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

CAS: 83883-10-7 Cat. No.: H646722 분자식: C₁₆H₂₅NO₂ 분자량: 263.38 PubChem CID: 10084135

GRADE & PURITY ≥99%

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

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

개요

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

Specifications

동의어

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

사양 및 순도

≥99%

생화학 및 생리적 메커니즘

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.

보관 조건

Protected from light,Store at -20°C

배송

Ice chest + Ice pads

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작업 유형

AGONIST

순수함

≥99%

이름과 식별자

• 정식 스마일: 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+
• 이성체 SMILES: C/C=C/C=C/C=C\CC/C=C/C(=O)NCC(C)(C)O
• 대체 CAS: 83883-10-7
• PubChem CID: 10084135
• 분자량: 263.38

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • 분류 Fatty Acyls
      • Subclass Fatty amides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• 분류: 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
• 설명: 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

관련 대상(인간)

CNR2 Tchem Cannabinoid receptor 2 (1 Activities)

Discover Target: CNR2

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)

Discover Target: TRPV1

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)

Discover Target: TRPA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

Discover Target: CNR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CNR2 Tchem Cannabinoid CB2 receptor (16942 Activities)

Discover Target: CNR2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TRPV1 Tclin Vanilloid receptor (8273 Activities)

Discover Target: TRPV1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

작용 메커니즘

화학 및 물리적 특성

• 용해성: DMSO : 100 mg/mL (379.68 mM; Need ultrasonic)
• 분자량: 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

참고 문헌

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]

자주 묻는 질문

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 83883-10-7, the molecular formula is C16H25NO2, and the molecular weight is 263.38 g/mol. InChIKey LHFKHAVGGJJQFF-UEOYEZOQSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.