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5119-48-2

Basic Information
CAS No.: 5119-48-2
Name: WITHAFERIN A
Article Data: 4
Molecular Structure:
Molecular Structure of 5119-48-2 (WITHAFERIN A)
Formula: C28H38 O6
Molecular Weight: 470.606
Synonyms: 5b-Ergosta-2,24-dien-26-oic acid,5,6b-epoxy-4b,22,27-trihydroxy-1-oxo-, d-lactone, (20S,22R)- (8CI);Withaferin A (7CI); 5,6-Epoxy-5H-cyclopenta[a]phenanthrene,ergosta-2,24-dien-26-oic acid deriv.; NSC 101088; NSC 273757; Withaferine;Withaferine A
Density: 1.28
Melting Point: 252-253℃
Boiling Point: 680.7°C at 760 mmHg
Flash Point: 226.7°C
Safety: A poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
PSA: 96.36000
LogP: 3.35290
Synthetic route
1159096-16-8

2,3-dihydro-3β-O-sulfate withaferin A

5119-48-2

withaferin-A

Conditions
ConditionsYield
With pyridine; potassium carbonate at 90℃; for 1h;93%
With carbon dioxide In dimethyl sulfoxide at 37℃;
674-26-0

mevalonolactone

A

5788-94-3

jaborosalactone A

B

5119-48-2

withaferin-A

Conditions
ConditionsYield
With Acnistus breviflorus In water for 72h;A 4.0 mg
B 5.6 mg
109-73-9

N-butylamine

5119-48-2

withaferin-A

2,3-dihydro-3β-(N-buthylamin)withaferin A

Conditions
ConditionsYield
With aluminum oxide In dichloromethane at 20℃; for 20h; Inert atmosphere;100%
108-24-7

acetic anhydride

5119-48-2

withaferin-A

22848-79-9

4,27-di-O-acetylwithaferin A

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 24h;99%
5119-48-2

withaferin-A

2,3-dihydro-withaferin A

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; triethylamine In ethanol for 1h;98%
5119-48-2

withaferin-A

2,3-dihydro-3β-hydroxywithaferin A

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 8h;98%
124-41-4

sodium methylate

5119-48-2

withaferin-A

3-β-methoxy-2,3-dihydrowithaferin A

Conditions
ConditionsYield
In methanol at 20℃; for 0.75h; Inert atmosphere;96%
18162-48-6

tert-butyldimethylsilyl chloride

5119-48-2

withaferin-A

1392820-18-6

withaferin A 27-tert-butyldimethylsilyl ether

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane at 20℃; for 3h;94%
With 4-PP In N,N-dimethyl-formamide at 60℃; for 3h;90%
With 1H-imidazole; dmap In dichloromethane at 20℃; for 2.5h;89%
With dmap; triethylamine In dichloromethane at 20℃; for 12h; Reagent/catalyst;
With dmap; triethylamine In dichloromethane at 20℃; for 0.8h;5.6 g
3282-30-2

pivaloyl chloride

5119-48-2

withaferin-A

A

27-O-pivalylwithaferin A

B

4,27-di-O-pivalylwithaferin A

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 0.5h;A 93%
B 5%
5119-48-2

withaferin-A

(22R)-4β,5β,27-trihydroxy-6α-iodo-1-oxowitha-2,24-dienolide

Conditions
ConditionsYield
With iodine; triphenylphosphine In dichloromethane at 0 - 25℃; for 2h;93%
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22848-79-9
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  • WithaferinA 5119-48-2

  • Casno:

    5119-48-2

    WithaferinA 5119-48-2

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Chemistry

Molecular structure of Withaferin A (CAS NO.5119-48-2) is:

Product Name: Withaferin A
CAS Registry Number: 5119-48-2
Molecular Weight: 470.59772 [g/mol]
Molecular Formula: C28H38O6
XLogP3-AA: 3.8
H-Bond Donor: 2
H-Bond Acceptor: 6
Surface Tension: 55.1 dyne/cm
Density: 1.28 g/cm3
Flash Point: 226.7 °C
Enthalpy of Vaporization: 114.26 kJ/mol
Boiling Point: 680.7 °C at 760 mmHg
Vapour Pressure: 1.85E-21 mmHg at 25°C

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 54mg/kg (54mg/kg)   Toxicon. Vol. 8, Pg. 154, 1970.

Safety Profile

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

Specification

 Withaferin A , its cas register number is 5119-48-2. It also can be called 5-19-06-00604 (Beilstein Handbook Reference) ; BRN 1335150 ; NSC 273757 ; NSC-101088 ; WITHAFERIN DERIV JPR, IOWA U. COMPOUND ; Withaferine A ; (4beta,5beta,6beta,22R)-5,6-Epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oic acid, delta-lactone ; 5-beta-Ergosta-2,24-dien-26-oic acid, 5,6-beta-epoxy-4-beta,22,27-trihydroxy-1-oxo-, delta-lactone, (20S,22R)- ; 5beta-Ergosta-2,24-dien-26-oic acid, 5,6beta-epoxy-4beta,22,27-trihydroxy-1-oxo-, delta-lactone, (20S,22R)-(8CI) ; Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, gamma-lactone, (4bta,5beta,6beta,22R)- . Withaferin A (CAS NO.5119-48-2) is should be isolated from leaves of Withania somnifera Dun.