desogestrel ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
steroids, progestogens 818 54024-22-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • Org 2969
  • desogestrel
  • cerazette
A synthetic progestational hormone used often as the progestogenic component of combined oral contraceptive agents (ORAL CONTRACEPTIVES, COMBINED).
  • Molecular weight: 310.48
  • Formula: C22H30O
  • CLOGP: 5.50
  • LIPINSKI: 1
  • HAC: 1
  • HDO: 1
  • TPSA: 20.23
  • ALOGS: -5.01
  • ROTB: 1

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.32 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.01 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 5 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Dec. 10, 1992 FDA ORGANON USA INC

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Pregnancy on oral contraceptive 72.79 19.90 17 4579 941 50599587
Hepatocellular injury 51.33 19.90 31 4565 25916 50574612
Lip swelling 39.97 19.90 26 4570 24710 50575818
Essential tremor 33.49 19.90 9 4587 882 50599646
Folliculitis 31.31 19.90 27 4569 39198 50561330
Pruritus 31.19 19.90 75 4521 283493 50317035
Irritable bowel syndrome 30.53 19.90 30 4566 51411 50549117
Maculopathy 30.40 19.90 10 4586 1964 50598564
Polymenorrhagia 30.03 19.90 5 4591 45 50600483
Blister 28.65 19.90 37 4559 85381 50515147
Lower respiratory tract infection 27.00 19.90 38 4558 95163 50505365
Reversible cerebral vasoconstriction syndrome 25.81 19.90 9 4587 2110 50598418
Cell death 25.42 19.90 9 4587 2206 50598322
Gastrointestinal disorder 24.29 19.90 36 4560 94420 50506108
Peripheral swelling 24.27 19.90 56 4540 205880 50394648
Rash 23.60 19.90 90 4506 437381 50163147
Swollen tongue 23.44 19.90 20 4576 28610 50571918
Drug interaction 23.21 19.90 54 4542 199567 50400961
Swelling face 22.88 19.90 26 4570 52569 50547959
Nasal mucosal erosion 21.56 19.90 4 4592 70 50600458
Meningioma 21.54 19.90 9 4587 3440 50597088
Impaired healing 21.50 19.90 29 4567 69757 50530771
Muscle injury 20.82 19.90 21 4575 37090 50563438

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Pregnancy on oral contraceptive 77.10 23.38 16 3981 755 64493980
Hepatocellular injury 46.40 23.38 31 3966 45204 64449531
Lip swelling 43.04 23.38 26 3971 31881 64462854
Essential tremor 33.41 23.38 9 3988 1310 64493425
Polymenorrhagia 32.04 23.38 5 3992 44 64494691
Maculopathy 31.86 23.38 10 3987 2486 64492249
Pruritus 29.75 23.38 62 3935 312338 64182397
Rash 28.47 23.38 77 3920 458472 64036263
Reversible cerebral vasoconstriction syndrome 28.30 23.38 9 3988 2333 64492402
Swelling face 26.71 23.38 25 3972 59141 64435594
Irritable bowel syndrome 25.48 23.38 20 3977 37349 64457386
Blister 25.22 23.38 28 3969 80939 64413796
Swollen tongue 24.46 23.38 19 3978 34935 64459800
Cell death 23.47 23.38 9 3988 4045 64490690

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC G03AA09 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE
Progestogens and estrogens, fixed combinations
ATC G03AB05 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE
Progestogens and estrogens, sequential preparations
ATC G03AC09 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE
Progestogens
ATC G03FB10 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
PROGESTOGENS AND ESTROGENS IN COMBINATION
Progestogens and estrogens, sequential preparations
FDA CS M0447349 Progesterone Congeners
FDA EPC N0000175602 Progestin
CHEBI has role CHEBI:49323 contraceptive drugs
CHEBI has role CHEBI:49326 synthetic oral contraceptives
CHEBI has role CHEBI:59826 progestins
MeSH PA D003270 Contraceptive Agents
MeSH PA D003271 Contraceptive Agents, Female
MeSH PA D000080066 Contraceptive Agents, Hormonal
MeSH PA D003278 Contraceptives, Oral, Hormonal
MeSH PA D003280 Contraceptives, Oral, Synthetic
MeSH PA D006728 Hormones
MeSH PA D011372 Progestins
MeSH PA D012102 Reproductive Control Agents

