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Details

Stereochemistry ACHIRAL
Molecular Formula C7H12
Molecular Weight 96.1702
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORCARANE

SMILES

C1[C@H]2CCCC[C@@H]12

InChI

InChIKey=WPHGSKGZRAQSGP-KNVOCYPGSA-N
InChI=1S/C7H12/c1-2-4-7-5-6(7)3-1/h6-7H,1-5H2/t6-,7+

HIDE SMILES / InChI

Molecular Formula C7H12
Molecular Weight 96.1702
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Intermediate Q from soluble methane monooxygenase hydroxylates the mechanistic substrate probe norcarane: evidence for a stepwise reaction.
2001 Dec 5
Evaluation of norcarane as a probe for radicals in cytochome p450- and soluble methane monooxygenase-catalyzed hydroxylation reactions.
2002 Jun 19
Revisiting the mechanism of P450 enzymes with the radical clocks norcarane and spiro[2,5]octane.
2002 May 29
endo/exo isomerism in norcarane and 2-norcaranol hydrotrioxides (ROOOH).
2003 Nov 14
Xylene monooxygenase, a membrane-spanning non-heme diiron enzyme that hydroxylates hydrocarbons via a substrate radical intermediate.
2003 Sep
Remarkable aliphatic hydroxylation by the diiron enzyme toluene 4-monooxygenase in reactions with radical or cation diagnostic probes norcarane, 1,1-dimethylcyclopropane, and 1,1-diethylcyclopropane.
2004 Dec 21
Oxygen-18 tracer studies of enzyme reactions with radical/cation diagnostic probes.
2005 Dec 9
Reaction mechanisms of non-heme diiron hydroxylases characterized in whole cells.
2005 Oct
Products from enzyme-catalyzed oxidations of norcarenes.
2007 Feb 16
Desaturase reactions complicate the use of norcarane as a mechanistic probe. Unraveling the mixture of twenty-plus products formed in enzyme-catalyzed oxidations of norcarane.
2007 Feb 16
A potent bicyclic inhibitor of a family 27 alpha-galactosidase.
2007 Jun 7
Dihalocarbene insertion reactions into C-H bonds of compounds containing small rings: mechanisms and regio- and stereoselectivities.
2007 Oct 26
The effect of a complexed lithium cation on a norcarane-based radical clock.
2009
Manganese porphyrins catalyze selective C-H bond halogenations.
2010 Sep 22
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:18:38 GMT 2023
Edited
by admin
on Sat Dec 16 02:18:38 GMT 2023
Record UNII
ZGC3T0R48Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NORCARANE
MI  
Systematic Name English
CIS-BICYCLO(4.1.0)HEPTANE
Systematic Name English
(±)-NORCARANE
Systematic Name English
NORCARANE [MI]
Common Name English
BICYCLO(4.1.0)HEPTANE
Systematic Name English
1,2-METHYLENECYCLOHEXANE
Common Name English
NSC-143399
Code English
Code System Code Type Description
FDA UNII
ZGC3T0R48Q
Created by admin on Sat Dec 16 02:18:38 GMT 2023 , Edited by admin on Sat Dec 16 02:18:38 GMT 2023
PRIMARY
PUBCHEM
638054
Created by admin on Sat Dec 16 02:18:38 GMT 2023 , Edited by admin on Sat Dec 16 02:18:38 GMT 2023
PRIMARY
CAS
286-08-8
Created by admin on Sat Dec 16 02:18:38 GMT 2023 , Edited by admin on Sat Dec 16 02:18:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID10870493
Created by admin on Sat Dec 16 02:18:38 GMT 2023 , Edited by admin on Sat Dec 16 02:18:38 GMT 2023
PRIMARY
MESH
C460459
Created by admin on Sat Dec 16 02:18:38 GMT 2023 , Edited by admin on Sat Dec 16 02:18:38 GMT 2023
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NSC
143399
Created by admin on Sat Dec 16 02:18:38 GMT 2023 , Edited by admin on Sat Dec 16 02:18:38 GMT 2023
PRIMARY
MERCK INDEX
m8047
Created by admin on Sat Dec 16 02:18:38 GMT 2023 , Edited by admin on Sat Dec 16 02:18:38 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
NORCARANE
Created by admin on Sat Dec 16 02:18:38 GMT 2023 , Edited by admin on Sat Dec 16 02:18:38 GMT 2023
PRIMARY