MedKoo Cat#: 573987 | Name: 4β-Hydroxywithanolide E
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Description:

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

4β-Hydroxywithanolide E is a withanolide steroidal lactone that has anti-inflammatory and anticancer activities. It inhibits LPS-induced nitric oxide (NO) production and TNF-α-induced NF-κB activity. 4β-Hydroxywithanolide E inhibits LPS-induced increases in inducible nitric oxide synthase (iNOS) and COX-2 levels and Akt and STAT1 phosphorylation. It inhibits Wnt signaling in HCT116 and SW480 colorectal cancer cells (IC50s = 1.85 and 2.67 μM, respectively).3 4β-Hydroxywithanolide E inhibits the proliferation of HCT116, SW480, HT-29, and LoVo cells.

Chemical Structure

4β-Hydroxywithanolide E
4β-Hydroxywithanolide E
CAS#54334-04-2

Theoretical Analysis

MedKoo Cat#: 573987

Name: 4β-Hydroxywithanolide E

CAS#: 54334-04-2

Chemical Formula: C28H38O8

Exact Mass: 502.2567

Molecular Weight: 502.60

Elemental Analysis: C, 66.91; H, 7.62; O, 25.47

Price and Availability

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1mg USD 1,150.00 2 Weeks
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Synonym
4β-Hydroxywithanolide E, NSC 212509
IUPAC/Chemical Name
(4S,4aR,5aR,6aR,6bR,9S,9aS,11aS,11bR)-9-((S)-1-((R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl)-4,6b,9-trihydroxy-9a,11b-dimethyl-5a,6,6a,6b,7,8,9,9a,10,11,11a,11b-dodecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-1(4H)-one
InChi Key
UPBUGICUKQIKTJ-KABTZXSUSA-N
InChi Code
InChI=1S/C28H38O8/c1-14-12-20(35-22(31)15(14)2)25(5,32)27(34)11-10-26(33)17-13-21-28(36-21)19(30)7-6-18(29)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-17,19-21,30,32-34H,8-13H2,1-5H3/t16-,17+,19-,20+,21+,23-,24-,25-,26+,27-,28+/m0/s1
SMILES Code
O=C1[C@@]2(C)[C@@]([C@H]3C[C@]4([H])[C@]2([H])CC[C@@]5(C)[C@@]4(O)CC[C@@]5(O)[C@@](C)(O)[C@@]6([H])CC(C)=C(C)C(O6)=O)(O3)[C@@H](O)C=C1
Appearance
Solid powder
Purity
>95% (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 502.60 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. Sang-Ngern, M., Youn, U.J., Park, E.J., et al. Withanolides derived from Physalis peruviana (Poha) with potential anti-inflammatory activity. Bioorg. Med. Chem. Lett. 26(12), 2755-2759 (2016). 2. Park, E.J., Sang-Ngern, M., Chang, L.C., et al. Physalactone and 4β-hydroxywithanolide E isolated from Physalis peruviana inhibit LPS-induced expression of COX-2 and iNOS accompanied by abatement of Akt and STAT1. J. Nat. Prod. 82(3), 492-499 (2019). 3. Ye, Z.N., Yuan, F., Liu, J.Q., et al. Physalis peruviana-derived 4β-hydroxywithanolide E, a novel antagonist of Wnt signaling, inhibits colorectal cancer in vitro and in vivo. Molecules 24(6), E1146 (2019).