Structure Database (LMSD)
Common Name
9-NO2-CLA
Systematic Name
9-nitro-9Z,11E-octadecadienoic acid
Synonyms
3D model of 9-NO2-CLA
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
9(E),11(E)-9-nitro Conjugated linoleic acid (9E,11E-9-nitro CLA) is a nitrated fatty acid. It is formed from 9Z,11E-CLA upon exposure to acidified nitrite, peroxynitrite, gaseous nitrogen dioxide, or a combination of myeloperoxidase, hydrogen peroxide, and nitrite.1 It is also formed in LPS-stimulated RAW 264.7 macrophages, an effect that can be reduced by the nitric oxide synthase (NOS) inhibitor L-NAME .2 9E,11E-9-nitro CLA has been found in human plasma.
This information has been provided by Cayman Chemical
References
2. Bonacci, G., Baker, P.R.S., Salvatore, S.R., et al. Conjugated linoleic acid is a preferential substrate for fatty acid nitration. The Journal of Biological Chemisty 287(53), 44071-44082 (2012).
String Representations
InChiKey (Click to copy)
URRNFVDDJZKQGD-LDRANXPESA-N
InChi (Click to copy)
InChI=1S/C18H31NO4/c1-2-3-4-5-6-8-11-14-17(19(22)23)15-12-9-7-10-13-16-18(20)21/h8,11,14H,2-7,9-10,12-13,15-16H2,1H3,(H,20,21)/b11-8+,17-14+
SMILES (Click to copy)
C(CCCCCCC/C(/[N+](=O)[O-])=C\C=C\CCCCCC)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
23
Rings
0
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
355.56
Topological Polar Surface Area
80.44
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
5
logP
5.49
Molar Refractivity
92.93
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Created at
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Updated at
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