ethinylestradiol Indications/Contra | FAERs | Orange Book | BioActivity |

Stem definitionDrug idCAS RN
estrogens 1082 57-63-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • ethinylestradiol betadex
  • ethynyl estradiol
  • ethinylestradiol
  • ethinyl estradiol
  • 17-ethinylestradiol
  • ethinyloestradiol
A semisynthetic alkylated ESTRADIOL with a 17-alpha-ethinyl substitution. It has high estrogenic potency when administered orally, and is often used as the estrogenic component in ORAL CONTRACEPTIVES.
  • Molecular weight: 296.41
  • Formula: C20H24O2
  • CLOGP: 3.68
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 2
  • TPSA: 40.46
  • ALOGS: -4.64
  • ROTB: 0

Drug dosage:

DoseUnitRoute
25 mcg O
1.50 mg O

Approvals:

DateAgencyCompanyOrphan
June 25, 1943 FDA SCHERING

FDA Adverse Event Reporting System

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
Pulmonary embolism 6025.79 44.33 1448 6089 26440 3351882
Deep vein thrombosis 4131.33 44.33 1021 6516 20368 3357954
Unintended pregnancy 3638.97 44.33 661 6876 2462 3375860
Inappropriate schedule of drug administration 2969.23 44.33 721 6816 13032 3365290
Metrorrhagia 1894.97 44.33 373 7164 2271 3376051
Exposure during pregnancy 1749.17 44.33 554 6983 27009 3351313
Device expulsion 1574.99 44.33 453 7084 15740 3362582
Incorrect drug administration duration 1258.65 44.33 277 7260 3064 3375258
Product quality issue 1162.22 44.33 405 7132 26330 3351992
Menorrhagia 691.41 44.33 179 7358 4076 3374246
Thrombosis 528.44 44.33 192 7345 13898 3364424
Migraine 508.14 44.33 171 7366 9845 3368477
Pregnancy with contraceptive device 492.49 44.33 119 7418 2015 3376307
Cerebrovascular accident 454.91 44.33 225 7312 35063 3343259
Application site reaction 445.77 44.33 88 7449 533 3377789
Abortion spontaneous 438.09 44.33 156 7381 10629 3367693
Vaginal haemorrhage 431.79 44.33 134 7403 5933 3372389
Medical device discomfort 409.43 44.33 84 7453 634 3377688
Device breakage 397.65 44.33 112 7425 3520 3374802
Vaginal discharge 347.03 44.33 78 7459 943 3377379
Maternal exposure before pregnancy 342.95 44.33 78 7459 998 3377324
Pregnancy with contraceptive patch 341.78 44.33 49 7488 2 3378320
Product storage error 332.08 44.33 110 7427 6005 3372317
Headache 329.00 44.33 259 7278 91721 3286601
Intracranial venous sinus thrombosis 318.55 44.33 63 7474 385 3377937
Abnormal withdrawal bleeding 318.23 44.33 47 7490 13 3378309
Off label use 315.06 44.33 205 7332 53772 3324550
Abortion induced 302.85 44.33 91 7446 3600 3374722
Hypercoagulation 297.28 44.33 62 7475 511 3377811
Dysmenorrhoea 293.28 44.33 65 7472 733 3377589
Vulvovaginal discomfort 278.81 44.33 57 7480 421 3377901
Menstruation irregular 269.91 44.33 72 7465 1834 3376488
Thrombophlebitis superficial 264.91 44.33 63 7474 990 3377332
Pulmonary infarction 254.29 44.33 57 7480 679 3377643
Menstruation delayed 248.50 44.33 52 7485 436 3377886
Depression 246.43 44.33 157 7380 39613 3338709
Cervical dysplasia 223.54 44.33 51 7486 661 3377661
Chest pain 220.11 44.33 147 7390 40128 3338194
Nausea 216.55 44.33 239 7298 129406 3248916
Vena cava filter insertion 205.40 44.33 34 7503 56 3378266
