| Source: |
Withaferin A is extracted from leaves of Withania somnifera (a
plant) |
| Synonyms | Withaferin e |
| | Withaferin A is a cell-permeable
steroidal lactone from a medicinal plant Withania somnifera, a plant known
in traditional Indian medicine. |
| CAS number: | 5119-48-2 |
| Merck index: |
14: 10048 |
| Molecular weight: | 470.6 |
| Structure: | 
 |
| Molecular Formula: | C28H38O6 |
| Canonical SMILES |
CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)CO |
Solubility information: | Methanol,
Ethanol, DMSO |
| Specifications |
|
| Appearance: | White to off-white
crystalline solid. |
| Purity: | At least 97% by TLC;
Current lot: single stain At least 98% by HPLC; current lot WT001 99% |
λmax: | 214,
335 nm (in ethanol) |
| Melting point | 241oC-245oC |
| Solubility | Clear colorless solution at 20
mg/ml DMSO Clear colorless solution at 10 mg/ml MeOH |
| Storage | -18°C. Solutions are stable
for up to 3 months at -20°C. |
| Applications | Withaferin A has
shown significant anticancer activity in animal studies
Withaferin A is an angiogenesis inhibitor .
Withaferin A has immunomodulating properties.
Withaferin A has radiosensitizing effect on cancer cells.
Withaferin A has been reported to induce neuronal regeneration. |
| Warnings | To our knowledge, the
pharmacological and toxicological properties of Withaferin A have not
been fully investigated. Toxic, carcinogenic and mutagenic in animals |
| Classification | Ergosterol analog
inhibitor of angiogenesis |
| Related products | |
| | For Research use only. Not
for Human or Drug use GMP/API grade available on request
Plant
extract. No
raw materials from
animal source were used.
withaferin_A
by Fermentek is not produced from or contains any ingredients from animal
origin. No genetically modified organisms are used. |
| Publications |
|
| | Yang H, Shi G, Dou QP. Mol
Pharmacol. 2007 Feb;71(2):426-37.
The tumor proteasome is a primary target for the natural anticancer compound
Withaferin A isolated from "Indian winter cherry" |
| | Uma Devi P, Kamath R. J Radiat
Res (Tokyo). 2003 Mar;44(1):1-6
Radiosensitizing effect of withaferin A combined with hyperthermia on mouse
fibrosarcoma and melanoma. |
| | Sudhir S, Budhiraja RD. Indian
J Physiol Pharmacol. 1992 Apr;36(2):127-9
Comparison of the protective effect of Withaferin-A and hydrocortisone
against CCL4 induced hepatotoxicity in rats |
| | Srinivasan S, Ranga RS, Burikhanov
R, Han SS, Chendil D. Cancer Res. 2007 Jan 1;67(1):246-53
Par-4-dependent apoptosis by withaferin A in prostate cancer cells. |
| | Shohat B, Kirson I, Lavie D
Biomedicine. 1978 Jan-Feb;28(1):18-24
Immunosuppressive activity of two plant steroidal lactones withaferin A and
withanolide E. |
| | Shohat B, Shaltiel A, Ben-Bassat
M, Joshua H. Cancer Lett. 1976 Nov;2(2):71-7.
The effect of withaferin A, a natural steroidal lactone, on the fine
structure of S-180 tumor cells |
| | Sharada AC, Solomon FE, Devi PU,
Udupa N, Srinivasan KK. Acta Oncol. 1996;35(1):95-100
Antitumor and radiosensitizing effects of withaferin A on mouse Ehrlich
ascites carcinoma in vivo. |
| | Sen N, Banerjee B, Das BB, Ganguly
A, Sen T, Pramanik S, Mukhopadhyay S, Majumder HK. Cell Death Differ.
2007 Feb;14(2):358-67. Epub 2006 Jul 14
Apoptosis is induced in leishmanial cells by a novel protein kinase
inhibitor withaferin A and is facilitated by apoptotic topoisomerase I-DNA
complex. |
| | Rosazza JP, Nicholas AW, Gustafson
ME. Steroids. 1978 May;31(5):671-9.
Microbial transformations of natural antitumor agents. 7.
14-alpha-Hydroxylation of withaferin-A by Cunninghamella elegans (NRRL
1393). |
| | Malik F, Kumar A, Bhushan S, Khan
S, Bhatia A, Suri KA, Qazi GN, Singh J. Apoptosis. 2007
Nov;12(11):2115-33 Reactive
oxygen species generation and mitochondrial dysfunction in the apoptotic
cell death of human myeloid leukemia HL-60 cells by a dietary compound
withaferin A with concomitant protection by N-acetyl cysteine. |
| | Kaileh M, Vanden Berghe W,
Heyerick A, Horion J, Piette J, Libert C, De Keukeleire D, Essawi T,
Haegeman G. J Biol Chem. 2007 Feb 16;282(7):4253-64
Withaferin a strongly elicits IkappaB kinase beta hyperphosphorylation
concomitant with potent inhibition of its kinase activity |
| | Fuskova A, Fuska J, Rosazza JP,
Nicholas AW Neoplasma. 1984;31(1):31-6. Novel cytotoxic and antitumor
agents. IV. Withaferin A:
relation of its structure to the in vitro cytotoxic effects on P388 cells. |
| | Fuska J, Prousek J, Rosazza J,
Budesinsky M. Steroids. 1982 Aug;40(2):157-69 Microbial
transformations of natural antitumor agents. 23.
Conversion of withaferin-A to 12 beta- and 15 beta-hydroxy derivatives of
withaferin-A. |
| | Devi PU, Akagi K, Ostapenko V,
Tanaka Y, Sugahara T. Int J Radiat Biol. 1996 Feb;69(2):193-7
Withaferin A: a new radiosensitizer from the Indian medicinal plant Withania
somnifera |
| | Devi PU, Sharada AC, Solomon FE.
Cancer Lett. 1995 Aug 16;95(1-2):189-93
In vivo growth inhibitory and radiosensitizing effects of withaferin A on
mouse Ehrlich ascites carcinoma. |
| | Bargagna-Mohan P, Hamza A, Kim YE,
Khuan Abby Ho Y, Mor-Vaknin N, Wendschlag N, Liu J, Evans RM, Markovitz DM,
Zhan CG, Kim KB, Mohan R. Chem Biol. 2007 Jun;14(6):623-34
The tumor inhibitor and antiangiogenic agent withaferin A targets the
intermediate filament protein vimentin. |
| |
Sudhir S, Budhiraja RD.
Indian J Physiol Pharmacol. 1992 Apr;36(2):127-9
Comparison of the protective
effect of Withaferin-A and hydrocortisone against CCL4 induced hepatotoxicity in
rats |