1.0 2010-04-08 22:05:52 UTC 2025-11-18 22:53:13 UTC FDB003598 17alpha-ethynylestradiol A synthetic form of estradiol, called ethinyl estradiol is a major component of hormonal contraceptive devices. 17alpha-ethynylestradiol is found in many foods, some of which are common walnut, ginkgo nuts, allspice, and papaya. 17-ethinyl-3,17-estradiol 17-ethinyl-3,17-oestradiol 17-ethinylestradiol 17-Ethynylestradiol 17-Ethynylestradiol ram 17-Ethynyloestradiol 17a-Ethinyl estradiol 17a-Ethinyl-17b-estradiol 17a-Ethinylestradiol 17a-Ethynyl-17b-oestradiol 17a-Ethynylestradiol-L7b 17a-Ethynyloestradiol 17a-Ethynyloestradiol-17b 17alpha-Ethinyl estradiol 17α-ethinyl estradiol Alora Amenoron Anovlar Chee-O-gen Chee-O-genf Diognat-e Diogyn e Diogyn-e Dyloform Ertonyl Esclim Esteed Estigyn Estinyl Eston-e Estoral Estoral {[orion]} Estorals Estring Estrogen Ethidol Ethinoral Ethinyl estradiol Ethinylestradiol Ethinylestriol Ethinyloestradiol Ethynyl estradiol Ethynylestradiol Eticyclin Eticyclol Eticylol Etinestrol Etinestryl Etinoestryl Etistradiol Etivex Feminone Fempatch Follicoral Ginestrene Gynodiol Gynolett Inestra Innofem Kolpolyn Linoral Lynoral Menolyn Menostar Neo-estrone Nogest-S Novestrol Oradiol Orestralyn Orestrayln Ovex Palonyl Perovex Primogyn Primogyn C Primogyn m Progynon C Progynon m Spanestrin Vagifem Ylestrol C20H24O2 296.4034 296.177630012 (1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol (1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol 57-63-6 [H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3 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 BFPYWIDHMRZLRN-SLHNCBLASA-N belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Estrogens and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Estrane steroids Aromatic homopolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 17-hydroxysteroids 3-hydroxysteroids Acetylides Cyclic alcohols and derivatives Hydrocarbon derivatives Phenanthrenes and derivatives Tertiary alcohols Tetralins Ynones 1-hydroxy-2-unsubstituted benzenoid 17-hydroxysteroid 3-hydroxysteroid Acetylide Alcohol Aromatic homopolycyclic compound Benzenoid Cyclic alcohol Estrogen-skeleton Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Phenanthrene Tertiary alcohol Tetralin Ynone 17-hydroxy steroid 3-hydroxy steroid C18 steroids (estrogens) and derivatives C18 steroids (estrogens) and derivatives terminal acetylenic compound Solid logp 3.63 ALOGPS logs -4.64 ALOGPS solubility 6.77e-03 g/l ALOGPS melting_point 183 oC logp 3.9 ChemAxon pka_strongest_acidic 10.33 ChemAxon pka_strongest_basic -1.7 ChemAxon iupac (1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol ChemAxon average_mass 296.4034 ChemAxon mono_mass 296.177630012 ChemAxon smiles [H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3 ChemAxon formula C20H24O2 ChemAxon 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 ChemAxon inchikey BFPYWIDHMRZLRN-SLHNCBLASA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 87.37 ChemAxon polarizability 34.53 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1745 Specdb::EiMs 1001 Specdb::NmrOneD 1805 Specdb::NmrOneD 3185 Specdb::CMs 11105 Specdb::CMs 28234 Specdb::CMs 38187 Specdb::CMs 99728 Specdb::CMs 137997 Specdb::CMs 145731 Specdb::MsMs 1857 Specdb::MsMs 1858 Specdb::MsMs 1859 Specdb::MsMs 5623 Specdb::MsMs 255270 Specdb::MsMs 255271 Specdb::MsMs 255272 Specdb::MsMs 275211 Specdb::MsMs 275212 Specdb::MsMs 275213 Specdb::MsMs 2233893 Specdb::MsMs 3047292 Specdb::MsMs 3047293 Specdb::MsMs 3047294 Specdb::MsMs 3096985 Specdb::MsMs 3096986 Specdb::MsMs 3096987 HMDB01926 4903 #<Reference:0x000055ce33571140> #<Reference:0x000055ce33570f88> #<Reference:0x000055ce33570dd0> #<Reference:0x000055ce33570c18> #<Reference:0x000055ce33570a60> #<Reference:0x000055ce335708a8> #<Reference:0x000055ce335706f0> #<Reference:0x000055ce33570538> #<Reference:0x000055ce33570380> #<Reference:0x000055ce335701c8> #<Reference:0x000055ce33570010> #<Reference:0x00007f093c197e08> #<Reference:0x00007f093c197c50> #<Reference:0x00007f093c197a98> #<Reference:0x00007f093c1978e0> #<Reference:0x00007f093c197728> #<Reference:0x00007f093c197570> #<Reference:0x00007f093c1973b8> #<Reference:0x00007f093c197200> #<Reference:0x00007f093c197048> #<Reference:0x00007f093c196e90> Allspice Type 1 specific Pimenta dioica 375272 2250.0 3500.0 1000.0 mg/100 g Almond Type 1 specific Prunus dulcis 3755 1150.0 1150.0 1150.0 mg/100 g Anise Type 1 specific Pimpinella anisum 271192 2800.0 2800.0 2800.0 mg/100 g Apple Type 1 specific Malus pumila 283210 3.0 3.0 3.0 mg/100 g Apricot Type 1 specific Prunus armeniaca 36596 1200.0 1200.0 1200.0 mg/100 g Arabica coffee Type 1 specific Coffea arabica 13443 150.0 150.0 150.0 mg/100 g Avocado Type 1 specific Persea americana 3435 500.0 500.0 500.0 mg/100 g Black elderberry Type 1 specific Sambucus nigra 4202 161.85 161.85 161.85 mg/100 g Black tea Type 1 501.5 501.5 501.5 mg/100 g Blackcurrant Type 1 specific Ribes nigrum 78511 385.0 750.0 20.0 mg/100 g Burdock Type 1 specific Arctium lappa 4217 216.75 405.0 28.5 mg/100 g Caraway Type 1 specific Carum carvi 48032 1000.0 1000.0 1000.0 mg/100 g Cardamom Type 1 specific Elettaria cardamomum 105181 6250.0 6250.0 6250.0 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 466.666667 600.0 400.0 mg/100 g Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 4000.0 4000.0 4000.0 mg/100 g Chervil Type 1 specific Anthriscus cerefolium 40888 465.0 900.0 30.0 mg/100 g Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 370.0 540.0 200.0 mg/100 g Chinese mustard Type 1 specific Brassica juncea 3707 1770.0 1770.0 1770.0 mg/100 g Cloves Type 1 specific Syzygium aromaticum 219868 10725.0 18250.0 3200.0 mg/100 g Cocoa bean Type 1 specific Theobroma cacao 3641 1.0 1.0 1.0 mg/100 g Common oregano Type 1 specific Origanum vulgare 39352 540.0 540.0 540.0 mg/100 g Common sage Type 1 specific Salvia officinalis 38868 1650.0 1650.0 1650.0 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 1900.0 1900.0 1900.0 mg/100 g Common verbena Type 1 specific Verbena officinalis 79772 Common walnut Type 1 specific Juglans regia 51240 20.0 20.0 20.0 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 1200.0 1400.0 1000.0 mg/100 g Corn Type 1 specific Zea mays 4577 100.0 100.0 100.0 mg/100 g Cornmint Type 1 specific Mentha arvensis 292239 2105.0 2105.0 2105.0 mg/100 g Cumin Type 1 specific Cuminum cyminum 52462 3500.0 3500.0 3500.0 mg/100 g Dandelion Type 1 specific Taraxacum officinale 50225 Dill Type 1 specific Anethum graveolens 40922 2245.0 4450.0 40.0 mg/100 g Fennel Type 1 specific Foeniculum vulgare 48038 2750.0 4500.0 1000.0 mg/100 g Fenugreek Type 1 specific Trigonella foenum-graecum 78534 Fig Type 1 specific Ficus carica 3494 Garden cress Type 1 specific Lepidium sativum 33125 115.0 115.0 115.0 mg/100 g Garden onion Type 1 specific Allium cepa 4679 10.0 10.0 10.0 mg/100 g Garden rhubarb Type 1 specific Rheum rhabarbarum 3621 German camomile Type 1 specific Matricaria recutita 127986 Ginger Type 1 specific Zingiber officinale 94328 4270.0 6000.0 2540.0 mg/100 g Ginkgo nuts Type 1 specific Ginkgo biloba 3311 5000.0 5000.0 5000.0 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 1600.0 1600.0 1600.0 mg/100 g Green tea Type 1 501.5 501.5 501.5 mg/100 g Guava Type 1 specific Psidium guajava 120290 310.0 310.0 310.0 mg/100 g Herbal tea Type 1 501.5 