Drug dose omission 199.73 44.33 136 7401 38296 3340026
Intentional medical device removal by patient 198.95 44.33 32 7505 39 3378283
Muscle spasms 193.81 44.33 117 7420 26786 3351536
Menstrual disorder 191.13 44.33 48 7489 955 3377367
Coagulopathy 188.66 44.33 68 7469 4771 3373551
Withdrawal bleed 184.84 44.33 29 7508 26 3378296
Pain in extremity 184.76 44.33 143 7394 49069 3329253
Cerebral venous thrombosis 184.72 44.33 41 7496 465 3377857
Vulvovaginal mycotic infection 179.04 44.33 43 7494 705 3377617
Amenorrhoea 178.47 44.33 57 7480 2760 3375562
Ovarian cyst 177.37 44.33 52 7485 1882 3376440
Anxiety 170.53 44.33 125 7412 39504 3338818
Pregnancy on contraceptive 154.55 44.33 32 7505 253 3378069
Product shape issue 153.77 44.33 27 7510 74 3378248
Ectopic pregnancy 149.57 44.33 38 7499 793 3377529
Smear cervix abnormal 143.56 44.33 31 7506 306 3378016
Superior sagittal sinus thrombosis 143.38 44.33 30 7507 251 3378071
Adverse event 134.56 44.33 69 7468 11488 3366834
Poor quality drug administered 133.61 44.33 37 7500 1086 3377236
Abdominal pain 128.69 44.33 113 7424 46112 3332210
Fungal infection 121.12 44.33 52 7485 5797 3372525
Cerebral infarction 118.69 44.33 57 7480 8243 3370079
Embolism venous 117.31 44.33 30 7507 643 3377679
Urinary tract infection 117.29 44.33 91 7446 31237 3347085
Venous thrombosis 116.10 44.33 35 7502 1395 3376927
Breast tenderness 114.12 44.33 31 7506 845 3377477
Chlamydial infection 112.92 44.33 23 7514 166 3378156
Skin hyperpigmentation 112.88 44.33 33 7504 1181 3377141
Papilloma viral infection 110.86 44.33 25 7512 306 3378016
Thrombectomy 109.33 44.33 20 7517 74 3378248
Drug administration error 108.01 44.33 49 7488 6227 3372095
Back pain 105.90 44.33 93 7444 37912 3340410
Product use issue 98.40 44.33 63 7474 15938 3362384
Hypomenorrhoea 95.67 44.33 21 7516 225 3378097
Device failure 93.16 44.33 34 7503 2467 3375855
Uterine leiomyoma 92.70 44.33 30 7507 1513 3376809
Pelvic pain 89.53 44.33 34 7503 2756 3375566
Asthma 89.32 44.33 54 7483 12348 3365974
Pelvic venous thrombosis 89.13 44.33 22 7515 406 3377916
Cerebral thrombosis 87.85 44.33 23 7514 542 3377780
Female sterilisation 86.75 44.33 17 7520 98 3378224
Transverse sinus thrombosis 85.97 44.33 18 7519 151 3378171
Hypoaesthesia 85.89 44.33 69 7468 24870 3353452
Hypertension 85.52 44.33 83 7454 38383 3339939
Vaginal infection 85.20 44.33 24 7513 750 3377572
Product colour issue 84.54 44.33 20 7517 306 3378016
Gastrooesophageal reflux disease 84.44 44.33 51 7486 11640 3366682
Haemorrhage 83.63 44.33 62 7475 19859 3358463
Portal vein thrombosis 82.54 44.33 25 7512 1012 3377310
Anticoagulation drug level below therapeutic 81.82 44.33 18 7519 195 3378127
Abortion 81.58 44.33 23 7514 721 3377601
Wrong technique in product usage process 81.44 44.33 57 7480 16694 3361628
Medical device site discomfort 78.29 44.33 14 7523 44 3378278
Weight increased 77.58 44.33 67 7470 26673 3351649
Dyspnoea 77.23 44.33 129 7408 102805 3275517
Dysfunctional uterine bleeding 76.63 44.33 17 7520 192 3378130
Mood swings 74.54 44.33 35 7502 4807 3373515
Pneumonia 73.94 44.33 103 7434 70040 3308282
