Methylsticin

Modify Date: 2024-01-02 23:23:03

Methylsticin Structure
Methylsticin structure
Common Name Methylsticin
CAS Number 495-85-2 Molecular Weight 274.269
Density 1.3±0.1 g/cm3 Boiling Point 496.5±45.0 °C at 760 mmHg
Molecular Formula C15H14O5 Melting Point 139-140.5ºC
MSDS USA Flash Point 223.9±28.8 °C

 Use of Methylsticin


Methylsticin is a kavalactone isolated from the kava roots. Methylsticin exhibit osteoclast formation inhibitory activity[1].

 Names

Name (2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one
Synonym More Synonyms

 Methylsticin Biological Activity

Description Methylsticin is a kavalactone isolated from the kava roots. Methylsticin exhibit osteoclast formation inhibitory activity[1].
Related Catalog
References

[1]. Shoujun Chen, et al. Methods of inhibiting osteoclast activity. US20030229137A1.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 496.5±45.0 °C at 760 mmHg
Melting Point 139-140.5ºC
Molecular Formula C15H14O5
Molecular Weight 274.269
Flash Point 223.9±28.8 °C
Exact Mass 274.084137
PSA 53.99000
LogP 1.81
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.597
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UQ0517000
CHEMICAL NAME :
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(3,4-(methylenedioxy)styryl)- , (R)-
CAS REGISTRY NUMBER :
495-85-2
BEILSTEIN REFERENCE NO. :
0091701
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C15-H14-O5
MOLECULAR WEIGHT :
274.29
WISWESSER LINE NOTATION :
T56 BO DO CHJ G1U1- FT6OV CUTJ DO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
530 mg/kg
TOXIC EFFECTS :
Behavioral - anticonvulsant
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 177,261,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
49 mg/kg
TOXIC EFFECTS :
Behavioral - anticonvulsant
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 177,261,1969

 Safety Information

RIDADR NONH for all modes of transport

 Synthetic Route

~58%

Methylsticin Structure

Methylsticin

CAS#:495-85-2

Literature: Soldi, Cristian; Moro, Angelica V.; Pizzolatti, Moacir G.; Correia, Carlos R. D. European Journal of Organic Chemistry, 2012 , # 19 p. 3607 - 3616

~42%

Methylsticin Structure

Methylsticin

CAS#:495-85-2

Literature: Amaral, Patricia A.; Gouault, Nicolas; Roch, Myriam Le; Eifler-Lima, Vera L.; David, Michele Tetrahedron Letters, 2008 , vol. 49, # 47 p. 6607 - 6609

~%

Methylsticin Structure

Methylsticin

CAS#:495-85-2

Literature: Soldi, Cristian; Moro, Angelica V.; Pizzolatti, Moacir G.; Correia, Carlos R. D. European Journal of Organic Chemistry, 2012 , # 19 p. 3607 - 3616

~%

Methylsticin Structure

Methylsticin

CAS#:495-85-2

Literature: Ali Shaik, Ahmad; Tan, Jonathan; Lue, Junxuan; Xing, Chengguo Arkivoc, 2012 , vol. 2012, # 8 p. 137 - 145

~%

Methylsticin Structure

Methylsticin

CAS#:495-85-2

Literature: Ali Shaik, Ahmad; Tan, Jonathan; Lue, Junxuan; Xing, Chengguo Arkivoc, 2012 , vol. 2012, # 8 p. 137 - 145

~%

Methylsticin Structure

Methylsticin

CAS#:495-85-2

Literature: Klohs et al. Journal of Organic Chemistry, 1959 , vol. 24, p. 1829

 Articles24

More Articles
Fatal kavalactone intoxication by suicidal intravenous injection.

Forensic Sci. Int. 249 , e7-11, (2015)

Kavalactones are a group of compounds found in kava, a beverage or extract prepared from the rhizome of the kava plant (Piper methysticum). Traditionally kava extracts have been used for their anxioly...

Influence of genuine kavapyrone enantiomers on the GABA-A binding site.

Planta Med. 64(6) , 504-6, (1998)

The influence of kavapyrones from Piper methysticum Forst. on the GABAA receptor was demonstrated using radioreceptor assays. Both the dienolide yangonin and the genuine enolide enantiomers (+)-kavain...

Interaction of various Piper methysticum cultivars with CNS receptors in vitro.

Planta Med. 67(4) , 306-11, (2001)

Methanolic leaf and root extracts of the Hawaiian kava (Piper methysticum Forst.) cultivars, Mahakea, Nene, Purple Moi and PNG, were tested on binding affinities to CNS receptors including GABAA (GABA...

 Synonyms

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