501.5 501.5 mg/100 g Horseradish Type 1 specific Armoracia rusticana 3704 171.75 181.0 162.5 mg/100 g Hyssop Type 1 specific Hyssopus officinalis 39324 1007.5 1015.0 1000.0 mg/100 g Kohlrabi Type 1 specific Brassica oleracea var. gongylodes 109379 19.0 19.0 19.0 mg/100 g Lemon Type 1 specific Citrus limon 2708 Lemon balm Type 1 specific Melissa officinalis 39338 130.0 130.0 130.0 mg/100 g Lemon grass Type 1 specific Cymbopogon citratus 66014 300.0 300.0 300.0 mg/100 g Lime Type 1 specific Citrus aurantiifolia 159033 650.0 650.0 650.0 mg/100 g Lovage Type 1 specific Levisticum officinale 48042 682.5 950.0 147.5 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 1000.0 1000.0 1000.0 mg/100 g Mango Type 1 specific Mangifera indica 29780 40.0 40.0 40.0 mg/100 g Mugwort Type 1 specific Artemisia vulgaris 4220 106.5 113.0 100.0 mg/100 g Nutmeg Type 1 specific Myristica fragrans 51089 4788.75 9500.0 140.0 mg/100 g Orange bell pepper Type 1 specific Capsicum annuum 4072 1600.0 1600.0 1600.0 mg/100 g Orange mint Type 1 specific Mentha aquatica 190902 357.5 575.0 140.0 mg/100 g Papaya Type 1 specific Carica papaya 3649 90.0 90.0 90.0 mg/100 g Parsley Type 1 specific Petroselinum crispum 4043 1140.0 4250.0 60.0 mg/100 g Passion fruit Type 1 specific Passiflora edulis 78168 3.3 3.3 3.3 mg/100 g Pepper Type 1 specific Capsicum annuum 4072 1600.0 1600.0 1600.0 mg/100 g Pepper (C. frutescens) Type 1 specific Capsicum annuum var. annuum 40321 1600.0 1600.0 1600.0 mg/100 g Pepper (Spice) Type 1 specific Piper nigrum 13216 1800.0 1800.0 1800.0 mg/100 g Peppermint Type 1 specific Mentha X piperita 34256 550.0 550.0 550.0 mg/100 g Pot marjoram Type 1 specific Origanum onites 452416 2900.0 2900.0 2900.0 mg/100 g Potato Type 1 specific Solanum tuberosum 4113 0.2 0.2 0.2 mg/100 g Red bell pepper Type 1 specific Capsicum annuum 4072 1600.0 1600.0 1600.0 mg/100 g Red tea Type 1 501.5 501.5 501.5 mg/100 g Roman camomile Type 1 specific Chamaemelum nobile 99037 1175.0 1175.0 1175.0 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 875.0 1415.0 270.0 mg/100 g Saffron Type 1 specific Crocus sativus 82528 870.0 870.0 870.0 mg/100 g Soft-necked garlic Type 1 specific Allium sativum L. var. sativum 4682 210.0 210.0 210.0 mg/100 g Sour cherry Type 1 specific Prunus cerasus 140311 1000.0 1000.0 1000.0 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 1850.0 2400.0 1300.0 mg/100 g Star anise Type 1 specific Illicium verum 124778 4500.0 10000.0 1000.0 mg/100 g Summer savory Type 1 specific Satureja hortensis 49987 737.5 1075.0 400.0 mg/100 g Sunflower Type 1 specific Helianthus annuus 4232 Sweet basil Type 1 specific Ocimum basilicum 39350 575.0 575.0 575.0 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 2250.0 2500.0 2000.0 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 1010.0 1010.0 1010.0 mg/100 g Sweet orange Type 1 specific Citrus sinensis 2711 1000.0 1000.0 1000.0 mg/100 g Tarragon Type 1 specific Artemisia dracunculus 72341 550.0 550.0 550.0 mg/100 g Tea Type 1 specific Camellia sinensis 4442 501.5 501.5 501.5 mg/100 g Turmeric Type 1 specific Curcuma longa 136217 2080.0 3750.0 410.0 mg/100 g Watercress Type 1 specific Rorippa nasturtium-aquaticum 135518 63.0 63.0 63.0 mg/100 g White mustard Type 1 specific Sinapis alba 3728 150.0 150.0 150.0 mg/100 g Wild carrot Type 1 specific Daucus carota 4039 466.666667 600.0 400.0 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 Winter savory Type 1 specific Satureja montana 49988 1225.0 1225.0 1225.0 mg/100 g Yellow bell pepper Type 1 specific Capsicum annuum 4072 1600.0 1600.0 1600.0 mg/100 g Estrogen receptor P03372 ESR1 Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2