797-63-7
797-63-7
Chemical Structure
Levonorgestrel
Synonym(s): D-Norgestrel
- CAS No.: 797-63-7
- Formula:C21H28O2
- Molecular Weight:312.45
IUPAC Name: (8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
InChIKey: WWYNJERNGUHSAO-XUDSTZEESA-N
SMILES: O=C1CC[C@]2([H])[C@@]3([H])CC[C@]4(CC)[C@@](C#C)(O)CC[C@@]4([H])[C@]3([H])CCC2=C1
Biological Activity: Levonorgestrel is an orally active inhibitor of progesterone (HY-N0437). Levonorgestrel has anticancer activity and can induce Apoptosis. Levonorgestrel can be used as a contraceptive and in combination with other medications. Levonorgestrel can be used in the study of osteoporosis and uterine leiomyoma[1][2][3][4][5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Levonorgestrel | 99.98% | Levonorgestrel is an orally active inhibitor of progesterone (HY-N0437). Levonorgestrel has anticancer activity and can induce Apoptosis. Levonorgestrel can be used as a contraceptive and in combination with other medications. Levonorgestrel can be used in the study of osteoporosis and uterine leiomyoma. | ||||||||||||||||||||
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Levonorgestrel (Standard) | 99.94% | Levonorgestrel (Standard) is the analytical standard of Levonorgestrel. This product is intended for research and analytical applications. | ||||||||||||||||||||
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Levonorgestrel-d8 | Levonorgestrel-d8 is the deuterium labeled Levonorgestrel. Levonorgestrel is a synthetic progestogen used as an active ingredient in some hormonal contraceptives. Levonorgestrel-d8 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | |||||||||||||||||||||
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(-)-Norgestrel-d6 | (-)-Norgestrel-d6 is the deuterium labeled Levonorgestrel (HY-B0257). Levonorgestrel is an orally active inhibitor of progesterone (HY-N0437). Levonorgestrel has anticancer activity and can induce Apoptosis. Levonorgestrel can be used as a contraceptive and in combination with other medications. Levonorgestrel can be used in the study of osteoporosis and uterine leiomyoma. | |||||||||||||||||||||
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Norgestrel-d6 | 99.53% | Norgestrel-d6 is the deuterium labeled Levonorgestrel. Levonorgestrel is a synthetic progestogen used as an active ingredient in some hormonal contraceptives. Norgestrel-d6 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | ||||||||||||||||||||
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Lynestrenol | 99.92% | Lynestrenol is a pregnane X receptor (PXR) agonist with the EC50s of 41 and 0.23 μM for hPXR and zfPXR, respectively. Lynestrenol, a synthetic progesteronelike agent possess immunostimulatory properties. | ||||||||||||||||||||
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Cholestenone-d5 | 98.04% | Cholestenone-d5 is the deuterium labeled Cholestenone. Cholestenone (4-Cholesten-3-one), the intermediate oxidation product of cholesterol, is metabolized primarily in the liver. Cholestenone is highly mobile in membranes and influences cholesterol flip-flop and efflux. Cholestenone may cause long-term functional defects in cells. | ||||||||||||||||||||
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Deoxycorticosterone-d8 | 97.77% | Deoxycorticosterone-d8 is the deuterium labeled Deoxycorticosterone. Deoxycorticosterone is a steroid hormone produced by the adrenal gland that possesses mineralocorticoid activity and acts as an aldosterone precursor. | ||||||||||||||||||||
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N-Acetyl Norgestimate-d6 | N-Acetyl Norgestimate-d6 is the deuterium labeled N-Acetyl Norgestimate. N-Acetyl Norgestimate-d6 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | |||||||||||||||||||||
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5α-Dihydro levonorgestrel | 5α-Dihydro levonorgestrel is a metabolite of the synthetic progestin Levonorgestrel (HY-B0257). | |||||||||||||||||||||
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Norgestimate-d6 | Norgestimate-d6 is the deuterium labeled Norgestimate. Norgestimate, a synthetic progesterone analog, is an orally active progestin with highly selective progestational activity and minimal androgenicity. Norgestimate is used for an oral contraceptive. Norgestimate-d6 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | |||||||||||||||||||||
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Cortodoxone-d5 | 99.90% | Cortodoxone-d5 is the deuterium labeled Cortodoxone. | ||||||||||||||||||||
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Gestodene (Standard) | ≥98% | Gestodene (Standard) (SHB 331 (Standard); WL 70 (Standard)) is the analytical standard of Gestodene (HY-B0110). This product is intended for research and analytical applications. Gestodene is an orally active synthetic progestogen compound of the 19-nortestosterone class. Gestodene binds with high affinity to the progesterone receptor, inhibits 5α-reductase, binds to androgen and aldosterone receptors, and inactivates CYP3A. Gestodene acts as a positive allosteric modulator of PAR1, enhances PAR1-mediated signaling pathways, and is capable of increasing the activation potency of PAR1-AP toward PAR1, thereby promoting ERK1/2 phosphorylation, receptor internalization, cell morphological changes, and human platelet aggregation. Gestodene and its A-ring reduced metabolites promote the proliferation, differentiation, and mineralization of neonatal rat osteoblasts. Gestodene itself has no binding capacity for estrogen receptors, and this osteogenic activity depends on intracellular metabolism to generate A-ring reduced products with estrogen-like agonistic activity. Gestodene is useful for research on diseases related to progesterone secretion and diseases related to thrombosis. | ||||||||||||||||||||
