An antinociceptive compound
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α-Truxillic Acid

Item No. 14865

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1α,2α,3β,4β)-2,4-diphenyl-1,3-cyclobutanedicarboxylic acid
CAS Number
490-20-0
Synonyms
  • Gratissimic Acid
Molecular Formula
C18H16O4
Formula Weight
296.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2)(1:12): 0.07 mg/ml
λmax
259 nm
SMILES
OC([C@H]1[C@H](C2=CC=CC=C2)[C@H](C(O)=O)[C@H]1C3=CC=CC=C3)=O
InChi Code
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-
InChi Key
QWFRRFLKWRIKSZ-BIAGXBKMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $36

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    50 mg

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    100 mg

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    500 mg

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    Product Description

    α-Truxillic acid can be formed by the dimerization of two molecules of α-trans-cinnamic acid.1 It is related to incarvillateine, a natural antinociceptive compound derived from the Asian herb I. sinensis.2 α-Truxillic acid and some of its derivatives significantly block inflammatory pain while having little effect on neurogenic pain, as indicated by the formalin test in mice.2,3 While certain derivatives of α-truxillic acid can directly activate peroxisome proliferator-activated receptor γ, α-truxillic acid has no such activity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Benedict, J.B., and Coppens, P. Kinetics of the single-crystal to single-crystal two-photon photodimerization of α-trans-cinnamic acid to α-truxillic acid. J. Phys. Chem. A 113(13), 3116-3120 (2009).

    2. Chi, Y.M., Nakamura, M., Yoshizawa, T., et al. Anti-inflammatory activities of α-truxillic acid derivatives and their monomer components. Biol. Pharm. Bull. 28(9), 1776-1778 (2005).

    3. Chi, Y.M., Nakamura, M., Zhao, X.Y., et al. Antinociceptive activities of α-truxillic acid and β-truxillic acid derivatives. Biol. Pharm. Bull. 29(3), 580-584 (2006).

    4. Steri, R., Rupp, M., Proschak, E., et al. Truxillic acid derivatives act as peroxisome proliferator-activated receptor γ activators. Bioorg. Med. Chem. Lett. 20(9), 2920-2923 (2010).