(13S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Base Information Edit

Chemical Name:(13S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
CAS No.:57-63-6
Molecular Formula:C20H24O2
Molecular Weight:296.409
Hs Code.:29372390
NSC Number:757027
Wikidata:Q27163322
Mol file:57-63-6.mol

Synonyms:(13S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol;17alpha-Ethynylestradiol;Ethynylestradiol;Spectrum_001060;Spectrum2_001004;Spectrum3_000427;Spectrum4_000546;Spectrum5_001043;BSPBio_002014;KBioGR_001211;KBioSS_001540;DivK1c_000520;SCHEMBL799867;SPECTRUM1500291;SPBio_001127;CHEBI:91483;HMS501J22;KBio1_000520;KBio2_001540;KBio2_004108;KBio2_006676;KBio3_001234;NINDS_000520;HMS1920M20;HMS2091D21;HMS3393I19;Pharmakon1600-01500291;CCG-40222;NSC757027;NSC-757027;IDI1_000520;NCGC00178863-01;SBI-0051376.P003;AB00051989_02;SR-05000001625;SR-05000001625-1;BRD-A02367930-001-02-9;BRD-A02367930-001-03-7;Q27163322

Suppliers and Price of (13S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
EED
96Tests
$ 729.00

Usbiological
EED
50ug
$ 661.00

Usbiological
Ethinyl Estradiol
500ul
$ 523.00

Usbiological
Ethinyl Estradiol
500ul
$ 280.00

TRC
EthynylEstradiol
2.5g
$ 105.00

TCI Chemical
Ethynylestradiol
5G
$ 186.00

TCI Chemical
Ethynylestradiol >98.0%(HPLC)(T)
1g
$ 62.00

Sigma-Aldrich
Ethinylestradiol for system suitability European Pharmacopoeia (EP) Reference Standard
y0001124
$ 198.00

Sigma-Aldrich
Ethinyl Estradiol European Pharmacopoeia (EP) Reference Standard
$ 190.00

Sigma-Aldrich
Ethinyl Estradiol European Pharmacopoeia (EP) Reference Standard
e1900000
$ 190.00

Total 228 raw suppliers

Chemical Property of (13S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol Edit

Chemical Property:

Appearance/Colour:Off-White to Light-Yellow Crystalline Powder
Vapor Pressure:3.74E-09mmHg at 25°C
Melting Point:182-183 °C(lit.)
Refractive Index:-30 ° (C=0.4, Pyridine)
Boiling Point:457.2 °C at 760 mmHg
PKA:pKa 10.32 (Uncertain)
Flash Point:211.2 °C
PSA：40.46000
Density:1.21 g/cm³
LogP:3.61260
Storage Temp.:-20°C Freezer
Solubility.:ethanol: 50 mg/mL, clear, slightly yellow
XLogP3:3.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:296.177630004
Heavy Atom Count:22
Complexity:505

Purity/Quality:

99% ^*data from raw suppliers

EED ^*data from reagent suppliers

Safty Information:

Pictogram(s): T
Hazard Codes:T,F
Statements: 45-22-39/23/24/25-23/24/25-11
Safety Statements: 53-36/37/39-45-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC12CCC3C(C1CCC2(C#C)O)CCC4=C3C=CC(=C4)O
Isomeric SMILES:C[C@]12CCC3C(C1CC[C@]2(C#C)O)CCC4=C3C=CC(=C4)O
Description Ethynyl estradiol (EE) is a synthetic form of estrogen that is majorly employed in numerous hormonal contraceptives in combination with progestins. Occasionally, it is also used as a constituent of menopausal hormone therapy with combination with progestins for treating menopausal symptoms. Previously, the drug was used solely for numerous indications such as treatment of prostate cancer and gynecological disorders. Ethynyl estradiol is a semisynthetic alkylated estradiol with a 17-alpha-ethinyl substitution. It is normally administred orally and is marketed mostly as a combination oral contraceptive under various brand names such as Alesse, Tri-cyclen, Yasmin, and Triphasil. A black box warning is normally labelled on the packaging that states that the drug should not be used in smoking women who are over 35 years old as it can lead to increased risk of serious cardiovascular side effects. Estrogens direct the development of the female genotype in embryogenesis and at puberty. Estradiol is the major estrogen secreted by the premenopausal ovary. Ethynyl estradiol is a synthetic analog of 17β-estradiol . A USP-approved grade of ethynyl estradiol is often formulated in combination with a progestin such as norgestrel /levonorgestrel or desogestrel and provided for use as an oral contraceptive. Efficacy of oral administration of ethynyl estradiol is facilitated by the ethynyl substitution at the C-17 position, which inhibits first pass hepatic metabolism. Ethynyl estradiol is also rapidly and almost completely absorbed from the gastrointestinal tract.
Indications Ethynyl estradiol is used for treatment of moderate to severe vasomotor symptoms such as night sweats, hot flashes, and flushing that are associated with the menopause, prostatic carcinoma-palliative therapy of advanced disease, female hypogonadism, as emergency contraceptive, breast cancer, and as an oral contraceptive.
Uses A synthetic estradiol analog. A metabolite of 17a-Ethynylestradiol estrogen, plus progestogen as oral contraceptive
Therapeutic Function Estrogen

Technology Process of (13S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

There total 19 articles about (13S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%