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MedKoo Cat#: 573975 | Name: 4-oxo-27-TBDMS Withaferin A
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

4-oxo-27-TBDMS Withaferin A is a derivative of the steroidal lactone withaferin A that has anticancer activity. It is cytotoxic to A2780 ovarian cancer cells but not to carboplatin-resistant A2780 cells. It is selective for A2780 cells over non-cancerous ARPE19 cells. 4-oxo-27-TBDMS Withaferin A induces DNA fragmentation in A2780 cells.

Chemical Structure

4-oxo-27-TBDMS Withaferin A
4-oxo-27-TBDMS Withaferin A
CAS#1214886-31-3

Theoretical Analysis

MedKoo Cat#: 573975

Name: 4-oxo-27-TBDMS Withaferin A

CAS#: 1214886-31-3

Chemical Formula: C34H50O6Si

Exact Mass: 582.3377

Molecular Weight: 582.85

Elemental Analysis: C, 70.06; H, 8.65; O, 16.47; Si, 4.82

Price and Availability

Size Price Availability Quantity
1mg USD 350.00 2 Weeks
5mg USD 750.00 2 Weeks
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Synonym
4-oxo-27-TBDMS Withaferin A
IUPAC/Chemical Name
(4aS,5aR,6aS,6bS,9R,9aS,11aS,11bR)-9-((S)-1-((R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-9a,11b-dimethyl-5a,6,6a,6b,7,8,9,9a,10,11,11a,11b-dodecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxirene-1,4-dione
InChi Key
RZWFBNOFUAHADD-VTYRCZOESA-N
InChi Code
InChI=1S/C34H50O6Si/c1-19-16-26(39-30(37)22(19)18-38-41(8,9)31(3,4)5)20(2)23-10-11-24-21-17-29-34(40-29)28(36)13-12-27(35)33(34,7)25(21)14-15-32(23,24)6/h12-13,20-21,23-26,29H,10-11,14-18H2,1-9H3/t20-,21-,23+,24-,25-,26+,29+,32+,33-,34+/m0/s1
SMILES Code
O=C(C=C1)[C@@]2(C)[C@@]([C@H]3C[C@]4([H])[C@]2([H])CC[C@@]5(C)[C@@]4([H])CC[C@]5([H])[C@H](C)[C@@]6([H])CC(C)=C(CO[Si](C)(C)C(C)(C)C)C(O6)=O)(O3)C1=O
Appearance
A solution in ethanol
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 582.85 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1. Perestelo, N.R., Llanos, G.G., Reyes, C.P., et al. Expanding the chemical space of withaferin A by incorporating silicon to improve its clinical potential on human ovarian carcinoma cells. J. Med. Chem. 62(9), 4571-4585 (2019).