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Chemical Structure| 83883-10-7 Chemical Structure| 83883-10-7

Structure of Hydroxy-α-sanshool
CAS No.: 83883-10-7

Chemical Structure| 83883-10-7

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Hydroxy-α-sanshool is an agonist of TRPA1 and TRPV1 with EC50 values of 69 μM and 1.1 μM, respectively. This compound is widely used in pain research, particularly for exploring molecular mechanisms related to pain perception.

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Product Details of Hydroxy-α-sanshool

CAS No. :83883-10-7
Formula : C16H25NO2
M.W : 263.38
SMILES Code : C\C=C\C=C\C=C/CC\C=C\C(=O)NCC(C)(C)O
MDL No. :MFCD17779317
InChI Key :LHFKHAVGGJJQFF-UEOYEZOQSA-N
Pubchem ID :10084135

Safety of Hydroxy-α-sanshool

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Rat cerebellar granule neurons 100 μM To investigate the excitatory effects of Hydroxy-α-sanshool on central neurons, it was found to excite cerebellar granule neurons by inhibiting KCNK channels Nat Neurosci. 2008 Jul;11(7):772-9
Mouse trigeminal ganglion neurons 100 μM To investigate the excitatory effects of Hydroxy-α-sanshool on sensory neurons, it was found to excite neurons by inhibiting pH- and anesthetic-sensitive two-pore potassium channels (KCNK3, KCNK9, and KCNK18) Nat Neurosci. 2008 Jul;11(7):772-9
HEK293 cells expressing TRPV1 1.1 μM (EC50) To determine the activation effect of a-SOH on TRPV1, results showed that a-SOH effectively activated TRPV1 channels Br J Pharmacol. 2009 Aug;157(8):1398-409
HEK293 cells expressing TRPA1 69 μM (EC50) To determine the activation effect of a-SOH on TRPA1, results showed that a-SOH effectively activated TRPA1 channels Br J Pharmacol. 2009 Aug;157(8):1398-409
dorsal root ganglia neurons 500 μM 5 seconds To evaluate the activation of TRPA1 and TRPV1 channels by a-SOH, results showed that a-SOH activated neurons expressing TRPA1 and TRPV1 Br J Pharmacol. 2009 Aug;157(8):1398-409
Chinese hamster ovary cells (expressing human Nav1.1, 1.2, 1.3, 1.6, 1.7, or 1.8) 200 μM To study the inhibitory effect of sanshool on different sodium channel subtypes, it was found that Nav1.7 and Nav1.3 currents were most significantly inhibited. J Physiol. 2013 Jul 1;591(13):3325-40
Dorsal root ganglion (DRG) neurons 200 μM To investigate the effect of sanshool on the electrical excitability of DRG neurons, it was found that sanshool completely inhibited AP firing in 35% of neurons and significantly reduced AP amplitude in another 29% of neurons. J Physiol. 2013 Jul 1;591(13):3325-40
HepG2 cells 2.5, 5, 10 μg/ml 24 hours HAS significantly increased glucose uptake and glycogen synthesis in GlcN-induced HepG2 cells and activated the PI3K/Akt pathway, increased GSK-3β phosphorylation, suppressed phosphorylation of glycogen synthase (GS), and increased glycogen synthesis in liver cells. Front Pharmacol. 2022 Dec 13;13:1089558
trigeminal ganglion neurons 100 μM To study the excitatory effects of sanshool on trigeminal ganglion neurons, finding that some neurons were excited by sanshool. J Neurosci. 2010 Mar 24;30(12):4353-61
dorsal root ganglion neurons 100 μM To study the excitatory effects of sanshool on dorsal root ganglion neurons, finding that 52% of neurons were excited by sanshool. J Neurosci. 2010 Mar 24;30(12):4353-61
intestinal myofibroblasts (InMyoFibs) 1 μmol/L Hydroxy-α-sanshool induced Ca2+ influx, antagonized by TRPA1-selective blocker HC-030031, indicating TRPA1 channel activation. World J Gastroenterol. 2018 Sep 21;24(35):4036-4053

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Kunming mice Insulin resistance model Intragastric administration 8 mg/kg·bw Once daily for 28 days To explore the hydroxy-alpha-sanshool (HAS) effects on the intestinal metabolites of insulin-resistant mice, the results showed that HAS intervention significantly decreased GSP, GHb, TG, and TC levels, improved gut microbiota and metabolite composition. Foods. 2022 Jul 10;11(14):2040
Mice TRPV1 TRPA1 double-knockout mice Oral 1 mM 3 hours per day for 7 days To investigate the behavioral effects of Hydroxy-α-sanshool in mice, it was found that double-knockout and wild-type mice showed the same aversion to Hydroxy-α-sanshool, indicating that TRPV1 and TRPA1 channels are not involved in its action Nat Neurosci. 2008 Jul;11(7):772-9
Mice TRPV1 knockout mice Brief-access taste test 500 μM and 1 mM 30 min testing periods To evaluate the aversive response to a-SOH, results showed that TRPV1 KO mice exhibited significantly reduced aversion to a-SOH Br J Pharmacol. 2009 Aug;157(8):1398-409
Kunming male mice High-fat and high-glucose diet-induced insulin resistance model Gavage High-dose group 12 mg/(kg·d·bw), medium-dose group 8 mg/(kg·d·bw), low-dose group 4 mg/(kg·d·bw) Daily administration for 28 days HAS significantly reduced fasting blood glucose, promoted insulin secretion, decreased levels of inflammatory factors, and improved hepatic steatosis. Mol Med. 2025 Feb 21;31(1):76
C57BL/6J mice DSS-induced ulcerative colitis model Gavage 2.5 mg/kg/d Once daily for 7 days Alleviate colitis symptoms, restore intestinal barrier function, and modulate gut microbiota Antioxidants (Basel). 2024 Jan 25;13(2):153
Mice Neurogenic inflammation model Topical application 50 mM (5 μL applied to the hindpaw) Single application, effects tested 30-60 minutes post-application To investigate the effect of sanshool on mechanical and thermal pain sensitivity, it was found that sanshool selectively attenuated mechanical hypersensitivity but had no effect on thermal sensitivity. J Physiol. 2013 Jul 1;591(13):3325-40
C57BL/6 J mice High-fat diet and streptozotocin (STZ)-induced type 2 diabetic mouse model Oral 1.25, 2.5, 5 mg/kg Once daily for 4 weeks HAS significantly reduced fasting blood glucose, alleviated pathological changes in the liver and pancreas, increased liver glycogen content, and improved hepatic insulin resistance and increased hepatic glycogen synthesis by activating the PI3K/Akt/GSK-3β/GS signaling pathway. Front Pharmacol. 2022 Dec 13;13:1089558
C57BL/6 mice Drinking water 1 mM 3 h every 24 h for 4-5 days To study the effects of sanshool on drinking behavior in mice, finding that sanshool significantly reduced water consumption. J Neurosci. 2010 Mar 24;30(12):4353-61
Sprague Dawley (SD) rats Oral administration 10 mg/kg Single dose To study the pharmacokinetic properties of HAS in rats, results showed that HAS was rapidly absorbed in rats with a Tmax of 0.75 h, Cmax of 1253 ng/mL, and T1/2 of 1.02 h. Toxics. 2024 Jan 24;12(2):100

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.80mL

0.76mL

0.38mL

18.98mL

3.80mL

1.90mL

37.97mL

7.59mL

3.80mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2
 

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