[6]-Gingerol - analytical standard, Moligand™, ≥98% , Activator of TRPA1, CAS No.23513-14-6, Activator of TRPA1

CAS: 23513-14-6 Cat. No.: G111261 Summenformel: C₁₇H₂₆O₄ Molekulargewicht: 294.39 EG-Nummer: 607-241-6

GRADE & PURITY Analytical standard, Moligand™, ≥98%

Synonyms

3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-(+)- | HMS1361D09 | (+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone | CCG-208214 | HY-14615 | [1-(4''-hydroxy-3''-methoxyphenyl)-5-hydroxy-3-decanone] | 925QK2Z900 | AKOS006222484

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Übersicht

Gingerol, a phenolic substance and a potent cardiotonic agent isolated from the rhizome of ginger, has been shown to stimulate the Ca2+-pumping activity of sarcoplasmic reticulum (SR) of rabbits in a concentration-dependent manner. It was noted that Gingerol specifically activated SERCA (Ca2+-ATPase of cardiac and skeletal SR). Additional research has shown Gingerol to inhibit platelet aggregation via suppression of thromboxane production. Gingerol blocked ATP release from platelets induced by adrenaline and adenosine 5-diphosphate and prevented secondary aggregation. It has been demonstrated that Gingerol contains antioxidant and antiinflammatory characteristics and could significantly inhibit 7,12-dimethylbenz[a]anthracene-induced skin papillomagenesis in mice. Furthermore, Gingerol has been noted as an agonist of the capsaicin-activated VR1 (vanilloid receptor) and in leukemia cell studies it has been shown to have apoptotic properties.

Specifications

Synonyme

3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-(+)- | HMS1361D09 | (+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone | CCG-208214 | HY-14615 | [1-(4''-hydroxy-3''-methoxyphenyl)-5-hydroxy-3-decanone] | 925QK2Z900 | AKOS006222484

Spezifikationen & Reinheit

analytical standard, Moligand™, ≥98%

Biochemische und physiologische Mechanismen

A bioactive compound with antioxidant activity found in ginger, which can be used as an anti-inflammatory and anti-tumor agent. 6-gingerol downregulates the release of pro-inflammatory cytokines through macrophages. It has been proven that it can block p3

Storage

Protected from light,Store at -20°C,Argon charged

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Analytischer Standard, Moligand™

Aktionsart

ACTIVATOR

Mechanismus der Wirkung

Activator of TRPA1

Hinweis

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Reinheit

≥98%

Namen und Kennungen

Pubchem Sid

528762158

Kanonisches Lächeln

CCCCCC(CC(=O)CCC1=CC(=C(C=C1)O)OC)O

IUPAC Name

(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one

InChIKey

NLDDIKRKFXEWBK-AWEZNQCLSA-N

INCHI

1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1

Isomere SMILES

CCCCC[C@@H](CC(=O)CCC1=CC(=C(C=C1)O)OC)O

WGK Deutschland

3

RTECS

HE0757000

UN-Nummer

2811

Molekulargewicht

294.39

Reaxy-Rn

2059333

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2059333&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Klasse Phenols
      • Subclass Methoxyphenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Klasse: Phenols
• Subclass: Methoxyphenols
• Intermediate Tree Nodes: Not available
• Direct Parent: Gingerols
• Alternative Parents: Fatty alcohols Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Beta-hydroxy ketones Secondary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Gingerol - Fatty alcohol - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Beta-hydroxy ketone - Fatty acyl - Ketone - Secondary alcohol - Ether - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Alcohol - Organooxygen compound - Aromatic homomonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as gingerols. These are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one.
• External Descriptors: Zingiber derived compounds

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

Zugehörige Ziele (menschlich)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (0 Activities)

Discover Target: TRPA1

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

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in ethanol, benzene, ether, chloroform, methanol (1 mg/ml), and DMSO. Insoluble in water.
• Empfindlichkeit: Light ＆ heat sensitive.
• Molekulargewicht: 294.400 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 294.183 Da
• Monoisotopic Mass: 294.183 Da
• Topological Polar Surface Area: 66.800 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 293.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1