Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00363)
Name
Levonorgestrel
Synonyms    Click to Show/Hide the Synonyms of This API
Levonorgestrel; norgestrel; 797-63-7; D-Norgestrel; Mirena; (-)-Norgestrel; Levonova; Microval; Postinor; Jadelle; Plan B; NORPLANT; Follistrel; 18-Methylnorethisterone; d(-)-Norgestrel; 6533-00-2; Levonelle; Ovrette; Levonorgestrelum; Neogest; Levonorgestrelum [INN-Latin]; Monovar; Norgestrel-(-)-D; Wy-5104; 17-Ethynyl-18-methyl-19-nortestosterone; dl-Norgestrel; 17alpha-Ethynyl-18-homo-19-nortestosterone; 18-Methyl-17-alpha-ethynyl-19-nortestosterone; UNII-5W7SIA7YZW; 13-Ethyl-17-alpha-ethynylgon-4-en-17-beta-ol-3-one; 17alpha-Ethynyl-17-hydroxy-18-methylestr-4-en-3-one; Norgestrelum; 17alpha-Ethynyl-13beta-ethyl-3-oxo-4-estren-17beta-ol; 13-Ethyl-17-alpha-ethynyl-17-beta-hydroxy-4-gonen-3-one; Norplant 2; 13beta-Ethyl-17alpha-ethynyl-17beta-hydroxygon-4-en-3-one; Microlution; Ovranette; Triagynon; Triciclor; Microgyn; Microlut; 5W7SIA7YZW; Nordet; Trigoa; FH 122-A; Wy 3707; Wy-3707; 17-alpha-Ethinyl-13-beta-ethyl-17-beta-hydroxy-4-estren-3-one; BAY86-5028; dl-13-beta-Ethyl-17-alpha-ethynyl-17-beta-hydroxygon-4-en-3-one; Microgynon CD; Microgest ED; Norplant II; (-)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one; Logynon ED; Ovral-Lo; Levlen ED; Microgynon 21; Microgynon 28; Trinordiol 21; Trinordiol 28; MLS000069491; CHEBI:6443; Minivlar 30; Monofeme 28; Neogynon 21; Nordette 21; Nordette 28; Stediril 30; Trifeme 28; Preven; Levora-21; Levora-28; Microgynon 30 ED; Tri-Levlen 21; 17-alpha-Ethynyl-13-ethyl-19-nortestosterone; Rigevidon 21+7; NorLevo; 13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one; SH 850; Triquilar ED; MFCD00199013; LD norgestrel [French]; Triphasil 21; Triphasil 28; SH 70850; NCGC00159349-02; Norgestrelum [INN-Latin]; 13-beta-Ethyl-17alpha-ethynyl-17beta-hydroxygon-4-en-3-one; D-(-)-Norgestrel; SMR000059117; Levonorgestrel implants; E-Gen-C; Norgestrel [Progestins]; Ovoplex 30-150; DSSTox_CID_16496; DSSTox_RID_79283; DSSTox_GSID_36496; Previfem; Microluton; Levogel; Levosert; Liletta; 13-ethyl-17alpha-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one; Next choice; Fallback Solo; 18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (17alpha)-(+-)-; Norplant System in Plastic Container; Plan B One Step; Plan B One-Step; Norplant (TN); Ovrette (TN); Mirena (TN); CCRIS 6525; CCRIS 9033; Levonorgestrel (Levonelle); HSDB 3595; HSDB 6483; LNG-IUS; 17alpha-Ethynyl-13-ethyl-19-nortestosterone; Levonorgestrel(Levonelle); EINECS 212-349-8; EINECS 229-433-5; BRN 2391114; 13-Ethyl-17alpha-ethynylgon-4-en-17beta-ol-3-one; 18,19-Dinor-4-pregnen-20-yn-3-one; Kyleena; dl-13-beta-Ethyl-17-alpha-ethynyl-19-nortestosterone; 19-Nortestosterone, 17-ethynyl-18-methyl-; Levonorgestrel (JAN/USP/INN); Oral levonorgestrel; CAS-797-63-7; Prestwick_109; (+-)-Norgestrel; (-)-Levonorgestrel; Levonorgestrel [USAN:USP:INN:BAN]; Levonorgestrel implant; Skyla (TN); Norgestrel [USAN:USP:INN:BAN:JAN]; Levonorgestrel, 98%; Norgestrel (-)-form; BAY 86-5028; Opera_ID_552; Prestwick0_000773; Prestwick1_000773; Prestwick2_000773; Prestwick3_000773; Intrauterine levonorgestrel; 17-beta-Hydroxy-18-methyl-19-nor-17-alpha-pregn-4-en-20-yn-3-one; 17alpha-Ethynyl-18-homo-19-nor-testosterone; (+-)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one; (-)-Norgestrel, 98%; 18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (17alpha)-(-)-; CHEMBL1389; BIDD:PXR0194; SCHEMBL27597; BSPBio_000846; MLS000759484; MLS001074069; MLS001423967; SPBio_002785; 13-Ethyl-17alpha-ethynyl-17-hydroxygon-4-en-3-one; BPBio1_000932; GTPL2881; Norgestrel (JP17/USP/INN); DTXSID3036496; DTXSID3047477; 17alpha-ethynyl-17beta-hydroxy-18a-homoestr-4-en-3-one; HMS1570K08; HMS2051M08; HMS2090O06; HMS2097K08; HMS2232H06; HMS2232K12; HMS3649J10; HMS3714K08; HMS3886K18; HY-B0257; ZINC3814395; D-(-)-Norgestrel (Levonorgestrel); Tox21_111593; Tox21_202872; Tox21_303658; BDBM50410522; LMST02030119; NSC744007; D(-)-Norgestrel, analytical standard; 18,19-Dinor-17-alpha-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-; AKOS015894913; Tox21_111593_1; BCP9000852; CCG-100853; DB00367; MCULE-1283162506; NC00103; NSC-744007; 18,19-Dinor-17-alpha-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (+-)-; [18,(17.alpha.)-(-)-]; NCGC00159349-03; NCGC00159349-05; NCGC00257283-01; NCGC00260418-01; SMR000653526; AB0012485; C08149; C08153; D00950; D00954; 797L637; A835065; Q416950; SR-01000759218; SR-01000946725; (-)-17alpha-Ethynyl-18-methyl-19-nortestosterone; SR-01000759218-5; SR-01000946725-1; BRD-K35189033-001-03-0; 13-ethyl-17alpha-ethynyl-17beta-hydroxygon-4-en-3-one; Z1551429747; 13beta-ethyl-17alpha-ethynyl-17-hydroxy-gon-4-en-3-one; UNII-3J8Q1747Z2 component WWYNJERNGUHSAO-XUDSTZEESA-N; (17?)-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-yn-3-one; 13beta-ethyl-17alpha-ethynyl-17beta-hydroxy-gon-4-en-3-one; Levonorgestrel, British Pharmacopoeia (BP) Reference Standard; Levonorgestrel, European Pharmacopoeia (EP) Reference Standard; 18,19-Dinor-13beta-ethyl-17beta-hydroxy-4-pregnen-20-yn-3-one; Levonorgestrel, United States Pharmacopeia (USP) Reference Standard; (-)-18,19-Dinor-13beta-ethyl-17beta-hydroxy-4-pregnen-20-yn-3-one; [(-)-13-ethyl-17-hydroxy-18,19-dinor-17a-pregn-4-en-20-yn-3-one; [18,19-Dinorpregn-4-en-20-yn-3-one-13-ethyl-17-hydroxy-,(17..)-(-)-]; Levonorgestrel, Pharmaceutical Secondary Standard; Certified Reference Material; 23047-14-5
