6533-00-2
6533-00-2
Chemical Structure
Norgestrel
- CAS No.: 6533-00-2
- 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(CC[C@]3([H])[C@]2([H])CC[C@@]4(CC)[C@@]3([H])CC[C@]4(C#C)O)=C1
Biological Activity: 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[1][2]. Norgestrel is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Norgestrel | 99.93% | 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. Norgestrel 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 (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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Norgestrel-d5 | Norgestrel-d5 is deuterium-labeled Norgestrel (HY-N7137). | |||||||||||||||||||||
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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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5α-Dihydro levonorgestrel | 5α-Dihydro levonorgestrel is a metabolite of the synthetic progestin Levonorgestrel (HY-B0257). | |||||||||||||||||||||
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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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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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Norethindrone | 99.21% | 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-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 | 99.91% | 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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Norethindrone acetate | 99.79% | 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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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]. Wyse Jackson AC, et al. The synthetic progesterone Norgestrel is neuroprotective in stressed photoreceptor-like cellsand retinal explants, mediating its effects via basic fibroblast growth factor, protein kinase A and glycogen synthase kinase 3β signalling. Eur J Neurosci. 2016 Apr;43(7):899-911. [Content Brief]
- [2]. Byrne AM, et al. The synthetic progestin norgestrel modulates Nrf2 signaling and acts as an antioxidant in a model of retinal degeneration. Redox Biol. 2016 Dec;10:128-139. [Content Brief]
