ETHINYL ESTRADIOL

Search structure
Trade Names:
Synonyms:
Status: Approved (2001)
Entry Type: Small molecule
Molecule Category: Parent
UNII: 423D2T571U

Structure
InChI Key BFPYWIDHMRZLRN-SLHNCBLASA-N
Smile C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
InChI
InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H24O2
Molecular Weight 296.41
AlogP 3.61
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 0.0
Polar Surface Area 40.46
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 22.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Estrogen receptor alpha agonist ISBN
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - - 18
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B1
- - - 11000 -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - 800-900 -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - - 27
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - 18000 65
Enzyme Oxidoreductase
- 570 - 430-3600 3-8
Enzyme Transferase
- 21000-44000 4-500 9-19 -
Secreted protein
- - 155 - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 3
- 3000 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group A Nuclear hormone receptor subfamily 3 group A member 1
0 2-8 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group A Nuclear hormone receptor subfamily 3 group A member 2
0-0 8-18 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 4
- 8128 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 13
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 2200 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 20200 - - 60
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 14000 - - -

Metabolites

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Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Turner Syndrome 3 D014424 ClinicalTrials
Polycystic Ovary Syndrome 3 D011085 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Anorexia Nervosa 3 D000856 ClinicalTrials
Bone Diseases, Metabolic 3 D001851 ClinicalTrials
Neural Tube Defects 3 D009436 ClinicalTrials
Dysmenorrhea 3 D004412 ClinicalTrials
Migraine Disorders 3 D008881 ClinicalTrials
Amenorrhea 3 D000568 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Hidradenitis Suppurativa 2 D017497 ClinicalTrials
Depressive Disorder 2 D003866 ClinicalTrials
Premenstrual Syndrome 2 D011293 ClinicalTrials
Metrorrhagia 2 D008796 ClinicalTrials
Bulimia Nervosa 2 D052018 ClinicalTrials
Bulimia 2 D002032 ClinicalTrials
Hyperandrogenism 2 D017588 ClinicalTrials
Osteoporosis 2 D010024 ClinicalTrials
Endometrial Neoplasms 2 D016889 ClinicalTrials
Hepatitis C, Chronic 1 D019698 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials
Cystic Fibrosis 1 D003550 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 1 D015451 ClinicalTrials
Non-alcoholic Fatty Liver Disease 1 D065626 ClinicalTrials
Hepatitis C 1 D006526 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Infertility, Female 1 D007247 ClinicalTrials
Hepatitis B, Chronic 1 D019694 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture
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Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Reproductive system and breast disorders
22.35
Injury, poisoning and procedural complications
16.13
Endocrine disorders
9.88
General disorders and administration site conditions
7.94
Gastrointestinal disorders
6.72
Skin and subcutaneous tissue disorders
5.93
Nervous system disorders
5.71
Vascular disorders
5.17
Psychiatric disorders
4.31
Musculoskeletal and connective tissue disorders
2.44
Investigations
2.37
Pregnancy, puerperium and perinatal conditions
2.26

Cross References

Resources Reference
CAS NUMBER 57-63-6
ChEBI 4903
ChEMBL CHEMBL691
DrugBank DB00977
DrugCentral 1082
EPA CompTox DTXSID5020576
FDA SRS 423D2T571U
Human Metabolome Database HMDB0001926
Guide to Pharmacology 7071
PDB 3WF
PharmGKB PA449527
PubChem 5991
SureChEMBL SCHEMBL4071
ZINC ZINC000003812897
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