Venous thrombosis limb 73.25 44.33 21 7516 700 3377622
Menstruation normal 72.63 44.33 14 7523 73 3378249
Application site discolouration 72.52 44.33 18 7519 340 3377982
Post thrombotic syndrome 72.16 44.33 15 7522 121 3378201
Bacterial vulvovaginitis 71.08 44.33 16 7521 194 3378128
Jugular vein thrombosis 71.01 44.33 19 7518 488 3377834
Product adhesion issue 70.84 44.33 25 7512 1645 3376677
Vulvovaginal pain 70.72 44.33 18 7519 378 3377944
Thrombophlebitis 70.50 44.33 23 7514 1190 3377132
Pulmonary mass 70.11 44.33 27 7510 2273 3376049
Oligomenorrhoea 69.49 44.33 16 7521 216 3378106
Iron deficiency anaemia 67.15 44.33 27 7510 2548 3375774
Application site pruritus 66.28 44.33 23 7514 1439 3376883
Polycystic ovaries 66.25 44.33 15 7522 187 3378135
Transient ischaemic attack 66.00 44.33 41 7496 9830 3368492
Dyspareunia 65.05 44.33 19 7518 677 3377645
Discomfort 64.60 44.33 35 7502 6501 3371821
Vomiting 64.18 44.33 110 7427 89421 3288901
Complication associated with device 64.09 44.33 35 7502 6603 3371719
Tonsillectomy 62.41 44.33 16 7521 346 3377976
Pulmonary hypertension 61.95 44.33 34 7503 6476 3371846
Palpitations 61.88 44.33 51 7486 19032 3359290
Antiphospholipid antibodies positive 61.72 44.33 14 7523 176 3378146
Pregnancy on oral contraceptive 61.23 44.33 16 7521 374 3377948
Drug prescribing error 60.35 44.33 29 7508 4191 3374131
Atelectasis 59.75 44.33 27 7510 3395 3374927
Protein S decreased 59.25 44.33 11 7526 45 3378277
Pleural effusion 58.42 44.33 49 7488 18730 3359592
Syncope 58.22 44.33 56 7481 25577 3352745
Emotional disorder 57.96 44.33 25 7512 2814 3375508
Rhinitis allergic 57.81 44.33 19 7518 1006 3377316
Vulvovaginal burning sensation 57.68 44.33 15 7522 344 3377978
Endometriosis 57.00 44.33 17 7520 652 3377670
Varicose vein 56.13 44.33 18 7519 881 3377441
Endometrial ablation 56.02 44.33 10 7527 31 3378291
Phlebitis 55.89 44.33 21 7516 1652 3376670
Cholecystectomy 55.74 44.33 22 7515 1977 3376345
Venous stent insertion 55.07 44.33 9 7528 13 3378309
Mesenteric vein thrombosis 54.91 44.33 14 7523 296 3378026
Maternal drugs affecting foetus 54.19 44.33 26 7511 3745 3374577
Polymenorrhoea 54.17 44.33 14 7523 313 3378009
Pleurisy 54.12 44.33 21 7516 1803 3376519
Uterine dilation and curettage 53.39 44.33 13 7524 226 3378096
Abdominal pain lower 53.37 44.33 27 7510 4359 3373963
Peripheral artery thrombosis 52.41 44.33 16 7521 665 3377657
Ischaemic stroke 51.46 44.33 28 7509 5242 3373080
Vitamin B12 deficiency 50.83 44.33 16 7521 737 3377585
Colposcopy 50.56 44.33 8 7529 8 3378314
Toxic shock syndrome 50.27 44.33 12 7525 191 3378131
Vulvovaginal candidiasis 50.20 44.33 13 7524 293 3378029
Caesarean section 49.69 44.33 26 7511 4500 3373822
Pain 48.72 44.33 86 7451 71471 3306851
Dizziness 48.33 44.33 89 7448 76423 3301899
Premature labour 48.21 44.33 20 7517 2043 3376279
Phlebitis superficial 48.01 44.33 11 7526 145 3378177
Pleuritic pain 47.24 44.33 16 7521 930 3377392
Pelvic inflammatory disease 47.21 44.33 13 7524 373 3377949
Vena cava thrombosis 46.54 44.33 14 7523 553 3377769
Thrombolysis 45.76 44.33 9 7528 53 3378269
Maternal exposure during pregnancy 45.40 44.33 33 7504 10238 3368084

