Details
Stereochemistry | RACEMIC |
Molecular Formula | C18H16O4 |
Molecular Weight | 296.3172 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)[C@H]1[C@@H]([C@@H]([C@H]1C2=CC=CC=C2)C(O)=O)C3=CC=CC=C3
InChI
InChIKey=QWFRRFLKWRIKSZ-BIAGXBKMSA-N
InChI=1S/C18H16O4/c19-17(20)15-13(11-7-3-1-4-8-11)16(18(21)22)14(15)12-9-5-2-6-10-12/h1-10,13-16H,(H,19,20)(H,21,22)/t13-,14-,15-,16-
alpha-truxillic acid (also known as cocaic acid) shows significant anti-inflammatory activities as indicated by the formalin test in mice. While certain derivatives of alpha-truxillic acid can directly activate peroxisome proliferator-activated receptor gamma, alpha -truxillic acid has no such activity.
Approval Year
PubMed
Title | Date | PubMed |
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Antinociceptive activities of alpha-truxillic acid and beta-truxinic acid derivatives. | 2006 Mar |
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Solid-state photodimerization kinetics of alpha-trans-cinnamic acid to alpha-truxillic acid studied via solid-state NMR. | 2006 Mar 30 |
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Kinetics of the single-crystal to single-crystal two-photon photodimerization of alpha-trans-cinnamic acid to alpha-truxillic acid. | 2009 Apr 2 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16141559
Male ddy mice were used. The test drug (alpha-truxillic acid (40mg/kg)) was prepared as suspensions with 0.5% Tween 80/saline and intraperitoneally administered 10 min prior to the injection of an inducer (1% formalin/saline, 20l). The mice were observed for 30 min and the time that the mice spent licking the injected right hindpaw was recorded. The nociceptive scores normally peaked 0 to 10min after formalin injection (early phase) and 10 to 30min (late phase) after the injection, representing the neurogenic and inflammatory pain responses, respectively. The time spent licking the injected paw was recorded and the data were expressed as total licking time in the early phase and late phase.
Route of Administration:
Intraperitoneal
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m11241
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Truxillic acid
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SUBSTANCE RECORD