Dihydrokavain

Modify Date: 2024-01-02 21:39:45

Dihydrokavain Structure
Dihydrokavain structure
Common Name Dihydrokavain
CAS Number 587-63-3 Molecular Weight 232.275
Density 1.1±0.1 g/cm3 Boiling Point 413.6±45.0 °C at 760 mmHg
Molecular Formula C14H16O3 Melting Point 56-60ºC
MSDS Chinese USA Flash Point 175.6±23.3 °C

 Use of Dihydrokavain


Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.

 Names

Name (S)-(+)-7,8-Dihydrokavain
Synonym More Synonyms

 Dihydrokavain Biological Activity

Description Dihydrokavain is one of the six major kavalactones found in the kava plant; appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.
Related Catalog
References

[1]. Feltenstein MW, et al. Anxiolytic properties of Piper methysticum extract samples and fractions in the chick social-separation-stress procedure. Phytother Res. 2003 Mar;17(3):210-6.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 413.6±45.0 °C at 760 mmHg
Melting Point 56-60ºC
Molecular Formula C14H16O3
Molecular Weight 232.275
Flash Point 175.6±23.3 °C
Exact Mass 232.109940
PSA 35.53000
LogP 1.95
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.544
Storage condition -20℃

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UQ0517700
CHEMICAL NAME :
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-phenethyl-
CAS REGISTRY NUMBER :
587-63-3
LAST UPDATED :
199206
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C14-H16-O3
MOLECULAR WEIGHT :
232.30
WISWESSER LINE NOTATION :
T6OV CUTJ DO1 F1U1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
920 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - ataxia Lungs, Thorax, or Respiration - other changes
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: 138,505,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
325 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - ataxia Lungs, Thorax, or Respiration - other changes
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: 138,505,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
53 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 :
Intraperitoneal
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>200 mg/kg
TOXIC EFFECTS :
Behavioral - muscle weakness Behavioral - muscle contraction or spasticity Gastrointestinal - nausea or vomiting
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: 138,505,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
>250 mg/kg
TOXIC EFFECTS :
Behavioral - muscle weakness Behavioral - muscle contraction or spasticity Gastrointestinal - nausea or vomiting
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: 138,505,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
350 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - other changes
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: 138,505,1962

 Safety Information

RIDADR NONH for all modes of transport

 Synthetic Route

 Articles11

More Articles
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...

Determination of six kavalactones in dietary supplements and selected functional foods containing Piper methysticum by isocratic liquid chromatography with internal standard.

J. AOAC Int. 88(1) , 16-25, (2005)

Kava (Piper methysticum) dietary products have been sold worldwide for treatment of nervous anxiety, tension, and restlessness. Recent reports showed potential association of kava usage and liver inju...

Glial dysfunction in the mouse habenula causes depressive-like behaviors and sleep disturbance.

J. Neurosci. 34(49) , 16273-85, (2014)

The lateral habenula (LHb) regulates the activity of monoaminergic neurons in the brainstem. This area has recently attracted a surge of interest in psychiatry because studies have reported the pathol...

 Synonyms

2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(2-phenylethyl)-
4-Methoxy-6-(2-phenylethyl)-5,6-dihydro-2H-pyran-2-one
Dihydrokavain
dihydrokawain
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6- (2-phenylethyl)-, (S)-
(6S)-4-Methoxy-6-(2-phenylethyl)-5,6-dihydro-2H-pyran-2-one
5,6-Dihydro-4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one
2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(2-phenylethyl)-, (6S)-
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