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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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H646722-5mg
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5mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$295.90
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H646722-10mg
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10mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$480.90
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Alkaloids Other Alkaloids
| Synonyms | Hydroxy-?a-?sanshool | AC-34644 | SCHEMBL1031361 | NSC795966 | NSC-795966 | DTXSID20700212 | (2E,6Z,8E,10E)-N-(2-HYDROXY-2-METHYLPROPYL)DODECA-2,6,8,10-TETRAENAMIDE | MS-23715 | AKOS016001468 | C16H25NO2 | HY-N6825 | E80694 | 2E6Z8E10E-N-(2-hydroxy-2-meth |
|---|---|
| Specifications & Purity | ≥99% |
| Biochemical and Physiological Mechanisms | 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. |
| Storage Temp | Protected from light,Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
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 |
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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| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| IUPAC Name | (2E,6Z,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide |
|---|---|
| INCHI | 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+ |
| InChIKey | LHFKHAVGGJJQFF-UEOYEZOQSA-N |
| Smiles | CC=CC=CC=CCCC=CC(=O)NCC(C)(C)O |
| 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 |
| 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). |