Daphnetin

Modify Date: 2024-01-02 16:27:10

Daphnetin Structure
Daphnetin structure
Common Name Daphnetin
CAS Number 486-35-1 Molecular Weight 178.14
Density 1.6±0.1 g/cm3 Boiling Point 430.4±45.0 °C at 760 mmHg
Molecular Formula C9H6O4 Melting Point 265-268°C (dec.)
MSDS Chinese USA Flash Point 184.5±22.2 °C

 Use of Daphnetin


Daphnetin (7,8-dihydroxycoumarin), one coumarin derivative isolated from plants of the Genus Daphne, is a protein kinase inhibitor, with IC50s of 7.67 μM, 9.33 μM and 25.01 μM for EGFR, PKA and PKC in vitro, respectively[1][2]. Daphnetin (7,8-dihydroxycoumarin) is a secondary metabolite of plants used in folk medicine to counter inflammatory and allergic diseases, also has been clinically used in the treatment of coagulation disorders, rheumatoid arthritis with anti-malarian and anti-pyretic properties[3].

 Names

Name 7,8-dihydroxycoumarin
Synonym More Synonyms

 Daphnetin Biological Activity

Description Daphnetin (7,8-dihydroxycoumarin), one coumarin derivative isolated from plants of the Genus Daphne, is a protein kinase inhibitor, with IC50s of 7.67 μM, 9.33 μM and 25.01 μM for EGFR, PKA and PKC in vitro, respectively[1][2]. Daphnetin (7,8-dihydroxycoumarin) is a secondary metabolite of plants used in folk medicine to counter inflammatory and allergic diseases, also has been clinically used in the treatment of coagulation disorders, rheumatoid arthritis with anti-malarian and anti-pyretic properties[3].
Related Catalog
Target

EGFR:7.67 μM (IC50)

PKA:9.33 μM (IC50)

PKC:25.01 μM (IC50)

References

[1]. Yang EB, et al. Daphnetin, one of coumarin derivatives, is a protein kinase inhibitor. Biochem Biophys Res Commun. 1999 Jul 14;260(3):682-5.

[2]. Lv H, et al. Daphnetin-mediated Nrf2 antioxidant signaling pathways ameliorate tert-butyl hydroperoxide (t-BHP)-induced mitochondrial dysfunction and cell death. Free Radic Biol Med. 2017 May;106:38-52.

[3]. Jiménez-Orozco FA, et al. Differential effects of esculetin and daphnetin on in vitro cell proliferation and in vivo estrogenicity. Eur J Pharmacol. 2011 Oct 1;668(1-2):35-41.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 430.4±45.0 °C at 760 mmHg
Melting Point 265-268°C (dec.)
Molecular Formula C9H6O4
Molecular Weight 178.14
Flash Point 184.5±22.2 °C
Exact Mass 178.026611
PSA 70.67000
LogP 0.77
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.689

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GN6382600
CHEMICAL NAME :
Coumarin, 7,8-dihydroxy-
CAS REGISTRY NUMBER :
486-35-1
BEILSTEIN REFERENCE NO. :
0009372
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C9-H6-O4
MOLECULAR WEIGHT :
178.15

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 :
5370 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YHTPAD Yaoxue Tongbao. Bulletin of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.13-23, 1978-88. For publisher information, see ZYZAEU. Volume(issue)/page/year: 22,87,1987
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
429 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YHTPAD Yaoxue Tongbao. Bulletin of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.13-23, 1978-88. For publisher information, see ZYZAEU. Volume(issue)/page/year: 22,87,1987
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
375 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YHTPAD Yaoxue Tongbao. Bulletin of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.13-23, 1978-88. For publisher information, see ZYZAEU. Volume(issue)/page/year: 22,87,1987

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R25
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS GN6382600
HS Code 2942000000

 Synthetic Route

 Customs

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

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 Synonyms

Daphnetin
7,8-Dihydroxychromen-2-one
7,8-Dihydroxycoumarin
7,8-dihydroxy-coumarin
2H-1-Benzopyran-2-one, 7,8-dihydroxy-
EINECS 207-632-8
7,8-Dihydroxy-2H-chromen-2-one
7,8-Dihydroxy-2H-1-benzopyran-2-one
MFCD00016977
TCMDC-125839
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