CAS 495-85-2

(+)-Methysticin

Description:

(+)-Methysticin is a naturally occurring compound classified as a flavonoid, specifically a methysticin derivative, primarily found in the plant species *Piper methysticum*, commonly known as kava. This compound is known for its psychoactive properties and has been traditionally used in various cultures for its calming and anxiolytic effects. Chemically, it features a complex structure that includes a chromone backbone, contributing to its biological activity. (+)-Methysticin exhibits antioxidant properties and has been studied for its potential therapeutic effects, including anti-inflammatory and neuroprotective activities. The compound is typically characterized by its solubility in organic solvents and limited solubility in water. Its pharmacological profile suggests that it may interact with neurotransmitter systems, although further research is necessary to fully elucidate its mechanisms of action and potential health benefits. As with many natural products, the safety and efficacy of (+)-Methysticin in therapeutic applications require careful consideration and further investigation.

Formula: C₁₅H₁₄O₅

InChI: InChI=1S/C15H14O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h2-6,8,11H,7,9H2,1H3/b4-2+/t11-/m0/s1

InChI key: InChIKey=GTEXBOVBADJOQH-FWEMWIAWSA-N

SMILES: C(=C/[C@H]1CC(OC)=CC(=O)O1)\C=2C=C3C(=CC2)OCO3

Synonyms:

• (+)-Methysticin
• (6R)-6-[(1E)-2-(1,3-Benzodioxol-5-yl)ethenyl]-5,6-dihydro-4-methoxy-2H-pyran-2-one
• (6R)-6-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one
• (6R)-6-[(E)-2-(1,3-benzodioxol-5-yl)vinyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one
• 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-[3,4-(methylenedioxy)styryl]-, (R)-
• 2H-Pyran-2-one, 6-[(1E)-2-(1,3-benzodioxol-5-yl)ethenyl]-5,6-dihydro-4-methoxy-, (6R)-
• 2H-Pyran-2-one, 6-[2-(1,3-benzodioxol-5-yl)ethenyl]-5,6-dihydro-4-methoxy-, [R-(E)]-
• 2H-pyran-2-one, 6-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-5,6-dihydro-4-methoxy-, (6R)-
• 4-Methoxy-6-[b-(3',4'-methylenedioxyphenyl)vinyl]-5,6-dihydro-a-pyrone
• 5-Hydroxy-3-methoxy-7-[3,4-(methylenedioxy)phenyl]-2,6-heptadienoic Acid d-Lactone
• 6-(3',4'-Methylenedioxystyryl)-4-methoxy-5,6-dihydro-2H-pyran-2-one
• Kavahin
• Kavatin
• Methylsticin
• NSC 112158
• [R-(E)]-6-[2-(1,3-Benzodioxol-5-yl)ethenyl]-5,6-dihydro-4-methoxy-2H-pyran-2-one

Methylsticin

CAS: 495-85-2

Methylsticin

Formula: C₁₅H₁₄O₅

Purity: ≥98%

Molecular weight: 274.272

Ref: 54-BUP03119

Methysticin

CAS: 495-85-2

Formula: C₁₅H₁₄O₅

Molecular weight: 274.27

Ref: 7W-GY0145

Methylsticin

CAS: 495-85-2

Formula: C₁₅H₁₄O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 274.2687

Ref: IN-DA00DA4R

Methysticin

CAS: 495-85-2

Formula: C₁₅H₁₄O₅

Purity: 95%~99%

Molecular weight: 274.272

Ref: BP-BP0945

Methylsticin (Standard)

CAS: 495-85-2

Methylsticin (Standard) is a reference standard for research and analysis in studies involving Methylsticin. Methysticin is a kavalactone isolated from the kava roots. Methylsticin (Methysticin) exhibit osteoclast formation inhibitory activity. It inhibits activation of NF-χB in lung adenocarcinoma tissue, activates Nrf2 in neurons and astroglia, decreases peak amplitude of voltage-gated Na+ channels in hippocampal neurons, and suppresses growth of Fusarium, Trichoderma, and Colletotrichum.

Formula: C₁₅H₁₄O₅

Molecular weight: 274.2687

Ref: TM-TMSM-2511

Kavatin

Controlled Product

CAS: 495-85-2

Applications A lactone isolated from the Kava plant (Piper methysticum). The active constituents of Kava are a group of approx. 18 compounds collectively referred to as kavalactones or kava pyrones. One of the active components of the intoxicating beverage Kava from the Pacific Islands.
References Keledjian, J., et al.: J. Pharm. Sci., 77, 1003 (1988), Clouatre, D., et al.: Toxicol. Lett., 150, 85 (2004), Mathews, J., et al.: Drug Metab. Dispos., 33, 1555 (2005), Clayton, N., et al.: Exp. Toxicol. Pathol., 58, 223 (2007),

Formula: C₁₅H₁₄O₅

Color and Shape: Neat

Molecular weight: 274.27

Ref: TR-K145500

Methylsticin

CAS: 495-85-2

Methysticin, a kavalactone from kava roots, inhibits osteoclasts, NF-χB, stimulates Nrf2, reduces Na+ channel peaks, and hinders fungal growth.

Formula: C₁₅H₁₄O₅

Purity: 99.27% - 99.37%

Color and Shape: White Powder

Molecular weight: 274.2687

Ref: TM-TN2347

Methysticin

CAS: 495-85-2

Formula: C₁₅H₁₄O₅

Molecular weight: 274.27

Ref: 4Z-M-236002

Methysticin

CAS: 495-85-2

Lactone

Formula: C₁₅H₁₄O₅

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 274.27

Ref: 5G-89250

Methysticin

CAS: 495-85-2

Methysticin is one of the major kavalactones found in the roots of the kava plant, which is scientifically known as *Piper methysticum*. This compound is derived from the rhizomes of the South Pacific plant, where it exists alongside other kavalactones that collectively contribute to the plant’s bioactive profile. Methysticin's primary mode of action is believed to involve modulation of neurotransmitter systems, particularly through interactions with GABAergic pathways, leading to its anxiolytic and sedative effects.

Formula: C₁₅H₁₄O₅

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 274.27 g/mol

Ref: 3D-FM69761

Methysticin

CAS: 495-85-2

Formula: C₁₅H₁₄O₅

Molecular weight: 274.27

Ref: BE-RMT12512