A TRPV1 antagonist
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α-Spinasterol

Item No. 14197

Technical Information
Formal Name
(3β,5α,22E)-stigmasta-7,22-dien-3-ol
CAS Number
481-18-5
Synonyms
  • Bessisterol
  • Hitodesterol
Molecular Formula
C29H48O
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 1 mg/mlEthanol: 0.25 mg/mL
SMILES
CC(C)[C@H](CC)/C=C/[C@@H](C)[C@@]1([H])CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21-,22+,23+,25-,26+,27+,28+,29-/m1/s1
InChi Key
JZVFJDZBLUFKCA-FXIAWGAOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    α-Spinasterol is a bioavailable phytosterol originally isolated from spinach that acts as an antagonist at the transient receptor potential vanilloid type 1 (TRPV1) receptor (IC50 = 1.4 µM).1,2 It has antinociceptive effects in a noxious heat-induced pain test and also reduces hyperalgesia and edema in a complete Freund’s adjuvant-induced inflammatory pain test in mice at a dose of 0.3 µmol/kg. α-Spinastrerol increases the seizure threshold in a dose-dependent manner and reduces depressive-like behavior in mice.3,4 It also has anti-inflammatory activity in vivo and inhibits benign prostatic hyperplasia in rats.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hart, M.C., and Heyl, F.W. Spinasterol and some of its esters. The Journal of Biological Chemisty 95(1), 311-315 (1931).

    2. Trevisan, G., Rossato, M.F., Walker, C.I., et alIdentification of the plant steroid α-spinasterol as a novel transient receptor potential vanilloid 1 antagonist with antinociceptive properties. J. Pharmacol. Exp. Ther. 343(2), 258-269 (2012).

    3. Socala, K., Nieoczym, D., Pieróg, M., et alα-Spinasterol, a TRPV1 receptor antagonist, elevates the seizure threshold in three acute seizure tests in mice. J. Neural Transm. (Vienna) 122(9), 1239-1247 (2015).

    4. Socala, K., and Wlaź, P. Evaluation of the antidepressant- and anxiolytic-like activity of α-spinasterol, a plant derivative with TRPV1 antagonistic effects, in mice. Behav. Brain Res. 303, 19-25 (2016).

    5. Borges, F.R., Silva, M.D., Córdova, M.M., et alAnti-inflammatory action of hydroalcoholic extract, dichloromethane fraction and steroid α-spinasterol from Polygala sabulosa in LPS-induced peritonitis in mice. J. Ethnopharmacol. 151(1), 144-150 (2014).

    6. Lee, M.-Y., Shin, I.-S., Kyoung, H., et alα-Spinasterol from Melandrium firmum attenuates benign prostatic hyperplasia in a rat model. Mol. Med. Rep. 9(6), 2362-2366 (2014).