Clinical Status
Approved
Disease Indication Menorrhagia ICD-11: GA20 [1]
PubChem CID
13109
Formula
C21H28O2
Canonical SMILES
CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC(=O)CC[C@H]34
InChI
1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
InChIKey
WWYNJERNGUHSAO-XUDSTZEESA-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=13109"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 312.4 Topological Polar Surface Area 37.3
XlogP 3.3 Complexity 609
Heavy Atom Count 23 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Levonorgestrel 1.5 mg tablet Click to Show/Hide the Full List of Formulation(s):        14 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
Lactose monohydrate; Fd&c yellow no. 6; Magnesium stearate; Povidone; Silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Actavis Pharma; NuCare Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 2 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
Lactose monohydrate; Fd&c yellow no. 6; Magnesium stearate; Silicon dioxide; Povidones; Starch, corn
                   Dosage Form Oral Tablet
                   Company Watson Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 3 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
Lactose monohydrate; Magnesium stearate; Talc; Povidone; Silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Lotus Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 4 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
Lactose monohydrate; Magnesium stearate; Povidone k30; Silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Lupin Pharmaceuticals
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 5 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
Lactose monohydrate; Magnesium stearate; Talc; Silicon dioxide; Hypromelloses; Starch, corn
                   Dosage Form Oral Tablet
                   Company Sun Pharmaceutical Industries
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 6 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
Lactose monohydrate; Magnesium stearate; Talc; Silicon dioxide; Starch, corn; Starch, potato
                   Dosage Form Oral Tablet
                   Company Aurohealth; Glenmark Pharmaceutials; NuCare Pharmaceuticals; Rebel Distributors; Teva Women's Health
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 7 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
Lactose monohydrate; Magnesium stearate; Talc; Silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company GAVIS Pharmaceuticals; Lupin Pharmaceuticals; Novel Laboratories; Pharmacist Pharmaceutical; Syzygy Healthcare Solutions
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 8 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
Lactose monohydrate; Magnesium stearate; Talc; Silicon dioxide; Starch, corn; Starch, potato
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Central Texas Community Health Centers; Teva Women's Health
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 9 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
Lactose monohydrate; Magnesium stearate; Talc; Silicon dioxide; Povidones; Starch, corn
                   Dosage Form Oral Tablet
                   Company Wockhardt
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 10 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
Lactose monohydrate; Magnesium stearate; Silicon dioxide; Povidones; Starch, corn
                   Dosage Form Oral Tablet
                   Company Rapha Pharmaceuticals
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 11 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
Lactose monohydrate; Magnesium stearate; Silicon dioxide; Povidone k25; Starch, corn
                   Dosage Form Oral Tablet
                   Company Afaxys Pharma
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 12 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
Lactose monohydrate; Magnesium stearate; Silicon dioxide; Povidones; Starch, corn
                   Dosage Form Oral Tablet
                   Company L. Perrigo Company
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 13 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
Lactose monohydrate; Magnesium stearate; Povidone k30; Colloidal silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Lupin Pharmaceuticals
                   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) [4]
             Drug Formulation 14 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
Lactose monohydrate; Magnesium stearate; Starch, pregelatinized corn
                   Dosage Form Oral Tablet
                   Company NorthStar Rx
                   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) [4]
References
1 FDA label for approved levonorgestrel 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 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
4 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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