6,7-Dihydroxycoumarin

Names

[ CAS No. ]:
305-01-1

[ Name ]:
6,7-Dihydroxycoumarin

[Synonym ]:
Aesculetin
Cryptotanshinone
ESCULETOL
CICHERINGENIN
Cichorigenin
Asculetine
Esculatin
6,7-Dihydroxycoumarin
Esculin aglycon
6,7-Dihydroxy-2H-chromen-2-one
esculetin
2H-1-Benzopyran-2-one, 6,7-dihydroxy-
6,7-dihydroxy-2H-1-benzopyran-2-one
Coumarin, 6,7-dihydroxy-
MFCD00006874
EINECS 206-161-5

Biological Activity

[Description]:

Esculetin is an active ingredient extracted mainly from the bark of Fraxinus rhynchophylla. Esculetin inhibits platelet-derived growth factor (PDGF)-induced airway smooth muscle cells (ASMCs) phenotype switching through inhibition of PI3K/Akt pathway. Esculetin has antioxidant, antiinflammatory, and antitumor activities[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> PI3K/Akt/mTOR >> PI3K

Signaling Pathways >> PI3K/Akt/mTOR >> Akt

[Target]

PI3K

Akt

[References]

[1]. Xie C, et al. Esculetin regulates the phenotype switching of airway smooth muscle cells. Phytother Res. 2019 Aug 21.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
469.7±45.0 °C at 760 mmHg

[ Melting Point ]:
271-273 °C(lit.)

[ Molecular Formula ]:
C₉H₆O₄

[ Molecular Weight ]:
178.141

[ Flash Point ]:
201.5±22.2 °C

[ Exact Mass ]:
178.026611

[ PSA ]:
70.67000

[ LogP ]:
0.98

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.689

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
slightly soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GN6382500

CHEMICAL NAME :: Coumarin, 6,7-dihydroxy-

CAS REGISTRY NUMBER :: 305-01-1

BEILSTEIN REFERENCE NO. :: 0152788

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

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 :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1500 mg/kg

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

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 64,714,1968

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
GN6382500

[ Packaging Group ]:
I; II; III

[ HS Code ]:
2932209090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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

Coumarins as new matrices for matrix-assisted laser-desorption/ionization Fourier transform ion cyclotron resonance mass spectrometric analysis of hydrophobic compounds.

Anal. Chim. Acta 882 , 49-57, (2015)

Hydrophobic compounds with hydroxyl, aldehyde or ketone groups are generally difficult to detect using matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS), because these compounds...

The influence of chronic eicosanoid biosynthesis inhibition on life history of the greater waxmoth, Galleria mellonella and its ectoparasitoid, Bracon hebetor.

J. Insect Physiol. 57(4) , 501-7, (2011)

Eicosanoids are oxygenated metabolites of three C20 polyunsaturated fatty acids, mainly arachidonic acid (AA; 20:4n-6), but also 20:3n-6 and 20:5n-3. Aside from their importance in biomedicine, eicosa...

Zinc oxide nanoparticles induce lipoxygenase-mediated apoptosis and necrosis in human neuroblastoma SH-SY5Y cells.

Neurochem. Int. 90 , 204-14, (2015)

Zinc oxide nanoparticles (ZnO NPs) are known to induce oxidative stress and modulate an inflammatory process in various cell types. Although the cytotoxic effects of ZnO NPs in various cell types have...