Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01098)
Name
Flurandrenolide
Synonyms    Click to Show/Hide the Synonyms of This API
flurandrenolide; Fludroxycortide; Flurandrenolone; 1524-88-5; Cordran; Fluorandrenolone; Haelan; Fludroxicortidum; Flurandrenolone acetonide; Fluorandrenolone acetonide; Fludrossicortide [DCIT]; Fludroxycortidum [INN-Latin]; Fludroxicortida [INN-Spanish]; Drenison; Drocort; Sermaka; Haldrone-F; Alondra-F; Fludroxicortide; UNII-8EUL29XUQT; 8EUL29XUQT; MLS000069556; MLS001148136; Fludroxicortida; SMR000058825; Floudroxycortide; Fludrossicortide; Fludroxycortidum; CORDRAN SP; L 33379; DSSTox_CID_27434; DSSTox_RID_82344; DSSTox_GSID_47434; (2S,6aR,6bS,7S,8aS,8bS,11aR,12aS,12bS)-2-fluoro-7-hydroxy-8b-(2-hydroxyacetyl)-6a,8a,10,10-tetramethyl-5,6,6a,6b,7,8,8a,8b,11a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4(2H)-one; HSDB 3084; Flurandrenolide (USP); CORDRAN (TN); EINECS 216-196-8; Fludroxycortide (JAN/INN); Fludroxycortid; Flurandrenolide [USAN:USP]; Acetonide of 6alpha-fluoro-16alpha-hydroxyhydrocortisone; 6alpha-Fluoro-16alpha-hydroxyhydrocortisone 16,17-acetonide; NCGC00016586-01; (6?,11?,16?)-6-Fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregn-4-ene-3,20-dione; CAS-1524-88-5; Prestwick_1065; 6alpha-Fluoro-11beta,16alpha,17,21-tetrahydroxyprogesterone cyclic 16,17-acetal with acetone; 6alpha-Fluoro-11beta,16alpha,17,21-tetrahydroxypregn-4-ene-3,20-dione, cyclic 16,17-acetal with acetone; Pregn-4-ene-3,20-dione, 6-fluoro-11,21-dihydroxy-16,17-((1-methylethylidene)bis(oxy))-, (6alpha,11beta,16alpha)-; Pregn-4-ene-3,20-dione, 6alpha-fluoro-11beta,16alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone; Fludroxycortide [INN]; Opera_ID_1618; Prestwick0_000645; Prestwick1_000645; Prestwick2_000645; Prestwick3_000645; SCHEMBL4694; BSPBio_000649; Pregn-4-ene-3,20-dione, 6-alpha-fluoro-11-beta,16-alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone; SPBio_002570; BPBio1_000715; CHEBI:5127; GTPL7606; CHEMBL1201012; DTXSID2047434; HMS1570A11; HMS2097A11; HMS2233C04; HMS3714A11; HY-B1013; ZINC4097308; Tox21_110509; Tox21_302611; Tox21_110509_1; CCG-220645; CS-4526; DB00846; NCGC00023234-03; NCGC00023234-05; NCGC00256709-01; X1046; Flurandrenolide 100 microg/mL in Acetonitrile; D00328; 524F885; SR-01000003119; Q5462632; SR-01000003119-3; W-108052; BRD-K00824317-001-03-0; (1S,2S,4R,8S,9S,11S,12S,13R,19S)-19-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icos-17-en-16-one; (1S,2S,4R,8S,9S,11S,12S,13R,19S)-19-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one
Clinical Status
Approved
PubChem CID
15209
Formula
C24H33FO6
Canonical SMILES
C[C@]12CCC(=O)C=C1[C@H](C[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CO)C)O)F
InChI
1S/C24H33FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h7,13-14,16-17,19-20,26,28H,5-6,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1
InChIKey
POPFMWWJOGLOIF-XWCQMRHXSA-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=15209"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 436.5 Topological Polar Surface Area 93.1
XlogP 1.4 Complexity 868
Heavy Atom Count 31 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Full List of Drug Formulations (DFMs) Containing This API
          Flurandrenolide 0.05% 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
Cetyl Alcohol; Citric Acid Monohydrate; Mineral Oil; Polyoxyl 40 Stearate; Propylene Glycol; Sodium Citrate; Stearic Acid; Water
                   Dosage Form Cream
                   Company Almirall
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium citrate anhydrous DIG Info Carbonic anhydrase IV (Ki = 99 nM) [1]
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Cetyl alcohol DIG Info Breast cancer FM3A cells (EC50 = 1600 nM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [4]
Polyoxyl 40 stearate DIG Info Mephenytoin 4-hydroxylase (IC50 = 20.6 uM) [5]
References
1 Carbonic anhydrase inhibitors. Interaction of isozymes I, II, IV, V, and IX with carboxylates. Bioorg Med Chem Lett. 2005 Feb 1; 15(3):573-8.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Synthesis and notable antimalarial activity of acyclic peroxides, L-(alkyldioxy)-L-(methyldioxy)cyclododecanes. J Med Chem. 2002 Mar 14; 45(6):1374-8.
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 Effects of polyoxyethylene (40) stearate on the activity of P-glycoprotein and cytochrome P450. Eur J Pharm Sci. 2009 Jul 12;37(5):573-80.

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