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Hydroxy-α-sanshool - 99%, high purity , CAS No.83883-10-7

    Grade & Purity:
  • ≥99%
In stock
Item Number
H646722
Grouped product items
SKU Size
Availability
Price Qty
H646722-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$295.90
H646722-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$480.90

Alkaloids Other Alkaloids

Basic Description

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

Taxonomic Classification

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

Associated Targets(Human)

CNR2 Tchem Cannabinoid receptor 2 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TRPV1 Tclin Transient receptor potential cation channel subfamily V member 1 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CNR2 Tchem Cannabinoid CB2 receptor (16942 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TRPV1 Tclin Vanilloid receptor (8273 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

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

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

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

Citations of This Product

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). 

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