Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01139)
Name
Halobetasol propionate
Synonyms    Click to Show/Hide the Synonyms of This API
HALOBETASOL PROPIONATE; Ulobetasol propionate; 66852-54-8; Ultravate; Halobetasol (propionate); UNII-91A0K1TY3Z; BMY-30056; CGP-14458; 91A0K1TY3Z; [(6S,8S,9R,10S,11S,13S,14S,16S,17R)-17-(2-chloroacetyl)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate; CGP-14,458; Miracorten; halobetasol-propionate; Ultravate (TN); NCGC00167451-01; Halobetasol propionate [USAN:USP]; BMY 30056; BMY-30056;CGP-14458;Ulobetasol propionate; DSSTox_CID_26636; DSSTox_RID_81782; DSSTox_GSID_46636; SCHEMBL33858; Halobetasol propionate (USP); CHEMBL1200908; DTXSID6046636; CHEBI:135782; (6S,8S,9R,10S,11S,13S,14S,16S,17R)-17-(2-chloroacetyl)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl propionate; HY-B0878; ZINC3920028; Tox21_112455; MFCD00866013; s4089; AKOS025310143; CCG-269585; CS-4305; NCGC00373230-02; 21-Chloro-6alpha,9-difluoro-11beta,17-dihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-propionate; CAS-66852-54-8; D04409; AB01566925_01; 852H548; SR-01000942239; SR-01000942239-1; 21-Chloro-6alpha,9alpha-difluoro-11beta,17alpha-dihydroxy-16beta-methyl-1,4-pregnadiene-3,20-dione 17-Propionate; Pregna-1,4-diene-3,20-dione, 21-chloro-6,9-difluoro-11-hydroxy-16-methyl-17-(1-oxopropoxy)-, (6alpha,11beta,16beta)-
Clinical Status
Approved
PubChem CID
6918178
Formula
C25H31ClF2O5
Canonical SMILES
CCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2C[C@@H](C4=CC(=O)C=C[C@@]43C)F)F)O)C)C)C(=O)CCl
InChI
1S/C25H31ClF2O5/c1-5-21(32)33-25(20(31)12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15-,16-,18-,19-,22-,23-,24-,25-/m0/s1
InChIKey
BDSYKGHYMJNPAB-LICBFIPMSA-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=6918178"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 485 Topological Polar Surface Area 80.7
XlogP 3.7 Complexity 964
Heavy Atom Count 33 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 7
Full List of Drug Formulations (DFMs) Containing This API
          Halobetasol Propionate 0.05% lotion 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
Diisopropyl Adipate; Octyldodecanol; Ceteth-20; Poloxamer 407; Cetyl Alcohol; Stearyl Alcohol; Glycerin; Carbomer Homopolymer Type C; Propylene; Glycol; Sodium; Hydroxide; Propylparaben; Butylparaben; Water
                   Dosage Form Lotion
                   Company Sun Pharmaceutical Industries
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Butylparaben DIG Info Estrogen receptor alpha (IC50 = 1420 nM) [1]
Propylparaben sodium DIG Info Estrogen receptor alpha (EC50 = 38200 nM) [2]
Diisopropyl adipate DIG Info Cholesterol 25-hydroxylase (IC50 = 110000 nM) [3]
Cetyl alcohol DIG Info Breast cancer FM3A cells (EC50 = 1600 nM) [4]
Polyoxyl 20 cetyl ether DIG Info Cholesterol 25-hydroxylase (EC50 = 211.5 uM) [5]
Poloxamer 407 DIG Info Albendazole monooxygenase (EC50 = 32.8 uM) [5]
Polyethylene glycol 4000 DIG Info Albendazole monooxygenase (Inhibition ratio < 40 %) [6]
          Halobetasol Propionate 0.01% lotion 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
Carbomer Copolymer Type B; Carbomer Homopolymer Type A; Diethyl Sebacate; Edetate Disodium Dihydrate; Light Mineral Oil; Methylparaben; Propylparaben; Purified Water; Sodium Hydroxide; Sorbitan Monooleate; Sorbitol Solution
                   Dosage Form Lotion
                   Company Bausch Health Us
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
methylparaben DIG Info Carbonic anhydrase VII (Ki = 780 nM) [7]
Propylparaben sodium DIG Info Estrogen receptor alpha (EC50 = 38200 nM) [2]
          Halobetasol Propionate 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
Aluminum Stearate; Propylene Glycol; Petrolatum; White Wax; Sorbitan Sesquioleate; Monostearyl Citrate; Pentaerythritol
                   Dosage Form Ointment
                   Company Cosette Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Monostearyl citrate DIG Info Squalene synthase (IC50 = 9000 nM) [8]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
References
1 Disconnecting the Estrogen Receptor Binding Properties and Antimicrobial Properties of Parabens through 3,5-Substitution. ACS Med Chem Lett. 2017 Dec 15; 9(1):51-55.
2 Discovery of natural estrogen receptor modulators with structure-based virtual screening. Bioorg Med Chem Lett. 2013 Jun 1; 23(11):3329-33.
3 Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. J Med Chem. 2005 Jun 2; 48(11):3808-15.
4 Synthesis and notable antimalarial activity of acyclic peroxides, L-(alkyldioxy)-L-(methyldioxy)cyclododecanes. J Med Chem. 2002 Mar 14; 45(6):1374-8.
5 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
6 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
7 Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV. Bioorg Med Chem. 2013 Mar 15; 21(6):1564-9.
8 Isolation, structure determination and squalene synthase activity of L-731,120 and L-731,128, alkyl citrate analogs of zaragozic acids A and B. Bioorg Med Chem Lett. (1995) 5:2403-2408.

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