Osthole

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Names

[ CAS No. ]:
484-12-8

[ Name ]:
Osthole

[Synonym ]:
Ostol
7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-1-benzopyran-2-one
MFCD00076049
Cnidium Monnieri Extract
DaMiana Extract
7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one
7-Methoxy-8-isopentenylcoumarin
7-Methoxy-8-(3-methyl-2-butenyl)coumarin
Osthol/Osthole
7-Methoxy-8-(3-methyl-2-buten-1-yl)-2H-chromen-2-one
7-methoxy-8-(3-methylbut-2-enyl)-2H-chromen-2-one
7-methoxy-8-(3-methyl-2-buten-1-yl)-2H-1-benzopyran-2-one
Ostole
2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-buten-1-yl)-
7-methoxy-8-isopentenoxycoumarin
2H-1-Benzopyran-2-one, 7-methoxy-8- (3-methyl-2-butenyl)-
7-Methoxy-8-(3-Methyl-But-2-Enyl)-Chromen-2-One
Chuanxiongzine
Osthole
7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one
Coumarin, 7-methoxy-8- (3-methyl-2-butenyl)-
OSTHOL
Cnidium
7-Methoxy-8-(3-methyl-2-butenyl)coumarin,7-Methoxy-8-isopentenylcoumarin,Osthol
7-Méthoxy-8-(3-méthyl-2-butèn-1-yl)-2H-chromén-2-one

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
396.7±42.0 °C at 760 mmHg

[ Melting Point ]:
83-84°C

[ Molecular Formula ]:
C₁₅H₁₆O₃

[ Molecular Weight ]:
244.286

[ Flash Point ]:
167.6±22.5 °C

[ Exact Mass ]:
244.109940

[ PSA ]:
39.44000

[ LogP ]:
3.87

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.557

[ Storage condition ]:
room temp

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GN7700000

CHEMICAL NAME :: Coumarin, 7-methoxy-8-(3-methyl-2-butenyl)-

CAS REGISTRY NUMBER :: 484-12-8

LAST UPDATED :: 199803

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C15-H16-O3

MOLECULAR WEIGHT :: 244.31

WISWESSER LINE NOTATION :: T66 BOVJ IO1 J2UY1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2905 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: IJMRAQ Indian Journal of Medical Research. (Indian Council of Medical Research, Ansari Nagar, New Delhi 110 029, India) V.1- 1913- Volume(issue)/page/year: 55,241,1967

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 600 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: IJMRAQ Indian Journal of Medical Research. (Indian Council of Medical Research, Ansari Nagar, New Delhi 110 029, India) V.1- 1913- Volume(issue)/page/year: 55,241,1967

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 190 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: IJMRAQ Indian Journal of Medical Research. (Indian Council of Medical Research, Ansari Nagar, New Delhi 110 029, India) V.1- 1913- Volume(issue)/page/year: 55,241,1967

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 16 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 11,331,1977

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >40 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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: 150,425,1964

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >70 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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: 138,400,1962

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 25 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation 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: 138,400,1962

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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: 150,425,1964

Safety Information

[ Hazard Codes ]:
Xi,Xn

[ Risk Phrases ]:
R36/37/38:Irritating to eyes, respiratory system and skin . R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .

[ Safety Phrases ]:
S26-S36/37-S36/37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
GN7700000

[ HS Code ]:
29081000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

8-allyl-7-methyloxycoumarin
3-CHLORO-3-METHYL-1-BUTENE
8-iodo-7-methoxychromen-2-one
prenyltributyltin
7-Hydroxycoumarine
7-hydroxy-8-prop-2-enylchromen-2-one
2H-1-Benzopyran-2-one,7-(2-propen-1-yloxy)-
(Ethoxycarbonylmethyl)triphenylphosphonium chloride
Triphenylphosphine
2-hydroxy-4-methoxy-3-(3-methyl-2-butenyl)benzaldehyde

DownStream

Murraol
Dihydroseselin
2'E-3'-formaldehydylosthole
Micromarin F
3-[2,4-dimethoxy-3-(3-methylbut-2-enyl)phenyl]prop-2-enoic acid
Osthenol
8-(2-hydroxy-3-methylbut-3-enyl)-7-methoxychromen-2-one

Customs

[ HS Code ]: 2932209090

[ Summary ]:
2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

[Effect of osthole on bone metabolism in rat femoral tissues in vitro].

Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 35(5) , 561-6, (2013)

To investigate the effect of osthole on bone metabolism in rat femoral tissues in vitro.The rat femoral tissues were isolated in vitro. The optimal concentrations of ostehole (1×10(-5) mol/L) and estr...

Osthole attenuates spinal cord ischemia–reperfusion injury through mitochondrial biogenesis–independent inhibition of mitochondrial dysfunction in rats

J. Surg. Res. 185(2) , 805-14, (2013)

Background Osthole, the main bioactive compounds isolated from the traditional Chinese medical herb broad Cnidium monnieri (L.) cusson, has been shown to exert spectrum of pharmacologic activities. Th...

Osthole activates glucose uptake but blocks full activation in L929 fibroblast cells, and inhibits uptake in HCLE cells

Life Sci. 102(2) , 105-10, (2014)

Aims Osthole, a coumarin derivative, has been used in Chinese medicine and studies have suggested a potential use in treatment of diabetes and cancers. Therefore, we investigated the effects of osthol...