation of the conflict between the observed product profile and the X-ray structure.
PubMed:
Controlling the regiospecificity and coupling of cytochrome P450cam: T185F mutant increases coupling and abolishes 3-hydroxynorcamphor product.
PubMed:
Heme-pocket-hydration change during the inactivation of cytochrome P-450camphor by hydrostatic pressure.
PubMed:
Predicting the product specificity and coupling of cytochrome P450cam.
PubMed:
Substrate mobility in a deeply buried active site: analysis of norcamphor bound to cytochrome P-450cam as determined by a 201-psec molecular dynamics simulation.
PubMed:
The structural basis for substrate-induced changes in redox potential and spin equilibrium in cytochrome P-450CAM.
PubMed:
Deuterium isotope effects in norcamphor metabolism by cytochrome P-450cam: kinetic evidence for the two-electron reduction of a high-valent iron-oxo intermediate.
PubMed:
Theoretical study of the product specificity in the hydroxylation of camphor, norcamphor, 5,5-difluorocamphor, and pericyclocamphanone by cytochrome P-450cam.
PubMed:
Regiochemistry of Camphor Analog Oxidation by Pseudomonas putida.
PubMed:
Nitrogen mustards derived from alpha-hydroxymethyleneketones.
PubMed:
Autooxidation and hydroxylation reactions of oxygenated cytochrome P-450cam.
PubMed:
Metabolism of camphors and related compounds.
PubMed:
exo-3-chloro-endo-6-cyano-2-norbornanone o-(methylcarbamoyl)oxime. A new type of methylcarbamate with acaricidal activity.