Pharmacologic Action:

SourceCodeDescription
ATC G03CA01 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
ESTROGENS
Natural and semisynthetic estrogens, plain
ATC L02AA03 ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
ENDOCRINE THERAPY
HORMONES AND RELATED AGENTS
Estrogens
ATC G03AA01 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 G03AA02 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 G03AA03 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 G03AA04 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 G03AA05 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 G03AA06 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 G03AA07 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 G03AA08 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 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 G03AA10 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 G03AA11 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 G03AA12 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 G03AA13 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 G03AA15 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 G03AA16 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 G03AB01 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 G03AB02 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 G03AB03 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 G03AB04 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 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 G03AB06 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 G03AB07 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE
Progestogens and estrogens, sequential preparations
FDA EPC N0000175825 Estrogen
FDA MoA N0000000100 Estrogen Receptor Agonists
CHEBI has role CHEBI:76988 xenoestrogen
MeSH PA D004967 Estrogens
MeSH PA D006728 Hormones
MeSH PA D006730 Hormones, Hormone Substitutes, and Hormone Antagonists

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Premenstrual dysphoric disorder indication 596004
Contraception indication 13197004
Atrophic vaginitis indication 52441000 DOID:11968
Acne vulgaris indication 88616000
Postmenopausal osteoporosis indication 102447009
Menopausal flushing indication 198436008
Atrophic vulva indication 248861000 DOID:14275
Amenorrhea off-label use 14302001 DOID:13938
Female hypogonadism syndrome off-label use 16041008
Polycystic ovaries off-label use 69878008 DOID:11612
Dysmenorrhea off-label use 266599000
Postcoital contraception off-label use 268463003
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
Hyperkalemia contraindication 14140009
Jaundice contraindication 18165001
Myocardial infarction contraindication 22298006 DOID:5844
Diplopia contraindication 24982008
Retinal hemorrhage contraindication 28998008
Depressive disorder contraindication 35489007 DOID:2848
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 DOID:1727
Humoral hypercalcemia of malignancy contraindication 47709007
Chronic heart failure contraindication 48447003
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
Acute nephropathy contraindication 58574008
Obstructive hyperbilirubinemia contraindication 59848001 DOID:13603
Thrombophlebitis contraindication 64156001 DOID:3875
Intermenstrual bleeding - irregular contraindication 64996003
Hypercalcemia contraindication 66931009 DOID:12678
Diabetes mellitus contraindication 73211009 DOID:9351
Hyperglycemia contraindication 80394007 DOID:4195
Heart failure contraindication 84114007 DOID:6000
Epilepsy contraindication 84757009 DOID:1826
Breast lump contraindication 89164003
Kidney disease contraindication 90708001 DOID:2527
Malignant neoplasm of liver contraindication 93870000 DOID:3571
Uterine leiomyoma contraindication 95315005 DOID:13223
Neoplasm of prostate contraindication 126906006 DOID:10283
Deep venous thrombosis contraindication 128053003
Seizure disorder contraindication 128613002 DOID:1826
Endometriosis contraindication 129103003 DOID:289
Bed-ridden contraindication 160685001
Liver function tests abnormal contraindication 166603001
Mammography abnormal contraindication 168750009
Angina pectoris contraindication 194828000
Asthma contraindication 195967001 DOID:2841
Cerebrovascular accident contraindication 230690007 DOID:6713
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
Benign prostatic hyperplasia contraindication 266569009 DOID:2883
Edema contraindication 267038008
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
Adrenal cortical hypofunction contraindication 386584007 DOID:10493
Cardiovascular event risk contraindication 395112001
Breastfeeding (mother) contraindication 413712001
Disorder of coronary artery contraindication 414024009
Obesity contraindication 414916001 DOID:9970
Estrogen receptor positive tumor contraindication 416053008
Porphyria contraindication 418470004 DOID:13268
Optic disc edema contraindication 423341008 DOID:10175
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
Diabetes with Vascular Disease Complication contraindication
Benign Hepatic Cell Adenoma contraindication
Breast Carcinoma in Males contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 11.13 acidic

