Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00830)
Name
Amcinonide
Synonyms    Click to Show/Hide the Synonyms of This API
amcinonide; 51022-69-6; Cyclocort; Amcinonidum; Triamcinolonacetatcyclopentanonid; CL-34699; Visderm; CL 34699; UNII-423W026MA9; MLS000028656; MLS001333715; CHEBI:31199; 423W026MA9; Amcinonido; SMR000058920; amcinonida; Amcinonidum [INN-Latin]; Amcinonido [INN-Spanish]; Cyclocort (TN); C28H35FO7; Amcinonide (JAN/USP/INN); NCGC00095071-01; (11?,16?)-21-(Acetyloxy)-16,17-[cyclopentylidenebis(oxy)]-9-fluoro-11-hydroxypregna-1,4-diene-3,20-dione; Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-16,17-[cyclopentylidenebis(oxy)]-9-fluoro-11-hydroxy-, (11.beta.,16.alpha.)-; EINECS 256-915-2; Amcinonide [USAN:USP:INN:BAN:JAN]; Opera_ID_1472; SCHEMBL4720; 1,4-Pregnadiene-2,20-dione-16,17-cyclopentylidenedioxy-9-fluoro-11,21-dihydroxy-21-acetate; DSSTox_CID_25905; DSSTox_RID_81217; DSSTox_GSID_45905; 19alpha-Fluor-11beta,21-dihydroxy-16alpha,17alpha-(tetramethylen)methylendioxy-1,4-pregnadien-3,20-dion 21-acetat; 9-Fluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with cyclopentanone, 21-acetate; MLS001146959; MLS002695893; Amcinonide, analytical standard; GTPL7060; CHEMBL1200732; DTXSID6045905; HMS2235K23; HMS3715D11; AMY38534; HY-B1197; ZINC3977777; Tox21_111411; AKOS015961167; CCG-221135; CS-4805; DB00288; NCGC00021193-03; 16alpha,17alpha-(cyclopentane-1,1-diyldioxy)-9-fluoro-11beta-hydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate; AC-13190; Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-16,17-(cyclopentylidenebis(oxy))-9-fluoro-11-hydroxy-, (11beta,16alpha)-; CAS-51022-69-6; X1044; D01387; SR-01000003161; Q4742041; SR-01000003161-2; BRD-K13960744-001-09-7; Amcinonide, United States Pharmacopeia (USP) Reference Standard; 5,6-dimethoxy-2-methyl-3-[2-(4-phenyl-1-piperazinyl)ethyl]-1H-indolehydrochloride; 2-((6a'S,6b'R,7'S,8a'S,8b'S,11a'R,12a'S,12b'S)-6b'-fluoro-7'-hydroxy-6a',8a'-dimethyl-4'-oxo-2',4',6a',6b',7',8',8a',8b',11a',12',12a',12b'-dodecahydro-1'H-spiro[cyclopentane-1,10'-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxole]-8b'-yl)-2-oxoethyl acetate; 2-[(1'S,2'S,4'R,8'S,9'S,11'S,12'R,13'S)-12'-fluoro-11'-hydroxy-9',13'-dimethyl-16'-oxo-5',7'-dioxaspiro[cyclopentane-1,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-14',17'-dien-8'-yl]-2-oxoethyl acetate
Clinical Status
Approved
PubChem CID
443958
Formula
C28H35FO7
Canonical SMILES
CC(=O)OCC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(C[C@@H]([C@]4([C@H]3CCC5=CC(=O)C=C[C@@]54C)F)O)C)OC6(O2)CCCC6
InChI
1S/C28H35FO7/c1-16(30)34-15-22(33)28-23(35-26(36-28)9-4-5-10-26)13-20-19-7-6-17-12-18(31)8-11-24(17,2)27(19,29)21(32)14-25(20,28)3/h8,11-12,19-21,23,32H,4-7,9-10,13-15H2,1-3H3/t19-,20-,21-,23+,24-,25-,27-,28+/m0/s1
InChIKey
ILKJAFIWWBXGDU-MOGDOJJUSA-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=443958"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 502.6 Topological Polar Surface Area 99.1
XlogP 3.6 Complexity 1090
Heavy Atom Count 36 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 8
Full List of Drug Formulations (DFMs) Containing This API
          Amcinonide 0.1% 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
Benzyl Alcohol; White Petrolatum; Emulsifying Wax; Tenox Ii; Butylated Hydroxyanisole; Propyl Gallate; Citric Acid; Propylene Glycol
                   Dosage Form Ointment
                   Company Astellas
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Benzyl alcohol DIG Info Indoleamine 2,3-dioxygenase 1 (IC50 = 1400 nM) [1]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [2]
Propyl gallate DIG Info Arachidonate 5-lipoxygenase (Ki = 0.43 uM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [4]
Butylhydroxyanisole DIG Info Prostaglandin G/H synthase 2 (IC50 = 2.6 uM) [3]
          Amcinonide 0.1% 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
Benzyl Alcohol; Emulsifying Wax; Glycerin; Isopropyl Palmitate; Lactic Acid; Purified Water; Sorbitol Solution; Polyethylene Glycol 400
                   Dosage Form Lotion
                   Company Astellas
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Benzyl alcohol DIG Info Indoleamine 2,3-dioxygenase 1 (IC50 = 1400 nM) [1]
Isopropyl palmitate DIG Info Acylsphingosine deacylase NAAA (IC50 = 19000 nM) [5]
Lactic acid DIG Info Fetal lung MRC5 cells (IC50 = 23930 nM) [6]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [4]
          Amcinonide 0.1% 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
Benzyl Alcohol; Emulsifying Wax; Glycerin; Isopropyl Palmitate; Lactic Acid; Purified Water; Sorbitol Solution
                   Dosage Form Cream
                   Company Astellas
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Benzyl alcohol DIG Info Indoleamine 2,3-dioxygenase 1 (IC50 = 1400 nM) [1]
Isopropyl palmitate DIG Info Acylsphingosine deacylase NAAA (IC50 = 19000 nM) [5]
Lactic acid DIG Info Fetal lung MRC5 cells (IC50 = 23930 nM) [6]
References
1 O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1. Eur J Med Chem. 2016 Jan 27; 108:564-576.
2 PubChem BioAssay data set.
3 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
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 The endocannabinoid system: drug targets, lead compounds, and potential therapeutic applications. J Med Chem. 2005 Aug 11; 48(16):5059-87.
6 Design, synthesis and biological studies of a library of NK1-Receptor Ligands Based on a 5-arylthiosubstituted 2-amino-4,6-diaryl-3-cyano-4H-pyran core: Switch from antagonist to agonist effect by chemical modification. Eur J Med Chem. 2017 Sep 29; 138:644-660.

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