Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00734)
Name
Vorinostat
Synonyms    Click to Show/Hide the Synonyms of This API
Vorinostat; 149647-78-9; suberoylanilide hydroxamic acid; Zolinza; N-hydroxy-N'-phenyloctanediamide; Suberanilohydroxamic acid; N1-hydroxy-N8-phenyloctanediamide; MK-0683; MK0683; Vorinostat (SAHA, MK0683); N'-hydroxy-N-phenyloctanediamide; Octanediamide, N-hydroxy-N'-phenyl-; OCTANEDIOIC ACID HYDROXYAMIDE PHENYLAMIDE; CCRIS 8456; N-Hyrdroxy-N'-phenyloctanediamide; UNII-58IFB293JI; Vorinostat (SAHA); CHEMBL98; MFCD00945317; 58IFB293JI; CHEBI:45716; WIN64652; NSC701852; NSC-701852; SAHA cpd; NCGC00168085-01; NCGC00168085-02; Zolinza (TN) (Merck); DSSTox_CID_21133; DSSTox_RID_79632; DSSTox_GSID_41133; N-hydroxy-N'-phenyl-octane-1,8-diotic acid diamide; Vorinostat MSD; SMR000486344; Zolinza (TN); CAS-149647-78-9; SR-05000000373; Vorinostat (JAN/USAN); Vorinostat [USAN:INN]; MK 0683; vorinostatum; SKI390; HSDB 7930; Zolinza; SAHA; Vorinostat - SAHA; SAHA, Suberoylanilide hydroxamic acid; SW-064652; 8-(hydroxyamino)-8-oxo-N-phenyl-octanamide; cid_5311; SCHEMBL9018; Suberoylanilidehydroxamic Acid; MLS001065855; MLS006011941; GTPL6852; DTXSID6041133; BDBM19149; AOB6083; n-hydroxy-n'-phenyl-octanediamide; QCR-121; SUBERANILOHYDROXAMINIC ACID; SYN3006; N-hydroxy-N''-phenyloctanediamide; BCPP000018; HMS2219L20; HMS3264D20; HMS3327C12; HMS3426G03; HMS3650D09; HMS3654G11; HMS3715E22; HMS3745M03; Pharmakon1600-01502267; BCP01858; EX-A2745; N1-hydroxy-N8-phenyl-octanediamide; SAHA, >=98% (HPLC); Vorinostat,SAHA,Zolinza,MK-0683; ZINC1543873; Tox21_112605; Tox21_113623; Vorinostat,CAS:149647-78-9; ANW-43951; NSC748799; NSC759852; Octanediamide, N1-hydroxy-N8-phenyl; SK1390; AKOS015966648; Octanediamide, N1-hydroxy-N8-phenyl-; Tox21_112605_1; AC-1923; CCG-208659; CS-0589; DB02546; DG-0025; MCULE-4234367506; NSC-748799; NSC-759852; SB17319; Suberoylanilide hydroxamic acid (SAHA); NCGC00168085-03; NCGC00168085-04; NCGC00168085-05; NCGC00168085-13; AK308610; BP-30216; HY-10221; SY009383; AB0009911; AM20030018; FT-0650593; SW199536-4; EC-000.2057; D06320; K-4759; AB00375377-07; AB00375377-08; AB00375377-09; AB01644613_25; 647S789; Q905901; Vorinostat, SAHA, suberoylanilide hydroxamic acid; SR-05000000373-2; SR-05000000373-6; SR-05000000373-8; W-201327; BRD-K81418486-001-01-2; BRD-K81418486-001-10-3; BRD-K81418486-001-12-9; BRD-K81418486-001-13-7; BRD-K81418486-001-17-8; BRD-K81418486-001-18-6; Z1541632802; N-Hydroxy-N inverted exclamation mark -phenyloctanediamide; 1227736-21-1
Clinical Status
Approved
Disease Indication Cutaneous T-cell lymphoma ICD-11: 2B01 [1]
PubChem CID
5311
Formula
C14H20N2O3
Canonical SMILES
C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)NO
InChI
1S/C14H20N2O3/c17-13(15-12-8-4-3-5-9-12)10-6-1-2-7-11-14(18)16-19/h3-5,8-9,19H,1-2,6-7,10-11H2,(H,15,17)(H,16,18)
InChIKey
WAEXFXRVDQXREF-UHFFFAOYSA-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=5311"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 264.32 Topological Polar Surface Area 78.4
XlogP 1.9 Complexity 276
Heavy Atom Count 19 Rotatable Bond Count 8
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Vorinostat 100 mg capsule 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
Sodium lauryl sulfate; Magnesium stearate; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Gelatin
                   Dosage Form Oral Capsule
                   Company Merck Sharp & Dohme
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
References
1 FDA label for approved vorinostat from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 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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