Product Name

  • Name

    Cucurbitacin A

  • EINECS
  • CAS No. 6040-19-3
  • Density 1.27g/cm3
  • Solubility
  • Melting Point 207-208 °C
  • Formula C32H46O9
  • Boiling Point 731°Cat760mmHg
  • Molecular Weight 574.71
  • Flash Point 229.4°C
  • Transport Information
  • Appearance
  • Safety A poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes
  • Molecular Structure Molecular Structure of 6040-19-3 (Cucurbitacin A)
  • Hazard Symbols A poison.
  • Synonyms Cucurbitacin A;19-Norlanosta-5,23-diene-3,11,22-trione,25-(acetyloxy)-2,16,20-trihydroxy-9-(hydroxymethyl)-,(2beta,9beta,10alpha,16alpha,23E);Cucurbitacine A;
  • PSA 158.43000
  • LogP 2.47170

Synthetic route

cucurbitacine A
6040-19-3

cucurbitacine A

25-acetoxy-2β,16α,19,20-tetrahydroxy-10α-cucurbit-5-ene-3,11,22-trione
19436-50-1

25-acetoxy-2β,16α,19,20-tetrahydroxy-10α-cucurbit-5-ene-3,11,22-trione

Conditions
ConditionsYield
With hydrogen; Lindlar's catalyst In ethanol
cucurbitacine A
6040-19-3

cucurbitacine A

Desacetoxydihydrocucurbiton A

Desacetoxydihydrocucurbiton A

Conditions
ConditionsYield
With hydrogen; Lindlar's catalyst In ethanol
cucurbitacine A
6040-19-3

cucurbitacine A

acetic anhydride
108-24-7

acetic anhydride

2β,16α-diacetoxy-9-acetoxymethyl-4,4,14-trimethyl-19-nor-9β,10α-pregn-5-ene-3,7,11,20-tetraone
104442-50-4

2β,16α-diacetoxy-9-acetoxymethyl-4,4,14-trimethyl-19-nor-9β,10α-pregn-5-ene-3,7,11,20-tetraone

Conditions
ConditionsYield
(i), (ii) CrO3, aq. AcOH; Multistep reaction;

Cucurbitacin A Chemical Properties

IUPAC  Name: [(E,6R)-6-[(2S,8S,9R,10R,13R,14S,16R,17R)-2,16-Dihydroxy-9-(hydroxymethyl)-4,4,13,14-tetramethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate    
Molecular Formula: C32H46O9
Molecular Weight: 574.71
Freely Rotating Bonds: 11
Polar Surface Area: 114.43 Å2
Index of Refraction: 1.58
Molar Refractivity: 149.92 cm3
Molar Volume: 450.4 cm3
Polarizability: 59.43 ×10-24 cm3
Surface Tension: 57.8 dyne/cm
Density: 1.27 g/cm3
Flash Point: 229.4 °C
Enthalpy of Vaporization: 121.83 kJ/mol
Boiling Point: 731 °C at 760 mmHg
Vapour Pressure: 1.14E-24 mmHg at 25°C 
The Cas Register Number of  Cucurbitacin A is 6040-19-3.The chemical synonyms of Cucurbitacin A (CAS NO.6040-19-3) are 19-Norlanosta-5,23-diene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-(hydroxymethyl)-, (2.beta.,9.beta.,10.alpha.,16.alpha.,23E)- ; (2S,4R,9beta,16alpha,23E)-2,16,20-Trihydroxy-9-(hydroxymethyl)-10,14-dimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate  and  estr-5-ene-3,11-dione, 17-[(1R,3E)-5-(acetyloxy)-1-Hydroxy-1,5-dimethyl-2-oxo-3-hexen-1-yl]-2,16-dihydroxy-9-(hydroxymethyl)-4,4,14-trimethyl-, (2beta,9beta,10alpha,16alpha,17beta)- .The molecular structure of Cucurbitacin A (CAS NO.6040-19-3) is.

Cucurbitacin A Uses

 Cucurbitacin A (CAS NO.6040-19-3) is used in organic synthesis .

Cucurbitacin A Toxicity Data With Reference

1.    

ipr-mus LD50:1.2 mg/kg

     HBPTO*    Handbook of pesticide toxicology. 1 (2001),144.

Cucurbitacin A Safety Profile

A poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes:IrritantXi

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