ETHYNODIOL DIACETATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H32O4
Molecular Weight	384.5085
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

CC(=O)O[C@H]1CC[C@@H]2[C@H]3CC[C@@]4(C)[C@@H](CC[C@@]4(OC(C)=O)C#C)[C@@H]3CCC2=C1

InChI

InChIKey=ONKUMRGIYFNPJW-KIEAKMPYSA-N

InChI=1S/C24H32O4/c1-5-24(28-16(3)26)13-11-22-21-8-6-17-14-18(27-15(2)25)7-9-19(17)20(21)10-12-23(22,24)4/h1,14,18-22H,6-13H2,2-4H3/t18-,19-,20+,21+,22-,23-,24-/m0/s1

HIDE SMILES / InChI

Description

Etynodiol (used in a form of diacetate) is a steroid that was used as a contraceptive drug. Etynodiol diacetate and etynodiol are rapidly metabolized to an active metabolite, norethisterone, which binds to progesterone receptor and modulates its activity.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bile salt export pump 15	Inhibitor 8,504		62000.0 nM [IC50]
Progesterone receptor 61	Agonist 2,752		0.13 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pregnancy 65	Preventing		Approved 8,583	FEMULEN

C_max

Value	Dose	Co-administered	Analyte	Population
174.7 ng/mL	0.15 mg/kg single, intragastric		ETHYNODIOL plasma	Macaca mulatta

AUC

Value	Dose	Co-administered	Analyte	Population
6731 ng × h/mL	0.15 mg/kg single, intragastric		ETHYNODIOL plasma	Macaca mulatta

T_1/2

Value	Dose	Co-administered	Analyte	Population
43.5 h	0.15 mg/kg single, intragastric		ETHYNODIOL plasma	Macaca mulatta

Doses

Show entries

Dose	Population	Adverse events
0.5 mg 1 times / day steady, oral Recommended	healthy, 16-47	Disc. AE: Intermenstrual bleeding, Amenorrhoea...
0.5 mg steady, oral Recommended	healthy	Disc. AE: Nausea, Bleeding breakthrough...

Showing 1 to 2 of 2 entries

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AEs

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AE	Significance	Dose	Population
Dysphoria	0.2% Disc. AE	0.5 mg 1 times / day steady, oral Recommended	healthy, 16-47
Genital boil	0.2% Disc. AE	0.5 mg 1 times / day steady, oral Recommended	healthy, 16-47
Hypertension	0.2% Disc. AE	0.5 mg 1 times / day steady, oral Recommended	healthy, 16-47
Irritable	0.2% Disc. AE	0.5 mg 1 times / day steady, oral Recommended	healthy, 16-47
Lethargy	0.2% Disc. AE	0.5 mg 1 times / day steady, oral Recommended	healthy, 16-47

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Sourcing

Sourcing

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Vendor/Aggregator	ID	URL
ChEBI	CHEBI:50785	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:50785
eMolecules	30152728	https://www.emolecules.com/cgi-bin/more?vid=30152728
ZINC	ZINC000030691629	http://zinc15.docking.org/substances/ZINC000030691629

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PubMed

Title	Date	PubMed
Cardiovascular birth defects and antenatal exposure to female sex hormones.	1977 Jan 13	830309

Patents

Sample Use Guides

In Vivo Use Guide

Take one pill (each Femulen pill contains 500 ug of etynodiol diacetate) each day. Start on the first day of your next period.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Show entries

Name

Type

Language

ETHYNODIOL DIACETATE

Official Name

English

ETYNODIOL DIACETATE

Preferred Name

English

ETHYNODIOL DIACETATE [USP-RS]

Common Name

English

ETHYNODIOL DIACETATE [JAN]

Common Name

English

ETHYNODIOL DIACETATE [MI]

Common Name

English

Showing 1 to 5 of 19 entries

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Classification Tree

Code System

Code

Therapeutic Steroid Hormone

NCI_THESAURUS

C776

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Show entries

Code System

Code

Type

Description

RXCUI

4170

PRIMARY

RxNorm

EPA CompTox

DTXSID4020614

PRIMARY

DRUG BANK

DB00823

PRIMARY

EVMPD

SUB02051MIG

PRIMARY

CAS

297-76-7

PRIMARY

Showing 1 to 5 of 19 entries

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ACTIVE MOIETY


					9E01C36A9S

ETHYNODIOL

SUBSTANCE RECORD


					62H10A1236

ETHYNODIOL DIACETATE

SMILES

InChI

Originator

Approval Year

Targets

Conditions

Cmax

AUC

T1/2

Doses

AEs

Sourcing

PubMed

Patents

Sample Use Guides

C_max

T_1/2