WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H413544
CAS#: 20423-99-8
Description: Deprodone is a steroid that was approved in Japan for the treatment of inflammatory skin disorders. The drug is marketed under the name Eclar and contains 0.3% of the prodrug, deprodone propionate.
Hodoodo Cat#: H413544
Name: Deprodone
CAS#: 20423-99-8
Chemical Formula: C21H28O4
Exact Mass: 344.20
Molecular Weight: 344.450
Elemental Analysis: C, 73.23; H, 8.19; O, 18.58
Synonym: Deprodone; Deprodona; Deprodonum
IUPAC/Chemical Name: 11beta,17-Dihydroxypregna-1,4-diene-3,20-dione
InChi Key: KQZSMOGWYFPKCH-UJPCIWJBSA-N
InChi Code: InChI=1S/C21H28O4/c1-12(22)21(25)9-7-16-15-5-4-13-10-14(23)6-8-19(13,2)18(15)17(24)11-20(16,21)3/h6,8,10,15-18,24-25H,4-5,7,9,11H2,1-3H3/t15-,16-,17-,18+,19-,20-,21-/m0/s1
SMILES Code: CC([C@@]1(O)CC[C@@]2([H])[C@]3([H])CCC4=CC(C=C[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C)=O)=O
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: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
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: | Deprodone is a steroid for the treatment of inflammatory skin disorders. |
| In vitro activity: | TBD |
| In vivo activity: | TBD |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| To be determined | 0.0 | 0.00 |
The following data is based on the product molecular weight 344.45 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.
| 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: | TBD |
| In vitro protocol: | TBD |
| In vivo protocol: | TBD |
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2: Sanjaya A, Avidlyandi A, Adfa M, Ninomiya M, Koketsu M. A New Depsidone from Teloschistes flavicans and the Antileukemic Activity. J Oleo Sci. 2020 Dec 1;69(12):1591-1595. doi: 10.5650/jos.ess20209. Epub 2020 Nov 12. PMID: 33177283.
3: Nguyen TH, Nguyen TM, Nguyen TT, Nguyen HH, Nguyen NH, Mai DT, Huynh BL, Tran CL, Duong TH. Parmosidone K, a new meta-depsidone from the lichen Parmotrema tsavoense. Nat Prod Res. 2022 Apr;36(8):2037-2042. doi: 10.1080/14786419.2020.1844697. Epub 2020 Nov 20. PMID: 33213224.
4: Hao L, Zhou D, Qin X, Zhang W, Yang R, Li J, Huang X. A new depsidone derivative from mangrove endophytic fungus Aspergillus sp. GXNU-A9. Nat Prod Res. 2022 Apr;36(7):1878-1882. doi: 10.1080/14786419.2020.1809400. Epub 2020 Aug 27. PMID: 32851874.
5: Duong TH, An TNM, Le TK, Tran TM, Nguyen HT, Nguyen THA, Nguyen NH, Sichaem J. Parmoferone A, a new depsidone from the lichen Parmotrema cristiferum. Nat Prod Res. 2023 Mar 31:1-6. doi: 10.1080/14786419.2023.2193746. Epub ahead of print. PMID: 36999530.
6: Burt SR, Harper JK, Cool LG. A new depsidone from the neotricone-rich chemotype of the lichenised fungus Usnea fulvoreagens. Nat Prod Res. 2023 Jul;37(13):2248-2254. doi: 10.1080/14786419.2022.2038594. Epub 2022 Feb 14. PMID: 35156862.
7: Sierankiewicz J, Gatenbeck S. A new depsidone from Aspergillus nidulans. Acta Chem Scand. 1972;26(2):455-8. doi: 10.3891/acta.chem.scand.26-0455. PMID: 4556409.
8: Singh G, Armaleo D, Dal Grande F, Schmitt I. Depside and Depsidone Synthesis in Lichenized Fungi Comes into Focus through a Genome-Wide Comparison of the Olivetoric Acid and Physodic Acid Chemotypes of Pseudevernia furfuracea. Biomolecules. 2021 Oct 2;11(10):1445. doi: 10.3390/biom11101445. PMID: 34680078; PMCID: PMC8533459.
9: Varughese T, Riosa N, Higginbotham S, Arnold AE, Coley PD, Kursar TA, Gerwick WH, Cubilla Rios L. Antifungal Depsidone Metabolites from Cordyceps dipterigena, an Endophytic Fungus Antagonistic to the Phytopathogen Gibberella fujikuroi. Tetrahedron Lett. 2012 Mar 28;53(13):1624-1626. doi: 10.1016/j.tetlet.2012.01.076. Epub 2012 Jan 28. PMID: 22707798; PMCID: PMC3375120.
