Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00998)
Name
Desoximetasone
Synonyms    Click to Show/Hide the Synonyms of This API
desoximetasone; 382-67-2; Desoxymethasone; Desoximetasona; Desoximetasonum; Topicort; Topicort LP; Desoxymetasone; 17-Deoxydexamethasone; HOE-304; UNII-4E07GXB7AU; Deoxymethasone; Topisolon; A-41-304; HOE 304; CHEBI:691037; R-2113; 4E07GXB7AU; 9-Fluoro-11beta,21-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione; Esperson; MLS000028654; (8S,9R,10S,11S,13S,14S,16R,17S)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,11,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-3-one; R 2113; 17-Deoxymethansone; 17-Desoximethasone; 9alpha-fluoro-16alpha-methyl-Delta(1)-corticosterone; (8S,9R,10S,11S,13S,14S,16R,17S)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one; NCGC00023648-03; Flubason; SMR000058856; Stiedex; Ibaril; (11beta,16alpha)-9-Fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione; DSSTox_CID_25647; DSSTox_RID_81025; DSSTox_GSID_45647; Desossimetasone; A 41304; Topicort (TN); CAS-382-67-2; Desossimetasone [DCIT]; A 41-304; Desoximetasone (USP/INN); Desoximetasonum [INN-Latin]; Desoximetasona [INN-Spanish]; EINECS 206-845-3; Desoximetasone [USAN:USP:INN:BAN]; BRN 2228097; Opera_ID_52; SCHEMBL4214; CHEMBL1766; A-41304; MLS001076073; MLS001424230; GTPL7067; DTXSID3045647; HMS2052C15; HMS2236H07; ZINC4212854; Tox21_110889; BDBM50103622; MFCD00083301; s5685; 9-Fluoro-11-beta,21-dihydroxy-16-alpha-methylpregna-1,4-diene-3,20-dione; AKOS030254657; Tox21_110889_1; CCG-101120; DB00547; NC00370; Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-, (11beta,16alpha)-; NCGC00023648-04; AS-15787; HY-17570; J83.644C; Q790; D03697; 382D672; Q385370; Q-200938; 9alpha-fluoro-11beta,21-dihydroxy-16alpha-methyl-1.4-pregnadiene-3,20-dione; (1R,2S,10S,11S,13R,14S,15S,17S)-1-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one
Clinical Status
Approved
PubChem CID
5311067
Formula
C22H29FO4
Canonical SMILES
C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@H]1C(=O)CO)C)O)F)C
InChI
1S/C22H29FO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-21(13,3)22(15,23)18(27)10-20(16,2)19(12)17(26)11-24/h6-7,9,12,15-16,18-19,24,27H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,18+,19-,20+,21+,22+/m1/s1
InChIKey
VWVSBHGCDBMOOT-IIEHVVJPSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5311067"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 376.5 Topological Polar Surface Area 74.6
XlogP 2.3 Complexity 757
Heavy Atom Count 27 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Desoximetasone 0.05% gel Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Purified Water Usp; Sd Alcohol 40; Isopropyl Myristate Nf; Carbomer 940; Trolamine Nf; Edetate Disodium Usp; Docusate Sodium Usp
                   Dosage Form Gel
                   Company Taro Pharm Inds Ltd
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Acrylic acid DIG Info Choline acetylase (IC50 < 200000 nM) [1]
Trolamine DIG Info Choline acetylase (IC50 < 200000 nM) [1]
Docusate sodium DIG Info Solute carrier SLCO2B1 (Ki = 2.3 uM) [2]
          Desoximetasone 0.05% ointment Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
White Petrolatum Usp; Propylene Glycol Usp; Sorbitan Sesquioleate; Beeswax; Fatty Alcohol Citrate; Fatty Acid Pentaerythritol Ester; Aluminum Stearate; Citric Acid; Butylated Hydroxyanisole
                   Dosage Form Ointment
                   Company Taro Pharm Inds Ltd
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [4]
Butylhydroxyanisole DIG Info Prostaglandin G/H synthase 2 (IC50 = 2.6 uM) [2]
          Desoximetasone 0.25% spray Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Glyceryl Oleate; Isopropyl Alcohol; Isopropyl Myristate; L-Menthol; Mineral Oil
                   Dosage Form Spray
                   Company Taro Pharms
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Levomenthol DIG Info Transient receptor potential p8 (EC50 = 10100 nM) [5]
Glyceryl monooleate DIG Info Diacylglycerol kinase alpha (Ki = 91000 nM) [6]
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [7]
          Desoximetasone 0.25% cream Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
White Petrolatum Usp; Purified Wate Isopropyl Myristate Nf; Lanolin Alcohols Nf; Mineral Oil Usp; Cetostea Aluminum Stearate; Magnesium Stearate
                   Dosage Form Cream
                   Company Taro Pharm Inds Ltd
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [8]
References
1 Chemistry and biological activities of N,N-dimethylaminoethyl acrylate, a choline acetyltransferase inhibitor. J Med Chem. 1976 Feb; 19(2):300-3.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 PubChem BioAssay data set.
4 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
5 Identification of a Novel TRPM8 Agonist from Nutmeg: A Promising Cooling Compound. ACS Med Chem Lett. 2017 May 31; 8(7):715-719.
6 Identification of a novel DGKalpha inhibitor for XLP-1 therapy by virtual screening. Eur J Med Chem. 2019; 164:378-390.
7 Synthesis and evaluation of dihydropyrroloquinolines that selectively antagonize P-glycoprotein. J Med Chem. 2004 Mar 11; 47(6):1413-22.
8 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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