Orange Book patent data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
0.02MG LYBREL WYETH PHARMS INC N021864 May 22, 2007 DISCN TABLET ORAL 6500814 Sept. 3, 2018 PREVENTION OF PREGNANCY
0.035MG FEMCON FE APIL N021490 Nov. 14, 2003 RX TABLET, CHEWABLE ORAL 6667050 April 6, 2019 PREVENTION OF PREGNANCY
0.025MG NORETHINDRONE AND ETHINYL ESTRADIOL AND FERROUS FUMARATE APIL N022573 Dec. 22, 2010 RX TABLET, CHEWABLE ORAL 6667050 April 6, 2019 PREVENTION OF PREGNANCY IN WOMEN WHO ELECT TO USE ORAL CONTRACEPTIVES AS A METHOD OF CONTRACEPTION
0.02MG MINASTRIN 24 FE APIL N203667 May 8, 2013 RX TABLET, CHEWABLE ORAL 6667050 April 6, 2019 PREVENTION OF PREGNANCY
0.01MG,0.01MG,N/A LO MINASTRIN FE APIL N204654 July 24, 2013 DISCN TABLET, CHEWABLE, TABLET ORAL 6667050 April 6, 2019 PREVENTION OF PREGNANCY
0.025MG,0.025MG,0.025MG ORTHO TRI-CYCLEN LO JANSSEN PHARMS N021241 Aug. 22, 2002 RX TABLET ORAL-28 6214815 June 9, 2019 CONTRACEPTION
0.05MG PREVEN EMERGENCY CONTRACEPTIVE KIT TEVA BRANDED PHARM N020946 Sept. 1, 1998 DISCN TABLET ORAL 6156742 Dec. 5, 2020 KIT ADAPTED AND DESIGNED TO PROVIDE BOTH DATA ON THE CURRENT REPRODUCTIVE STATUS OF A PATIENT AND CONTRACEPTION FOR THOSE WHO ARE NOT PREGNANT, BUT RECENTLY ENGAGED IN UNPROTECTED SEX
0.02MG YAZ BAYER HLTHCARE N021676 March 16, 2006 RX TABLET ORAL 7163931 Dec. 20, 2021 PREVENTION OF PREGNANCY
0.02MG,N/A BEYAZ BAYER HLTHCARE N022532 Sept. 24, 2010 RX TABLET ORAL 7163931 March 3, 2022 PREVENTION OF PREGNANCY
0.03MG,N/A SAFYRAL BAYER HLTHCARE N022574 Dec. 16, 2010 RX TABLET ORAL 7163931 March 3, 2022 PREVENTION OF PREGNANCY
0.03MG,0.01MG SEASONIQUE TEVA BRANDED PHARM N021840 May 25, 2006 RX TABLET ORAL 7615545 June 15, 2023 PREVENTION OF PREGNANCY
0.02MG,0.01MG LOSEASONIQUE TEVA BRANDED PHARM N022262 Oct. 24, 2008 RX TABLET ORAL 7615545 June 15, 2023 PREVENTION OF PREGNANCY
0.03MG,0.01MG SEASONIQUE TEVA BRANDED PHARM N021840 May 25, 2006 RX TABLET ORAL 7320969 Jan. 30, 2024 PREVENTION OF PREGNANCY IN WOMEN WHO ELECT TO USE ORAL CONTRACEPTIVES AS A METHOD OF CONTRACEPTION
None QUARTETTE TEVA BRANDED PHARM N204061 March 28, 2013 RX TABLET ORAL 8450299 Oct. 7, 2025 PREVENTION OF PREGNANCY
0.03MG,0.01MG SEASONIQUE TEVA BRANDED PHARM N021840 May 25, 2006 RX TABLET ORAL 7855190 Dec. 5, 2028 PREVENTION OF PREGNANCY
0.02MG,0.01MG LOSEASONIQUE TEVA BRANDED PHARM N022262 Oct. 24, 2008 RX TABLET ORAL 7855190 Dec. 5, 2028 PREVENTION OF PREGNANCY
0.01MG,0.01MG LO LOESTRIN FE APIL N022501 Oct. 21, 2010 RX TABLET ORAL 7704984 Feb. 2, 2029 LO LOESTRIN FE IS INDICATED FOR THE PREVENTION OF PREGNANCY IN WOMEN WHO ELECT TO USE ORAL CONTRACEPTIVES AS A METHOF OF CONTRACEPTION
0.01MG,0.01MG,N/A LO MINASTRIN FE APIL N204654 July 24, 2013 DISCN TABLET, CHEWABLE, TABLET ORAL 7704984 Feb. 2, 2029 PREVENTION OF PREGNANCY