10: Lannang AM, Sema DK, Tatsimo SJN, Tankeu VFT, Tegha HF, Wansi JD, Shiono Y, Sewald N. A new depsidone derivative from the leaves of Garcinia polyantha. Nat Prod Res. 2018 May;32(9):1033-1038. doi: 10.1080/14786419.2017.1378201. Epub 2017 Sep 20. PMID: 28931317.
11: Jia C, Xue J, Li X, Li D, Li Z, Hua H. New depsidone and dichromone from the stems of Garcinia paucinervis with antiproliferative activity. J Nat Med. 2019 Jan;73(1):278-282. doi: 10.1007/s11418-018-1247-1. Epub 2018 Sep 4. PMID: 30182180.
12: Ece A, Pejin B. A computational insight into acetylcholinesterase inhibitory activity of a new lichen depsidone. J Enzyme Inhib Med Chem. 2015;30(4):528-32. doi: 10.3109/14756366.2014.949256. Epub 2014 Sep 8. PMID: 25198888.
13: Umeokoli BO, Ebrahim W, El-Neketi M, Müller WEG, Kalscheuer R, Lin W, Liu Z, Proksch P. A new depsidone derivative from mangrove sediment derived fungus Lasiodiplodia theobromae. Nat Prod Res. 2019 Aug;33(15):2215-2222. doi: 10.1080/14786419.2018.1496430. Epub 2018 Aug 20. PMID: 30124067.
14: Yang WC, Bao HY, Liu YY, Nie YY, Yang JM, Hong PZ, Zhang Y. Depsidone Derivatives and a Cyclopeptide Produced by Marine Fungus Aspergillus unguis under Chemical Induction and by Its Plasma Induced Mutant. Molecules. 2018 Sep 3;23(9):2245. doi: 10.3390/molecules23092245. PMID: 30177651; PMCID: PMC6225302.
15: He RJ, Wang YF, Yang BY, Liu ZB, Li DP, Zou BQ, Huang YL. Structural Characterization and Assessment of Anti-Inflammatory Activities of Polyphenols and Depsidone Derivatives from Melastoma malabathricum subsp. normale. Molecules. 2022 Feb 24;27(5):1521. doi: 10.3390/molecules27051521. PMID: 35268622; PMCID: PMC8912040.
16: Pejin B, Tommonaro G, Iodice C, Tesevic V, Vajs V, De Rosa S. A new depsidone of Lobaria pulmonaria with acetylcholinesterase inhibition activity. J Enzyme Inhib Med Chem. 2013 Aug;28(4):876-8. doi: 10.3109/14756366.2012.677839. Epub 2012 Apr 18. PMID: 22512723.
17: Yang J, Zhou Z, Chen Y, Song Y, Ju J. Characterization of the depsidone gene cluster reveals etherification, decarboxylation and multiple halogenations as tailoring steps in depsidone assembly. Acta Pharm Sin B. 2023 Sep;13(9):3919-3929. doi: 10.1016/j.apsb.2023.05.036. Epub 2023 Jun 1. PMID: 37719379; PMCID: PMC10501868.
18: Li Y, Zhao P, Chen Y, Fu Y, Shi K, Liu L, Liu H, Xiong M, Liu QH, Yang G, Xiao Y. Depsidone and xanthones from Garcinia xanthochymus with hypoglycemic activity and the mechanism of promoting glucose uptake in L6 myotubes. Bioorg Med Chem. 2017 Dec 15;25(24):6605-6613. doi: 10.1016/j.bmc.2017.10.043. Epub 2017 Nov 8. PMID: 29128163.
19: Sestile S, Richardson D, Toomey R, Cool LG, Harper JK. NMR structural characterization from one-bond 13 C13 C couplings: Complete assignment of a hydrogen-poor depsidone. Magn Reson Chem. 2021 Jan;59(1):23-33. doi: 10.1002/mrc.5077. Epub 2020 Aug 3. PMID: 32687644.
20: Dongmo Zeukang R, Siwe-Noundou X, Tagatsing Fotsing M, Tabopda Kuiate T, Mbafor JT, Krause RWM, Choudhary MI, Atchadé AT. Cordidepsine is A Potential New Anti-HIV Depsidone from Cordia millenii, Baker. Molecules. 2019 Sep 3;24(17):3202. doi: 10.3390/molecules24173202. PMID: 31484419; PMCID: PMC6749241.
