Imperatorin

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Names

[ CAS No. ]:
482-44-0

[ Name ]:
Imperatorin

[Synonym ]:
Pentosalen
Imperatorin
Enoxypsoralen
MFCD00016881
7H-Furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-buten-1-yl)oxy]-
MARMELOSIN
AMMIDIN
9-[(3-Methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
Marmelide
8-ISOAMYLEN
9-[(3-Methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g]chromen-7-on
EINECS 207-581-1

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
448.3±45.0 °C at 760 mmHg

[ Melting Point ]:
98-100ºC

[ Molecular Formula ]:
C16H14O4

[ Molecular Weight ]:
270.280

[ Flash Point ]:
224.9±28.7 °C

[ Exact Mass ]:
270.089203

[ PSA ]:
52.58000

[ LogP ]:
3.81

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.606

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LV1575000
CHEMICAL NAME :
7H-Furo(3,2-g)(1)benzopyran-7-one, 9-((3-methyl-2-butenyl)oxy)-
CAS REGISTRY NUMBER :
482-44-0
LAST UPDATED :
199410
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C16-H14-O4
MOLECULAR WEIGHT :
270.30
WISWESSER LINE NOTATION :
T C566 DO LVOTJ BO2UY1&1

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 :
330 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
5 mg/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 43,1054,1983

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 7H-Furo[3,2-g][1]benzopyran-7-one,9-(acetyloxy)-
  • 1-Chloro-3-methyl-2-butene
  • Xanthotoxol
  • 3,3-Dimethylallyl bromide

DownStream

  • Xanthotoxol
  • Alloimperatorin
  • Xanthotoxin
  • 2,3-dihydro-9-hydroxyfuro[3,2-g]chromen-7-one
  • 7H-Furo[3,2-g][1]benzopyran-7-one,9-(acetyloxy)-
  • Oxyimperatorin
  • 9-(3'-Hydroperoxy-3'-methyl-1'-butenyloxy)furo[3,2-g][1]benzopyran-7-one
  • 9-((2-hydroperoxy-3-methyl-3-butenyl)oxy)-7H-furo(3,2-g)(1)benzopyran-7-one
  • 9-hydroxy-4-prop-2-enylfuro[3,2-g]chromen-7-one
  • Psoralen quinone

Articles

Simultaneous determination of imperatorin and its 2 metabolites in dog plasma by using liquid chromatography-tandem mass spectrometry.

J. Pharm. Biomed. Anal. 70 , 640-6, (2012)

In this study, 2 metabolites of imperatorin, imperatorin hydroxylate (IMH) and imperatorin epoxide (IME), were identified for the first time in dog plasma. A sensitive, specific, and accurate high-per...

A potential calcium antagonist and its antihypertensive effects.

Fitoterapia 82(7) , 988-96, (2011)

Imperatorin (Imp) as a hypotensive active ingredient, its hypotensive effect was evaluated in the SHRs, its calcium antagonism and affinity to L-type calcium channel was also confirmed. The results sh...

F420H2-dependent degradation of aflatoxin and other furanocoumarins is widespread throughout the actinomycetales.

PLoS ONE 7(2) , e30114, (2012)

Two classes of F(420)-dependent reductases (FDR-A and FDR-B) that can reduce aflatoxins and thereby degrade them have previously been isolated from Mycobacterium smegmatis. One class, the FDR-A enzyme...


More Articles

Related Compounds

  • Isoimperatorin
  • tert-butyl 3-(sulfanylmethyl)-4H,5H,6H,7H-[1,2]oxazolo[4,5-c]pyridine-5-carboxylate
  • (5-Cyclopropyl-4-methyl-1,2-oxazol-3-yl)methanethiol
  • 1-(Chloromethyl)-2-fluoro-4-propylbenzene
  • rac-3-{[(1R,3S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclopentyl]formamido}hexanoic acid
  • 2-(2-phenoxyethyl)-2H-1,2,3-triazol-4-amine
  • rac-3-ethyl-1-[(1R,3S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclopentanecarbonyl]pyrrolidine-3-carboxylic acid
  • [5-(Butan-2-yl)-1,2-oxazol-3-yl]methanethiol
  • [5-(Furan-2-yl)-1,2-oxazol-3-yl]methanethiol
  • {3-Oxa-4-azatricyclo[5.2.1.0,2,6]deca-2(6),4-dien-5-yl}methanethiol
  • {6,6-dimethyl-4H,5H,6H-cyclopenta[d][1,2]oxazol-3-yl}methanethiol
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