Structure Database (LMSD)
Common Name
12-bromo-dodecanoic acid
Systematic Name
12-bromo-dodecanoic acid
Synonyms
LM ID
LMFA01090007
Formula
C12H23O2Br
Exact Mass
Calculate m/z
278.088141
Status
Curated
3D model of 12-bromo-dodecanoic acid
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
12-Bromododecanoic acid is a halogenated form of lauric acid . It has been used in the synthesis of clickable forms of myristic acid and as a model fatty acid ligand to determine the X-ray crystal structure of bovine β-lactoglobulin-ligand complexes.1,2 12-Bromododecanoic acid (10 µg/ml) reduces virion DNA in the culture supernatant of primary hepatocytes isolated from a duckling model of hepatitis B virus (HBV) infection and inhibits HIV replication in CEM-SS T cells (EC50 = 38 µM).3
This information has been provided by Cayman Chemical
References
3. Parang, K., Wiebe, L.I., Knaus, E.E., et al. In vitro antiviral activities of myristic acid analogs against human immunodeficiency and hepatitis B viruses. Antiviral Res. 34(3), 75-90 (1997).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
synthetic construct
(#32630)
Imported from LIPIDAT database. Likely synthetic
String Representations
InChiKey (Click to copy)
YYKBWYBUCFHYPR-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C12H23BrO2/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h1-11H2,(H,14,15)
SMILES (Click to copy)
C(CCCCCCCCCCCBr)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
15
Rings
0
Aromatic Rings
0
Rotatable Bonds
11
Van der Waals Molecular Volume
250.38
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
4.65
Molar Refractivity
68.09
Admin
Created at
-
Updated at
14th Dec 2023