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Estrogen receptor Nuclear hormone receptor AGONIST Kd 9.83 WOMBAT-PK CHEMBL
Mu-type opioid receptor GPCR Ki 4.96 DRUG MATRIX
Adenosine receptor A2a GPCR Ki 4.93 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 7.54 DRUG MATRIX
Sodium-dependent noradrenaline transporter Transporter Ki 6.02 DRUG MATRIX
Glucocorticoid receptor Nuclear hormone receptor Ki 6.11 DRUG MATRIX
Sodium-dependent dopamine transporter Transporter Ki 6.35 DRUG MATRIX
Adenosine receptor A3 GPCR Ki 4.73 DRUG MATRIX
Kappa-type opioid receptor GPCR Ki 4.98 DRUG MATRIX
Sex hormone-binding globulin Secreted Kd 6.81 CHEMBL
Multidrug and toxin extrusion protein 2 Transporter IC50 4.69 CHEMBL
Multidrug and toxin extrusion protein 1 Transporter IC50 4.68 CHEMBL
Estrogen receptor beta Nuclear hormone receptor IC50 8.09 CHEMBL
Solute carrier family 22 member 2 Transporter IC50 5.66 CHEMBL
Androgen receptor Nuclear hormone receptor IC50 7.30 WOMBAT-PK
Aldehyde oxidase Enzyme IC50 6.24 WOMBAT-PK
5-hydroxytryptamine receptor 4 GPCR Ki 5.88 DRUG MATRIX
Arachidonate 15-lipoxygenase Enzyme IC50 5.25 DRUG MATRIX
Progesterone receptor Transcription factor Ki 6.86 DRUG MATRIX
Androgen receptor Transcription factor IC50 5.09 CHEMBL

External reference:

