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Substance Name: Ethinylestradiol [INN:BAN:JAN]
RN: 57-63-6
UNII: 423D2T571U
InChIKey: BFPYWIDHMRZLRN-SLHNCBLASA-N
Note
- 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 Formula
- C20-H24-O2
Molecular Weight
- 296.4076
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Drug / Therapeutic Agent
- Estrogen
- Estrogens
- Hormone
- Hormones
- Hormones, Hormone Substitutes, and Hormone Antagonists
- Human Data
- Mutation Data
- Reproductive Effect
- Tumor Data
Superlist Classification Code
- Reasonably Anticipated to be a Carcinogen
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Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
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Names and Synonyms
Results Name
- Ethinylestradiol [INN:BAN:JAN]
Name of Substance
- Ethinyl Estradiol [USP]
MeSH Heading
- Ethinyl estradiol
Synonyms
- (17-alpha)-19-Norpregna-1,3,5(10)-trien-20-yne-3,17,diol
- (17alpha)-19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol
- 17-alpha-Ethinyl-17-beta-estradiol
- 17-alpha-Ethinyl-3,17-dihydroxy-delta(sup 1,3,5)-estratriene
- 17-alpha-Ethinyl-delta(sup 1,3,5(10))oestratriene-3,17-beta-diol
- 17-alpha-Ethinylestra-1,3,5(10)-triene-3,17-beta-diol
- 17-alpha-Ethinyloestra-1,3,5(10)-triene-3,17-beta-diol
- 17-alpha-Ethynyl-1,3,5(10)-estratriene-3,17-beta-diol
- 17-alpha-Ethynyl-1,3,5(10)-oestratriene-3,17-beta-diol
- 17-alpha-Ethynyl-1,3,5-oestratriene-3,17-beta-diol
- 17-alpha-Ethynyl-17-beta-oestradiol
- 17-alpha-Ethynylestradiol
- 17-alpha-Ethynylestradiol-17-beta
- 17-Ethinyl-3,17-estradiol
- 17-Ethinyl-3,17-oestradiol
- 17-Ethinylestradiol
- 17-Ethynyl-3,17-dihydroxy-1,3,5-oestratriene
- 17-Ethynylestra-1,3,5(10)-triene-3,17beta-diol
- 17-Ethynylestradiol
- 17-Ethynyloestradiol
- 17alpha-Ethinyl-1,3,5(10)-estratriene-3,17-diol
- 17alpha-Ethinyl-17beta-estradiol
- 17alpha-Ethinyl-3,17-dihydroxy-delta(sup1,3,5)-estratriene
- 17alpha-ethinyl-3,17-dihydroxy-delta(sup1,3,5)oestratriene
- 17alpha-ethinyl-delta(sup1,3,5(10))oestratriene-3,17-beta -diol
- 17alpha-ethinylestra-1,3,5(10)-triene-3,17beta-diol
- 17alpha-Ethinylestradiol
- 17alpha-Ethinylestradiol-17beta
- 17alpha-ethinyloestra-1,3,5(10)-triene-3,17beta-diol
- 17alpha-Ethynylestradiol
- 17alpha-Ethynyloestradiol
- 17alpha-Ethynyloestradiol-17beta; 17beta-Estradiol, 17-ethynyl-
- 19-Nor-17-alpha-pregna-1,3,5(10)-triene-20-yne-3,17-diol
- 19-Nor-17alpha-pregna-1,3,5(10)-trien-20-yne-3,17-diol
- 3,17-beta-Dihydroxy-17-alpha-ethynyl-1,3,5(10)-estratriene
- 3,17-beta-Dihydroxy-17-alpha-ethynyl-1,3,5(10)-oestratriene
- 3,17beta-Dihydroxy-17alpha-ethynyl-1,3,5(10)-estratriene
- 3,17beta-Dihydroxy-17alpha-ethynyl-1,3,5(10)-oestratriene
- 4-06-00-06877 (Beilstein Handbook Reference)
- Aethinyloestradiolum
- Aethinyoestradiol
- Aethinyoestradiol [German]
- AI3-52941
- Amenoron
- Amenorone
- BRN 2419975
- CCRIS 286
- Certostat
- Chee-O-Gen
- Chee-O-Genf
- Diogyn E
- Diprol
- Dyloform
- EE
- EE(sub 2)
- EE2
- EINECS 200-342-2
- EO
- Ertonyl
- Esteed
- Estigyn
- Estinyl
- Eston-E
- Estoral
- Estoral (orion)
