Cicloxolone sodium

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MedKoo CAT#: 412876

CAS#: 52048-39-2 (Na+)

Description: Cicloxolone sodium is the salt form of Cicloxolone (free base), a broad spectrum antiviral agent with a largely non-specific and complex mode of antiviral action. Cicloxolone has been shown to impair Golgi apparatus functions related to transport of glycoproteins of vesicular stomatitis virus.

Chemical Structure

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Cicloxolone sodium
CAS# 52048-39-2 (Na+)
Instruction

Theoretical Analysis

MedKoo Cat#: 412876
Name: Cicloxolone sodium
CAS#: 52048-39-2 (Na+)
Chemical Formula: C38H54Na3O7+
Exact Mass: 691.36
Molecular Weight: 691.810
Elemental Analysis: C, 65.97; H, 7.87; Na, 9.97; O, 16.19

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
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Related CAS #: 52247-86-6 (free base)   61435-39-0 (salt)   52048-39-2 (Na+)  

Synonym: Cicloxolone sodium; UNII-3W80D7J7L2

IUPAC/Chemical Name: trisodium mono((2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-((2-carboxylatocyclohexane-1-carbonyl)oxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate)

InChi Key: YWHBTCAXYRPEKD-IVZDVHJXSA-L

InChi Code: InChI=1S/C38H56O7.3Na/c1-33(2)27-12-15-38(7)29(36(27,5)14-13-28(33)45-31(42)23-11-9-8-10-22(23)30(40)41)26(39)20-24-25-21-35(4,32(43)44)17-16-34(25,3)18-19-37(24,38)6;;;/h20,22-23,25,27-29H,8-19,21H2,1-7H3,(H,40,41)(H,43,44);;;/q;3*+1/p-2/t22?,23?,25-,27-,28-,29+,34+,35-,36-,37+,38+;;;/m0.../s1

SMILES Code: C[C@]12CC[C@@](C[C@H]1C3=CC([C@@H]4[C@]5(CC[C@@H](C(C)([C@@H]5CC[C@]4([C@@]3(CC2)C)C)C)OC(C6CCCCC6C([O-])=O)=O)C)=O)(C([O-])=O)C.[Na+].[Na+].[Na+]

Appearance: Solid powder

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: >2 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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 691.81 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Dargan DJ, Subak-Sharpe JH. The antiviral activity against herpes simplex virus of the triterpenoid compounds carbenoxolone sodium and cicloxolone sodium. J Antimicrob Chemother. 1986 Oct;18 Suppl B:185-200. doi: 10.1093/jac/18.supplement_b.185. PMID: 3025156.

2: Dargan DJ, Galt CB, Subak-Sharpe JH. The effect of cicloxolone sodium on the replication in cultured cells of adenovirus type 5, reovirus type 3, poliovirus type 1, two bunyaviruses and Semliki Forest virus. J Gen Virol. 1992 Feb;73 ( Pt 2):407-11. doi: 10.1099/0022-1317-73-2-407. PMID: 1311362.

3: Dargan DJ, Subak-Sharpe JH. The difference in sensitivity to cicloxolone sodium between herpes simplex virus types 1 and 2 maps to the locations of genes UL22 (gH) and UL44 (gC). J Gen Virol. 1991 Feb;72 ( Pt 2):377-84. doi: 10.1099/0022-1317-72-2-377. PMID: 1847174.

4: Dargan DJ, Galt CB, Subak-Sharpe JH. The effect of cicloxolone sodium on the replication of vesicular stomatitis virus in BSC-1 cells. J Gen Virol. 1992 Feb;73 ( Pt 2):397-406. doi: 10.1099/0022-1317-73-2-397. PMID: 1311361.

5: Galabov AS. Virucidal agents in the eve of manorapid synergy. GMS Krankenhhyg Interdiszip. 2007 Sep 13;2(1):Doc18. PMID: 20200679; PMCID: PMC2831485.

6: Heslop R, Roberts H, Flower D, Jordan V. Interventions for men and women with their first episode of genital herpes. Cochrane Database Syst Rev. 2016 Aug 30;(8):CD010684. doi: 10.1002/14651858.CD010684.pub2. PMID: 27575957.

7: Dargan DJ, Aitken JD, Subak-Sharpe JH. The effect of triterpenoid compounds on uninfected and herpes simplex virus-infected cells in culture. III. Ultrastructural study of virion maturation. J Gen Virol. 1988 Feb;69 ( Pt 2):439-44. doi: 10.1099/0022-1317-69-2-439. PMID: 2828518.

8: Dargan DJ, Subak-Sharpe JH. The effect of triterpenoid compounds on uninfected and herpes simplex virus-infected cells in culture. I. Effect on cell growth, virus particles and virus replication. J Gen Virol. 1985 Aug;66 ( Pt 8):1771-84. doi: 10.1099/0022-1317-66-8-1771. PMID: 2991440.

9: Csonka GW, Tyrrell DA. Treatment of herpes genitalis with carbenoxolone and cicloxolone creams: a double blind placebo controlled clinical trial. Br J Vener Dis. 1984 Jun;60(3):178-81. doi: 10.1136/sti.60.3.178. PMID: 6375805; PMCID: PMC1046295.

10: Dargan DJ, Subak-Sharpe JH. The effect of triterpenoid compounds on uninfected and herpes simplex virus-infected cells in culture. II. DNA and protein synthesis, polypeptide processing and transport. J Gen Virol. 1986 Sep;67 ( Pt 9):1831-50. doi: 10.1099/0022-1317-67-9-1831. PMID: 3018126.