IDSource
4018022 VUID
N0000146366 NUI
C0015011 UMLSCUI
7071 IUPHAR_LIGAND_ID
D00554 KEGG_DRUG
423D2T571U UNII
437 INN_ID
DB00977 DRUGBANK_ID
CHEMBL691 ChEMBL_ID
5991 PUBCHEM_CID
4124 RXNORM
126097006 SNOMEDCT_US
4698 MMSL
d00229 MMSL
15432003 SNOMEDCT_US
4018022 VANDF
72166 MMSL
N0000007353 NDFRT
N0000146366 NDFRT
001286 NDDF
CHEBI:4903 CHEBI
D004997 MESH_DESCRIPTOR_UI
3WF PDB_CHEM_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Taytulla HUMAN PRESCRIPTION DRUG LABEL 2 0023-5862 KIT 0.02 mg None NDA 19 sections
FEMCON Fe HUMAN PRESCRIPTION DRUG LABEL 2 0023-5970 KIT 0.04 mg None NDA 20 sections
GENERESS Fe HUMAN PRESCRIPTION DRUG LABEL 3 0023-6030 KIT 0.03 mg ORAL NDA 19 sections
Desogen HUMAN PRESCRIPTION DRUG LABEL 2 0052-0261 KIT 0.03 mg None NDA 15 sections
NuvaRing HUMAN PRESCRIPTION DRUG LABEL 2 0052-0273 INSERT, EXTENDED RELEASE 0.02 mg VAGINAL NDA 21 sections
Tri-Lo-Sprintec HUMAN PRESCRIPTION DRUG LABEL 6 0093-2140 KIT 0.03 mg None ANDA 18 sections
Tri-Lo-Sprintec HUMAN PRESCRIPTION DRUG LABEL 6 0093-2140 KIT 0.03 mg None ANDA 18 sections
Tri-Lo-Sprintec HUMAN PRESCRIPTION DRUG LABEL 6 0093-2140 KIT 0.03 mg None ANDA 18 sections
Jinteli HUMAN PRESCRIPTION DRUG LABEL 2 0093-3122 TABLET 5 ug ORAL ANDA 19 sections
Camrese HUMAN PRESCRIPTION DRUG LABEL 3 0093-3134 KIT 0.01 mg None NDA authorized generic 19 sections
Camrese HUMAN PRESCRIPTION DRUG LABEL 3 0093-3134 KIT 0.03 mg None NDA authorized generic 19 sections
Necon 1/35 HUMAN PRESCRIPTION DRUG LABEL 2 0093-3303 KIT 0.04 mg None ANDA 14 sections
Reclipsen HUMAN PRESCRIPTION DRUG LABEL 2 0093-3304 KIT 0.03 mg None ANDA 15 sections
Zenchent 0.4/35 HUMAN PRESCRIPTION DRUG LABEL 2 0093-3305 KIT 0.04 mg None ANDA 14 sections
Junel Fe HUMAN PRESCRIPTION DRUG LABEL 2 0093-5328 KIT 0.02 mg None ANDA 20 sections
Gianvi HUMAN PRESCRIPTION DRUG LABEL 2 0093-5423 KIT 0.02 mg None NDA authorized generic 20 sections
Rivelsa HUMAN PRESCRIPTION DRUG LABEL 7 0093-6031 KIT 0.03 mg None NDA authorized generic 19 sections
Rivelsa HUMAN PRESCRIPTION DRUG LABEL 7 0093-6031 KIT 0.02 mg None NDA authorized generic 19 sections
Rivelsa HUMAN PRESCRIPTION DRUG LABEL 7 0093-6031 KIT 0.03 mg None NDA authorized generic 19 sections
Rivelsa HUMAN PRESCRIPTION DRUG LABEL 7 0093-6031 KIT 0.01 mg None NDA authorized generic 19 sections
camrese Lo HUMAN PRESCRIPTION DRUG LABEL 3 0093-6148 KIT 0.01 mg None NDA authorized generic 19 sections
camrese Lo HUMAN PRESCRIPTION DRUG LABEL 3 0093-6148 KIT 0.02 mg None NDA authorized generic 19 sections
Kelnor 1/50 HUMAN PRESCRIPTION DRUG LABEL 2 0093-8073 KIT 50 ug None ANDA 15 sections
XULANE HUMAN PRESCRIPTION DRUG LABEL 2 0378-3340 PATCH 35 ug TRANSDERMAL ANDA 21 sections
LEVONORGESTREL AND ETHINYL ESTRADIOL HUMAN PRESCRIPTION DRUG LABEL 2 0378-6550 KIT 0.03 mg None ANDA 13 sections
NORGESTIMATE AND ETHINYL ESTRADIOL HUMAN PRESCRIPTION DRUG LABEL 6 0378-7277 KIT 0.03 mg None ANDA 17 sections
NORGESTIMATE AND ETHINYL ESTRADIOL HUMAN PRESCRIPTION DRUG LABEL 6 0378-7277 KIT 0.03 mg None ANDA 17 sections
NORGESTIMATE AND ETHINYL ESTRADIOL HUMAN PRESCRIPTION DRUG LABEL 6 0378-7277 KIT 0.03 mg None ANDA 17 sections
NORETHINDRONE ACETATE AND ETHINYL ESTRADIOL HUMAN PRESCRIPTION DRUG LABEL 2 0378-7280 TABLET 0.02 mg ORAL ANDA 14 sections
LEVONORGESTREL AND ETHINYL ESTRADIOL HUMAN PRESCRIPTION DRUG LABEL 2 0378-7281 KIT 0.03 mg None ANDA 19 sections