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≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Hydroxy-α-sanshool is a transient receptor potential ankyrin 1 ( TRPA1 ) and TRP vanilloid 1 ( TRPV1 ) agonist with EC 50 s of 69 and 1.1 µM, respectively. Hydroxy-α-sanshool can be used for pain research
In Vitro
Hydroxy-α-sanshool (0-10 mM; 20 s) induces inward currents in cultured DRG neuron. Hydroxy-α-sanshool (1 mM; 0-1 min) increases intracellular Ca 2+ in cultured DRG neuron. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: Dorsal root ganglion (DRG) neurons Concentration: 0-10 mM Incubation Time: 20 s Result: Induced small but robust inward currents for DRG neuron with an EC 50 of 66.2 μM. Cell Viability AssayCell Line: Dorsal root ganglion (DRG) neurons Concentration: 1 mM Incubation Time: 0-1 min Result: Led to an intracellular Ca 2+ increase in the majority of DRG neurons tested (98 of 100).
In Vivo
Hydroxy-α-sanshool (intradermal injection; 4 mg per mouse; once) shows paw-licking response in wild-type and TRPV1-deficient mice. Hydroxy-α-sanshool (1 mM) is markedly aversive to WT mice, but in TRPV1 KO mice, the aversion is almost entirely eliminated (P<0.001) . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Wild-type and TRPV1-deficient miceDosage: 4 mg per mouse Administration: Intradermal injection; 4 mg per mouse; once Result: Reduced paw-licking response in TRPV1-deficient mice (160 times, P < 0.05). Showed paw-licking response in wild-type mice (mean 284.8 times) in 20 min.
Form:Viscous liquid
IC50& Target:Human Endogenous Metabolite
| Canonical Smiles | CC=CC=CC=CCCC=CC(=O)NCC(C)(C)O |
|---|---|
| IUPAC Name | (2E,6Z,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide |
| InChIKey | LHFKHAVGGJJQFF-UEOYEZOQSA-N |
| INCHI | 1S/C16H25NO2/c1-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(2,3)19/h4-9,12-13,19H,10-11,14H2,1-3H3,(H,17,18)/b5-4+,7-6+,9-8-,13-12+ |
| Isomeric SMILES | C/C=C/C=C/C=C\CC/C=C/C(=O)NCC(C)(C)O |
| Alternate CAS | 83883-10-7 |
| PubChem CID | 10084135 |
| Molecular Weight | 263.38 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty amides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | N-acyl amines |
| Alternative Parents | Tertiary alcohols Secondary carboxylic acid amides Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | N-acyl-amine - Tertiary alcohol - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as n-acyl amines. These are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. |
| External Descriptors | Not available |
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| Solubility | DMSO : 100 mg/mL (379.68 mM; Need ultrasonic) |
|---|---|
| Molecular Weight | 263.370 g/mol |
| XLogP3 | 2.800 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 8 |
| Exact Mass | 263.189 Da |
| Monoisotopic Mass | 263.189 Da |
| Topological Polar Surface Area | 49.300 Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 363.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 4 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 4 |
| Covalently-Bonded Unit Count | 1 |
| 1. Fengming Tan, Huan Li, Kai Zhang, Lulu Xu, Dahan Zhang, Yang Han, Jing Han. (2023) Sodium Alginate/Chitosan-Coated Liposomes for Oral Delivery of Hydroxy-α-Sanshool: In Vitro and In Vivo Evaluation. Pharmaceutics, 15 (7): (2010). [PMID:37514196] [10.3390/pharmaceutics15072010] |