Cucurbitacin E

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Names

[ CAS No. ]:
18444-66-1

[ Name ]:
Cucurbitacin E

[Synonym ]:
(9b,10a,16a,23E)-25-(Acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-1,5,23-triene-3,11,22-trione
(3E,6R)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-Dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-4,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxo-3-hepten-2-ylacetat
19-Norlanosta-1,5,23-triene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (9β,10α,16α,23E)-
Acétate de (4R,9β,16α,23E)-2,16,20-trihydroxy-9,10,14-triméthyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-2,5,23-trién-25-yle
α-Elaterin
25-(Acetyloxy)-2b,16a,20-trihydroxy-9b-methyl-19-nor-10a-lanosta-1,5,23E-triene-3,11,22-trione
(3E,6R)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-Dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-4,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxo-3-hepten-2-yl acetate
Cucurbitacin E
A-Elaterin
CUCURBITACIN E(SH)
Acétate de (3E,6R)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentaméthyl-3,11-dioxo-4,7,8,9,10,11,12,13,14,15,16,17-dodécahydro-3H-cyclopenta[a]phénanthrén-17-yl]-6-hydroxy-2-méthyl-5-oxo-3-heptèn-2-yle
α-Elaterine
19-Nor-9β,10α-lanosta-1,5,23-triene-3,11,22-trione, 2,16α,20,25-tetrahydroxy-9-methyl-, 25-acetate (8CI)
(4R,9β,16α,23E)-2,16,20-Trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-2,5,23-trien-25-yl acetate
(4R,9β,16α,23E)-2,16,20-Trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-2,5,23-trien-25-ylacetat
Estra-1,5-diene-3,11-dione, 17-[(1R,3E)-5-(acetyloxy)-1-hydroxy-1,5-dimethyl-2-oxo-3-hexen-1-yl]-2,16-dihydroxy-4,4,9,14-tetramethyl-, (9β,10α,16α,17β)-
25-acetate
cucurbitacine-e

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
712.6±60.0 °C at 760 mmHg

[ Melting Point ]:
228-234ºC

[ Molecular Formula ]:
C32H44O8

[ Molecular Weight ]:
556.687

[ Flash Point ]:
224.4±26.4 °C

[ Exact Mass ]:
556.303589

[ PSA ]:
138.20000

[ LogP ]:
3.15

[ Vapour Pressure ]:
0.0±5.2 mmHg at 25°C

[ Index of Refraction ]:
1.579

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RC6305500
CHEMICAL NAME :
19-Nor-9-beta,10-alpha-lanosta-1,5,23-triene-3,11,22- trione, 2,16-alpha,20,25-tetrahydroxy- 9-methyl-, 25-acetate
CAS REGISTRY NUMBER :
18444-66-1
BEILSTEIN REFERENCE NO. :
2343323
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C32-H44-O8
MOLECULAR WEIGHT :
556.76

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
340 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CHTPBA Chimica Therapeutica. (Paris, France) V.1-8, 1965-73. For publisher information, see EJMCA5. Volume(issue)/page/year: 5,205,1970

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
25

[ Safety Phrases ]:
1-22-45-24/25

[ RIDADR ]:
UN 3172

[ RTECS ]:
RC6305500

[ HS Code ]:
29153900

Precursor & DownStream

Precursor

DownStream

  • Cucurbitacin I

Articles

Interaction of cucurbitacins with human serum albumin: Thermodynamic characteristics and influence on the binding of site specific ligands.

J. Photochem. Photobiol. B, Biol. 95(3) , 189-95, (2009)

Cucurbitacins (Cuc) are cytotoxic oxygenated triterpenes. Their binding to albumin may control their diffusion and consequently their biological effects. The specific binding site of Cuc to albumin is...

Quantitative determination of cucurbitacin E and cucurbitacin I in homoeopathic mother tincture of Gratiola officinalis L. by HPLC.

Pharmazie 63(12) , 851-3, (2008)

"Hedgehyssop" Gratiola officinalis L. (Scrophulariaceae) is found as an ingredient in homeopathic remedies. Among the active compounds found in G. officinalis, the cucurbitacines constitute a group of...

The induction of G2/M cell-cycle arrest and apoptosis by cucurbitacin E is associated with increased phosphorylation of eIF2alpha in leukemia cells.

Anticancer Drugs 21(4) , 389-400, (2010)

The antiproliferative and apoptotic effects of cucurbitacin E, a natural product isolated from Cucurbitaceae, were determined in human leukemia HL-60 cells. Cucurbitacin E at low concentrations (3-50 ...


More Articles


Related Compounds

  • Cucurbitacin L
  • Methyl (E)4.6-dichloro3-(2-oxo-1-phenyl-pyrrolidin-3-ylidenemethyl)-1H-indole-2-carboxylate
  • calythropsin
  • Achyranthoside E
  • (Z,E)-2-<(4-methylphenyl)methylene>-3-(2-thienylmethylene)succinic anhydride
  • 2-((E)-3,7-Dimethyl-octa-2,6-dienylsulfanyl)-1H-benzoimidazole