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Contraception indication 13197004
Amenorrhea off-label use 14302001 DOID:13938
Female hypogonadism syndrome off-label use 16041008
Polycystic ovaries off-label use 69878008
Dysmenorrhea off-label use 266599000
Abnormal uterine bleeding unrelated to menstrual cycle off-label use 312984006
Menorrhagia off-label use 386692008
Heart valve disorder contraindication 368009 DOID:4079
Hyperlipoproteinemia contraindication 3744001 DOID:1168
Hypocalcemia contraindication 5291005
Hypercholesterolemia contraindication 13644009
Myocardial infarction contraindication 22298006 DOID:5844
Depressive disorder contraindication 35489007
Chloasma contraindication 36209000
Migraine contraindication 37796009 DOID:6364
Hypertensive disorder contraindication 38341003 DOID:10763
Disorder of gallbladder contraindication 39621005 DOID:0060262
Hypothyroidism contraindication 40930008 DOID:1459
Body fluid retention contraindication 43498006
Thrombosis of retinal vein contraindication 46085004
Humoral hypercalcemia of malignancy contraindication 47709007
Dementia contraindication 52448006
Hepatic porphyria contraindication 55056006 DOID:3133
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Hyperlipidemia contraindication 55822004 DOID:1168
Benign mammary dysplasia contraindication 57993004
Obstructive hyperbilirubinemia contraindication 59848001
Thrombophlebitis contraindication 64156001 DOID:3875
Intermenstrual bleeding - irregular contraindication 64996003
Diabetes mellitus contraindication 73211009 DOID:9351
Hyperglycemia contraindication 80394007 DOID:4195
Epilepsy contraindication 84757009 DOID:1826
Breast lump contraindication 89164003
Malignant neoplasm of liver contraindication 93870000 DOID:3571
Uterine leiomyoma contraindication 95315005 DOID:13223
Deep venous thrombosis contraindication 128053003
Endometriosis contraindication 129103003
Liver function tests abnormal contraindication 166603001
Mammography abnormal contraindication 168750009
Angina pectoris contraindication 194828000
Asthma contraindication 195967001 DOID:2841
Cerebrovascular accident contraindication 230690007
Pulmonary thromboembolism contraindication 233935004
Thrombophilia contraindication 234467004 DOID:2452
Disease of liver contraindication 235856003 DOID:409
Cholestasis of pregnancy contraindication 235888006
Endometrial carcinoma contraindication 254878006 DOID:2871
Chorea contraindication 271700006
Pregnancy, function contraindication 289908002
Hypertriglyceridemia contraindication 302870006
Functional visual loss contraindication 313165001
Malignant tumor of cervix contraindication 363354003 DOID:4362
Malignant tumor of ovary contraindication 363443007 DOID:2394
Thromboembolic disorder contraindication 371039008
Cardiovascular event risk contraindication 395112001
Disorder of coronary artery contraindication 414024009
Obesity contraindication 414916001 DOID:9970
Estrogen receptor positive tumor contraindication 416053008
Porphyria contraindication 418470004
Family history of malignant neoplasm of breast contraindication 429740004
Hypertensive urgency contraindication 443482000
Carcinoma of female breast contraindication 447782002
Smokes tobacco daily contraindication 449868002
Nonspecific Abnormal Papanicolaou Smear of Cervix contraindication
Major Surgery with Prolonged Post-Operative Immobilization contraindication




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.93 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Progesterone receptor Nuclear hormone receptor AGONIST WOMBAT-PK CHEMBL
Sex hormone-binding globulin Secreted Kd 6.60 CHEMBL

External reference:

IDSource
4020568 VUID
N0000148270 NUI
D02367 KEGG_DRUG
22656 RXNORM
4020568 VANDF
C0057558 UMLSCUI
CHEBI:4453 CHEBI
CHEMBL1533 ChEMBL_ID
DB00304 DRUGBANK_ID
D017135 MESH_DESCRIPTOR_UI
40973 PUBCHEM_CID
7065 IUPHAR_LIGAND_ID
4384 INN_ID
81K9V7M3A3 UNII
4549 MMSL
d03780 MMSL
003956 NDDF
116074007 SNOMEDCT_US
126108008 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
MERCILON HUMAN OTC DRUG LABEL 2 72689-0020 TABLET 0.15 mg ORAL unapproved drug other 7 sections