Compound: Norethisterone enanthate
SMILES: O=C1C=C2[C@@H]([C@@H]3[C@H]([C@H]4[C@]([C@](OC(=O)CCCCCC)(C#C)CC4)(C)CC3)CC2)CC1
InChIKey: APTGJECXMIKIET-WOSSHHRXSA-N
Synonyms: Norethisterone enanthate, 3836-23-5, NORETHINDRONE ENANTHATE, Norethisterone enantate, Norigest, Norethisterone oenanthate, HY3S2K0J0F, NSC-22846, ZK-5410, 17alpha-Ethynyl-17beta-heptanoyloxy-4-estren-3-one, SH-8.0393, 19-Norpregn-4-en-20-yn-3-one, 17-((1-oxoheptyl)oxy)-, (17alpha)-, 19-norethindrone enanthate, RefChem:166601, (17 alpha)-17-((1-oxoheptyl)oxy)-19-norpregn-4-en-20-yn-3-one, (1R,3aS,3bR,9aR,9bS,11aS)-1-ethynyl-11a-methyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta(a)phenanthren-1-yl heptanoate, 223-326-7, Noristerat, Norlutin enanthate, [(8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] heptanoate, MFCD01741291, DTXSID2048664, SH 393, NEE, 19-Norpregn-4-en-20-yn-3-one, 17-[(1-oxoheptyl)oxy]-, (17a)-, Norethisterone Enantate (Norethindrone Enanthate), Sovel, UNII-HY3S2K0J0F, CCRIS 6526, 17alpha-Ethynyl-19-nortestosterone enanthate, APTGJECXMIKIET-WOSSHHRXSA-N, Noristerat (TN), NCGC00182712-01, 17alpha-Ethynyl-19-nortestosterone 17-heptanoate, EINECS 223-326-7, LG 202, BRN 3176529, norethindrone heptanoate, norethisterone-enanthate, 17alpha-Ethinyl-19-nortestosterone enanthate, 17-alpha-Ethinyl-19-nortestosterone enanthate, SCHEMBL354296, 17-alpha-Ethynyl-17-beta-heptanoyloxy-4-estren-3-one, orb1306555, 17-beta-Heptanoyloxy-17-alpha-ethynyl-4-oestren-3-one, 19-nor-17alpha-Pregnen-20-ynone, 17beta-heptanoyloxy-, CHEMBL3187229, DTXCID9028590, CHEBI:34894, 3-oxo-19-nor-17alpha-pregn-4-en-20-in-17-yl-heptanot, HY-A0285, Norethindrone enanthate;Norethisterone heptanoate; Norigest; Noristerat; SH 8.0393; ZK 5410, NSC22846, Tox21_113027, 19-Nor-17alpha-pregn-4-en-20-yn-3-one, 17-hydroxy-, heptanate, s6589, AKOS015896289, AC-6835, DB14678, NORETHISTERONE ENANTATE [MART.], NORETHISTERONE ENANTATE [WHO-DD], NORETHISTERONE ENANTATE [WHO-IP], AS-13385, SY465807, CAS-3836-23-5, CS-0019768, NORETHISTERONI ENANTAS [WHO-IP LATIN], NS00030374, 17.alpha.-Ethinyl-19-nortestosterone enanthate, 17.alpha.-Ethynyl-19-nortestosterone enanthate, D08285, G13056, 17.alpha.-Ethynyl-19-nortestosterone 17-heptanoate, Q7050956, WLN: L E5 B666 OV MUTJ E1 FOV6 F1UU1, BRD-K07625016-001-01-2, 19-Nor-17.alpha.-pregn-4-en-20-yn-3-one, heptanate, 19-Nor-17.alpha.-pregn-4-en-20-yn-3-one, heptanoate, 17.alpha.-Ethynyl-17.beta.-heptanoyloxy-4-estren-3-one, 19-Nor-17-alpha-pregnen-20-ynone, 17-beta-heptanoyloxy-, 3-Oxo-17alpha-19-norpregn-4-en-20-yn-17-yl heptanoate, 19-nor-17.alpha.-Pregnen-20-ynone, 17.beta.-heptanoyloxy-, (17alpha)-17-((1-Oxoheptyl)oxy)-19-norpregn-4-en-20-yn-3-one, 19-Nor-17alpha-pregn-4-en-20-yn-3-one, 17-hydroxy-, heptanoate, 19-NORPREGN-4-EN-20-YN-3-ONE, 17-((1-OXOHEPTYL)OXY)-, (17.ALPHA.)-, (8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl heptanoate
Theoretical properties:
molecular_formula: C27H38O3
molecular_weight: 410.6 g/mol
exact_mass: 410.28209507 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 8
heavy_atom_count: 30
topological_polar_surface_area: 43.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Norethindrone enanthate is a steroid ester.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Norethisterone enanthate (NET-EN), also known as norethindrone enanthate, is a form of hormonal birth control which is used to prevent pregnancy in women. It is used both as a form of progestogen-only injectable birth control and in combined injectable birth control formulations. It may be used following childbirth, miscarriage, or abortion. The failure rate per year in preventing pregnancy for the progestogen-only formulation is 2 per 100 women. Each dose of this form lasts two months with only up to two doses typically recommended.
Side effects include breast pain, headaches, depression, irregular menstrual periods, and pain at the site of injection. Use in those with liver disease is not recommended as is use during pregnancy due to risk of birth defects. Use appears to be okay during breastfeeding. It does not protect against sexually transmitted infections. NETE is an ester and prodrug of norethisterone, through which it works. It works as a method of birth control by stopping ovulation.
Norethisterone was patented in 1951 and NETE came into medical use in 1957. It is on the World Health Organization's List of Essential Medicines. It has been approved by itself in more than 60 countries including the United Kingdom and some in Europe, Central America, and Africa, and in combination with estradiol valerate in at least 36 countries mainly in Latin America. It is not available in the United States.