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Fraxetin

Fraxetin structure

CAS No:
574-84-5
Formula:
C10H8O5
Chemical Name:
Fraxetin
Synonyms:
2H-1-Benzopyran-2-one,7,8-dihydroxy-6-methoxy-;Coumarin,7,8-dihydroxy-6-methoxy-;Fraxetin;7,8-Dihydroxy-6-methoxy-2H-1-benzopyran-2-one;7,8-Dihydroxy-6-methoxycoumarin;Fraxetol;6-Methoxy-7,8-dihydroxycoumarin;Fratexin
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

Description

Fraxetin is isolated from Cortex Fraxini. Fraxetin has antitumor, anti-oxidation effects and anti-inflammory effects. Fraxetin induces apoptosis[1].

Fraxetin is a hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups. It has a role as an Arabidopsis thaliana metabolite, an antimicrobial agent, an apoptosis inhibitor, an apoptosis inducer, an antioxidant, an anti-inflammatory agent, a hepatoprotective agent, an antibacterial agent and a hypoglycemic agent. It is a hydroxycoumarin and an aromatic ether.

Fraxetin Basic Attributes

Molecular Weight：

208.17

Exact Mass：

208.17

EC Number：

209-376-2

UNII：

CD3GD44O3K

DSSTox ID：

DTXSID00205992

HScode：

2932209090

Characteristics

PSA：

XLogP3：

1.2

Appearance：

Light yellow crystalline flakes

Density：

1.5±0.1 g/cm3

Melting Point：

231 °C

Boiling Point：

472ºC at 760mmHg

Flash Point：

196.0±22.2 °C

Refractive Index：

1.648

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

20/21/22-36/37/38

safety instructions：

26-36

Marks：

Precautionary statement(s)：

P261-P280-P305 + P351 + P338

Hazard Statements：

H302 + H312 + H332-H315-H319-H335

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Metabolism/Metabolites：

Fraxetin has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(8-hydroxy-6-methoxy-2-oxochromen-7-yl)oxyoxane-2-carboxylic acid.

MeSH Entry Terms：

6-methoxy-7,8-dihydroxycoumarin

Computed Properties

Molecular Weight:208.17
XLogP3:1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:208.03717335
Monoisotopic Mass:208.03717335
Topological Polar Surface Area:76
Heavy Atom Count:15
Complexity:288
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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