Isorhamnetin

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Names

[ CAS No. ]:
480-19-3

[ Name ]:
Isorhamnetin

[Synonym ]:
3 4' 5 7-tetrahydroxy-3'-methoxy flavone
MFCD00017310
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
isorhamnetine
3,4',5,7-tetrahydroxy-3'-methoxyflavone
EINECS 207-545-5
3-methylquercetin
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
quercetin-3'-methyl ether
ISOHAMNETIN
3'-O-Methyl Quercetin
Isorhanetin
4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-
Isorhamnetin
3'-methylquercetin
iso-rhamnetin
3'-Methoxy-3,4',5,7-tetrahydroxyflavone
Isorhamnetol
3'-methoxykaempferol

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
599.4±50.0 °C at 760 mmHg

[ Melting Point ]:
307°C

[ Molecular Formula ]:
C16H12O7

[ Molecular Weight ]:
316.262

[ Flash Point ]:
227.8±23.6 °C

[ Exact Mass ]:
316.058289

[ PSA ]:
120.36000

[ LogP ]:
1.76

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.741

[ Storage condition ]:
2-8°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LK9275450
CHEMICAL NAME :
Flavone, 3,4',5,7-tetrahydroxy-3'-methoxy-
CAS REGISTRY NUMBER :
480-19-3
BEILSTEIN REFERENCE NO. :
0044723
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H12-O7
MOLECULAR WEIGHT :
316.28
WISWESSER LINE NOTATION :
T66 BO EVJ CR DQ CO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
11100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
1 mg/plate
REFERENCE :
JOPHDQ Journal of Pharmacobio-Dynamics. (Japan Pub. Trading Co. (USA), 1255 Howard St., San Francisco, CA 94103) V.1- 1978- Volume(issue)/page/year: 3,236,1980

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H351

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S22

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
LK9275450

Synthetic Route

Precursor & DownStream

Precursor

  • 3'-O-methyl-4',7-di-O-benzylquercetin
  • 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methoxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
  • Isorhamnetin 3-O-galactoside
  • Narcissoside
  • Isorhamnetin 3,7-O-diglucoside
  • isorhamnetin 3-rutinoside-7-rhamnoside
  • Rutin
  • BENZOYLOXYPHLORACETOPHENONE,OMEGA-(RG)
  • 3-(3-methoxy-4-(methoxymethoxy)phenyl)-1-(2,4,6-tris(methoxymethoxy)phenyl)prop-2-en-1-one

DownStream

  • Phloroglucinol
  • protocatechuic acid
  • Quercetin
  • Vanillic acid

Articles

Antiviral effect of methylated flavonol isorhamnetin against influenza.

PLoS ONE 10(3) , e0121610, (2015)

Influenza is an infectious respiratory disease with frequent seasonal epidemics that causes a high rate of mortality and morbidity in humans, poultry, and animals. Influenza is a serious economic conc...

Isorhamnetin protects against oxidative stress by activating Nrf2 and inducing the expression of its target genes.

Toxicol. Appl. Pharmacol. 274(2) , 293-301, (2014)

Isorhamentin is a 3'-O-methylated metabolite of quercetin, and has been reported to have anti-inflammatory and anti-proliferative effects. However, the effects of isorhamnetin on Nrf2 activation and o...

Effects of isorhamnetin on tyrosinase: inhibition kinetics and computational simulation.

Biosci. Biotechnol. Biochem. 76(6) , 1091-7, (2012)

We studied the inhibitory effects of isorhamnetin on mushroom tyrosinase by inhibition kinetics and computational simulation. Isorhamnetin reversibly inhibited tyrosinase in a mixed-type manner at Ki=...


More Articles


Related Compounds

  • 3-GlucosylisorhaMnetin
  • isorhamnetin diglucoside
  • isorhamnetin 3-glucoside
  • Isorhamnetin 7-rhamnoside
  • isorhamnetin 3-rutinoside
  • isorhamnetin tetraacetate
  • (R)-Tert-butyl 2-(4-(4-chlorophenyl)thiazol-2-YL)piperidine-1-carboxylate
  • 2-(6-nitropyridin-3-yl)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine
  • 4-(5-Amino-1H-pyrazol-1-yl)-1lambda6-thiane-1,1-dione
  • 4-[(Acetyl-methyl-amino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester
  • 4-(Cyclopropylamino)tetrahydro-2H-thiopyran-4-carbonitrile 1,1-dioxide
  • 2-methyl-4,5,6,7-tetrahydro-1H-indol-4-ol
  • tert-butyl N-[(1R)-1-(5-bromo-3-fluoropyridin-2-yl)ethyl]carbamate
  • 3-Amino-5-phenylpyrrolidin-2-one
  • 8-Fluoro-2,3-dihydro-1,4-benzodioxin-6-ol
  • 8-Bromo-7-fluorodibenzo[B,F][1,4]oxazepine
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