- Estoral (VAN)
- Estorals
- Estra-1,3,5(10)-triene-3,17-beta-diol, 17-alpha-ethynyl-
- Estra-1,3,5(10)-triene-3,17beta-diol, 17alpha-ethynyl-
- Estradiol, 17-ethynyl-
- Ethidol
- Ethinoral
- Ethinyl E2
- Ethinyl estradiol
- Ethinyl-oestranol
- Ethinylestradiol
- Ethinylestradiol [INN:BAN:JAN]
- Ethinylestradiolum
- Ethinylestradiolum [INN-Latin]
- Ethinyloestradiol
- Ethynylestradiol
- Ethynyloestradiol
- Eticyclin
- Eticyclol
- Etinestrol
- Etinestryl
- Etinilestradiol
- Etinilestradiol [INN-Spanish]
- Etinilestradiolo
- Etinilestradiolo [DCIT]
- Etinoestryl
- Etistradiol
- Feminone
- Follicoral
- Ginestrene
- HSDB 3587
- Inestra
- Linoral
- Lynoral
- Menolyn
- Microfollin
- Neo-Estrone
- Nogest-S
- Novestrol
- NSC-10973
- Oradiol
- Orestralyn
- Palonyl
- Perovex
- Primogyn
- Primogyn C
- Primogyn M
- Progynon C
- Spanestrin
- UNII-423D2T571U
Systematic Names
- 19-Nor-17-alpha-pregna-1,3,5(10)-trien-20-yne-3,17-diol
- 19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, (17alpha)-
- Ethinylestradiol
Superlist Names
- 19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, (17alpha)-
- Ethinyl estradiol
- Ethinyloestradiol
- Ethinyloestradiol [Steroidal oestrogens]
Mixture Names
- Brevicon
- Demulen
- Desogen
- Estopherol
- Halodrin
- Levlen
- Lo/Ovral
- Loestrin
- Modicon
- Nordette
- Norethin 1/35 E
- Norlestrin
- Ortho Evra
- Ortho-Cyclen
- Ortho-Novum
- Ovcon
- Ovral
- Seasonale
- Seasonique
- Tri-Levlen
- Triphasil
Registry Numbers
CAS Registry Number
- 57-63-6
FDA UNII
- 423D2T571U
Other Registry Numbers
- 1050678-65-3
- 406932-93-2
- 77538-56-8
System Generated Number
- 0000057636
Structure Descriptors
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/s1InChIKey
BFPYWIDHMRZLRN-SLHNCBLASA-NSmiles
C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC[C@]2(C#C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 250mg/kg (250mg/kg) | KIDNEY, URETER, AND BLADDER: OTHER CHANGES BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18, Pg. 2583, 1990. |
mouse | LD50 | oral | 950mg/kg (950mg/kg) | Drugs in Japan Vol. -, Pg. 222, 1995. | |
mouse | LD50 | subcutaneous | > 3gm/kg (3000mg/kg) | BLOOD: HEMORRHAGE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18, Pg. 2583, 1990. |
rat | LD50 | intraperitoneal | 471mg/kg (471mg/kg) | KIDNEY, URETER, AND BLADDER: OTHER CHANGES BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18, Pg. 2583, 1990. |
rat | LD50 | oral | 960mg/kg (960mg/kg) | Drugs in Japan Vol. -, Pg. 222, 1995. | |
rat | LD50 | subcutaneous | > 2gm/kg (2000mg/kg) | BLOOD: HEMORRHAGE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18, Pg. 2583, 1990. |
women | TDLo | oral | 21mg/kg/21D-I (21mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Lancet. Vol. 1, Pg. 1479, 1973. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 183 | deg C | EXP | |
log P (octanol-water) | 3.67 | (none) | EXP | |
Water Solubility | 11.3 | mg/L | 27 | EXP |
Vapor Pressure | 2.67E-09 | mm Hg | 25 | EST |
Henry's Law Constant | 7.94E-12 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.25E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.