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Gestodene-d6 | Gestodene-d6 (SHB 331-d6; WL 70-d6) is the deuterated-labeled Gestodene (HY-B0110). Gestodene is an orally active synthetic progestogen compound of the 19-nortestosterone class. Gestodene binds with high affinity to the progesterone receptor, inhibits 5α-reductase, binds to androgen and aldosterone receptors, and inactivates CYP3A. Gestodene acts as a positive allosteric modulator of PAR1, enhances PAR1-mediated signaling pathways, and is capable of increasing the activation potency of PAR1-AP toward PAR1, thereby promoting ERK1/2 phosphorylation, receptor internalization, cell morphological changes, and human platelet aggregation. Gestodene and its A-ring reduced metabolites promote the proliferation, differentiation, and mineralization of neonatal rat osteoblasts. Gestodene itself has no binding capacity for estrogen receptors, and this osteogenic activity depends on intracellular metabolism to generate A-ring reduced products with estrogen-like agonistic activity. Gestodene is useful for research on diseases related to progesterone secretion and diseases related to thrombosis. | |||||||||||||||||||||
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Norethindrone (Standard) | 99.05% | Norethindrone (Standard) is the analytical standard of Norethindrone. This product is intended for research and analytical applications. Norethindrone is a female progestin approved by FDA for the treatment of endometriosis, uterine bleeding caused by abnormal hormone levels, and secondary amenorrhea. | ||||||||||||||||||||
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Norethindrone-d6 | 99.88% | Norethindrone-d6 is the deuterium labeled Norethindrone. Norethindrone is a female progestin approved by FDA for the treatment of endometriosis, uterine bleeding caused by abnormal hormone levels, and secondary amenorrhea. Norethindrone-d6 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | ||||||||||||||||||||
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Norethindrone-13C2 | Norethindrone-13C2 (Norethisterone-13C2) is the 13C labeled Norethindrone (HY-B0554). Norethindrone is a female progestin approved by FDA for the treatment of endometriosis, uterine bleeding caused by abnormal hormone levels, and secondary amenorrhea. | |||||||||||||||||||||
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Etonogestrel (Standard) | 99.47% | Etonogestrel (Standard) is the analytical standard of Etonogestrel. This product is intended for research and analytical applications. Etonogestrel (3-Oxodesogestrel), a biologically active metabolite of progestin Desogestrel, binds with high affinity to progesterone receptors and estrogen receptors in the target organs. Etonogestrel induce FKBP51 mRNA and protein expression in cultured human endometrial stromal cells (HESCs). | ||||||||||||||||||||
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17α-Hydroxyprogesterone-d8 | 98.52% | 17α-Hydroxyprogesterone-d8 is the deuterium labeled 17α-Hydroxyprogesterone. 17α-Hydroxyprogesterone (17-Hydroxyprogesterone) is an endogenous progestogen as well as chemical intermediate in the biosynthesis of other steroid hormones, including the corticosteroids and the androgens and the estrogens. | ||||||||||||||||||||
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Norethindrone acetate (Standard) | 99.47% | Norethindrone acetate (Standard) is the analytical standard of Norethindrone acetate. This product is intended for research and analytical applications. Norethindrone acetate is a female hormone used for the research of endometriosis. Norethindrone acetate is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | ||||||||||||||||||||
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Norgestimate metabolite norelgestromin-d6 | 99.90% | Norgestimate metabolite norelgestromin-d6 is the deuterium labeled Norgestimate metabolite norelgestromin. Norelgestromin is a metabolite of Norgestimate, which is a progestin or synthetic progestogen. Norgestimate metabolite norelgestromin-d6 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | ||||||||||||||||||||
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Progesterone-d9 | 99.93% | Progesterone-d9 is the deuterium labeled Progesterone. Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. | ||||||||||||||||||||
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Norgestrel (Standard) | ≥98% | Norgestrel (Standard) is the analytical standard of Norgestrel. This product is intended for research and analytical applications. Norgestrel is a synthetic analog of progesterone, a compound commonly found in oral contraceptive pill, and a powerful neuroprotective antioxidant, preventing light-induced ROS in photoreceptor cells, and cell death. | ||||||||||||||||||||
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17α-Ethynyl-19-nor-Δ-5(6)-androsten-17β-ol-3-one | 17α-Ethynyl-19-nor-Δ-5(6)-androsten-17β-ol-3-one (delta-5(6)-Norethindrone), an impurity of Norethindrone, is an anabolic agent. Norethindrone is a progestin athat can be used for endometriosis research. | |||||||||||||||||||||
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(+)-Norgestrel | (+)-Norgestrel is a progestin used in birth control pills that has reproductive hormone-regulating activity. (+)-Norgestrel also plays an important role in menopausal hormone suppression. | |||||||||||||||||||||
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References
- [1]. Xu Qing, et al. Levonorgestrel inhibits proliferation and induces apoptosis in uterine leiomyoma cells. Contraception vol. 82,3 (2010): 301-8. [Content Brief]
- [2]. Tellería C M, et al. Levonorgestrel inhibits luteinizing hormone-stimulated progesterone production in rat luteal cells. The Journal of steroid biochemistry and molecular biology vol. 50,3-4 (1994): 161-6. [Content Brief]
- [3]. Liao Er-yuan, et al. Effects of different nylestriol/levonorgestrel dosages on bone metabolism in female Sprague-Dawley rats with retinoic acid-induced osteoporosis. Endocrine research vol. 29,1 (2003): 23-42. [Content Brief]
- [4]. Chen Xiaoning, et al. Anti-fertility effect of levonorgestrel and/or quinestrol on striped field mouse (Apodemus agrarius): evidence from both laboratory and field experiments. Integrative zoology vol. 17,6 (2022): 1041-1052. [Content Brief]
- [5]. Meng C-X, et al. Effects of oral and vaginal administration of levonorgestrel emergency contraception on markers of endometrial receptivity. Human reproduction (Oxford, England) vol. 25,4 (2010): 874-83. [Content Brief]
