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Norgestrel
Cayman Chemical Item Number 10006319
Description
Progesterone is a steroid secreted by the corpus luteum and placenta. It is responsible for preparing the uterine lining for implantation of a fertilized ovum and to maintain pregnancy. Norgestrel is a synthetic progesterone analog (i.e., a progestin) used as an oral contraceptive, either alone (sold under the trade name Ovrette®), or in combination with estrogens such as ethinyl estradiol. It is a racemic mixture of which levonorgestrel is the biologically active component. Levonorgestrel prevents pregnancy by inhibiting ovulation and by causing the cervical mucous to thicken, which makes it harder for sperm to move toward the uterus. Levonorgestrel exhibits approximately three-times higher binding affinity than progesterone for the progesterone receptor.1↗ A dose of approximately 60 µg is sufficient to prevent ovulation and a therapeutic dose of 0.15-0.5 mg is used in hormone replacement therapy, which is about 1,000-times lower than the progesterone dose.1↗
Synonyms Ovrette®
Formal Name (±)-13-ethyl-17α-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one
CAS Number 6533-00-2
Molecular Formula C21H28O2
Formula Weight 312.5
Formulation A crystalline solid
Purity≥95%
λmax 240 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES O[C@@]1(C#C)CC[C@@]2([H])[C@]3([H])CCC4=CC(CCC4[C@@]3([H])CC[C@@]21CC)=O
InCHI Code 1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16?,17-,18-,19+,20+,21+/m1/s1
InCHI Key WWYNJERNGUHSAO-XZCODKSBSA-N |