CAS 486-35-1|Daphnetin
| 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 | ChineseUSA | Flash Point | 184.5±22.2 °C |
Names
| Name | 7,8-dihydroxycoumarin |
|---|---|
| Synonym | More Synonyms |
Daphnetin BiologicalActivity
| 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 | Signaling Pathways >>Epigenetics >>PKCSignaling Pathways >>JAK/STAT Signaling >>EGFRSignaling Pathways >>Protein Tyrosine Kinase/RTK >>PKASignaling Pathways >>Protein Tyrosine Kinase/RTK >>EGFRSignaling Pathways >>Stem Cell/Wnt >>PKAResearch Areas >>Inflammation/ImmunologySignaling Pathways >>TGF-beta/Smad >>PKC |
| 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 |
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 |
Customs
| HS Code | 2932209090 |
|---|---|
| Summary | 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles39
More Articles| Chemical genetics reveals a complex functional ground state of neural stem cells. Nat. Chem. Biol. 3(5) , 268-273, (2007) The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain canc... | |
| Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nat. Chem. Biol. 5 , 765-71, (2009) Studies of gene function and molecular mechanisms in Plasmodium falciparum are hampered by difficulties in characterizing and measuring phenotypic differences between individual parasites. We screened... | |
| Thousands of chemical starting points for antimalarial lead identification. Nature 465 , 305-10, (2010) Malaria is a devastating infection caused by protozoa of the genus Plasmodium. Drug resistance is widespread, no new chemical class of antimalarials has been introduced into clinical practice since 19... |
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 |
