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| 2g |
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| 5g |
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| Other Sizes |
Purity: ≥98%
Ethynodiol diacetate (Luteonorm, Luto-Metrodiol, Metrodiol, Continuin, Femulen, norethindrol diacetate), the diacetate ester form of ethynodiol, is one of the first synthetic steroidal progestogens used as a contraceptive drug.
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| Toxicity/Toxicokinetics |
Protein Binding
50-85% |
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| References |
J Environ Biol.2007 Apr;28(2):279-82;Endocr Regul.1998 Sep;32(3):125-131.
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| Additional Infomation |
Ethynyl glycol diacetate is a steroidal ester and a terminal alkyne compound. It is used as an estrogen receptor modulator, a contraceptive, and a synthetic oral contraceptive. Its function is related to ethynyl glycol, a synthetic progestin that can be used alone or in combination with estrogen as an oral contraceptive. Although ethynyl glycol is sometimes used synonymously with ethynyl glycol diacetate, it usually refers to ethynyl glycol diacetate, not ethynyl glycol (which is a standalone drug that has never been marketed; see [DB13866]). Ethynyl glycol diacetate is the diacetate form of ethynyl glycol, a semi-synthetic progestin agonist. Ethynyl glycol diacetate binds to cytoplasmic progestin receptors in the reproductive system, subsequently activating progesterone receptor-mediated gene expression. Due to a negative feedback mechanism, the release of luteinizing hormone (LH) is inhibited, thereby suppressing ovulation and altering cervical mucus and the endometrium. Furthermore, ethynyl glycol diacetate exhibits weak estrogenic and androgenic activity.
A synthetic progestin, which can be used alone or in combination with estrogen as an oral contraceptive (oral contraceptive). Indications For the prevention of pregnancy in women who choose to use this product as a method of contraception.Mechanism of Action Binding to progestin and estrogen receptors. Target cells include the female reproductive tract, mammary glands, hypothalamus, and pituitary gland. Once a progestin (such as ethinyl estradiol diacetate) binds to its receptor, it slows the frequency of gonadotropin-releasing hormone (GnRH) release from the hypothalamus and inhibits the pre-ovulatory surge of luteinizing hormone (LH).Pharmacodynamics Ethinyl estradiol diacetate is used as a female contraceptive.Ethinyl estradiol diacetate is a progestin, a synthetic form of the natural female sex hormone progesterone. In a woman's normal menstrual cycle, an egg matures and is released from the ovary (ovulation). Subsequently, the ovary produces progesterone, which prevents the release of more eggs and prepares the uterine lining for a possible pregnancy. If pregnancy occurs, progesterone levels remain high to maintain the uterine lining. If pregnancy does not occur, progesterone levels drop, leading to menstruation. Ethynyl diacetate tricks the body into thinking ovulation has occurred by maintaining high levels of synthetic progesterone. This prevents the release of an egg from the ovary. |
| Molecular Formula |
C₂₄H₃₂O₄
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|---|---|
| Molecular Weight |
384.51
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| Exact Mass |
384.23
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| CAS # |
297-76-7
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| Related CAS # |
1231-93-2;297-76-7 (diacetate);
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| PubChem CID |
9270
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| Appearance |
White to off-white solid powder
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| Density |
1.1±0.1 g/cm3
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| Boiling Point |
461.1±45.0 °C at 760 mmHg
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| Melting Point |
128 - 131ºC
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| Flash Point |
221.8±27.1 °C
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| Vapour Pressure |
0.0±1.1 mmHg at 25°C
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| Index of Refraction |
1.546
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| LogP |
5.44
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
5
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| Heavy Atom Count |
28
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| Complexity |
758
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| Defined Atom Stereocenter Count |
7
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| SMILES |
CC(=O)O[C@H]1CC[C@@H]2[C@H]3CC[C@]4([C@H]([C@@H]3CCC2=C1)CC[C@]4(C#C)OC(=O)C)C
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| InChi Key |
ONKUMRGIYFNPJW-KIEAKMPYSA-N
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| InChi Code |
InChI=1S/C24H32O4/c1-5-24(28-16(3)26)13-11-22-21-8-6-17-14-18(27-15(2)25)7-9-19(17)20(21)10-12-23(22,24)4/h1,14,18-22H,6-13H2,2-4H3/t18-,19-,20+,21+,22-,23-,24-/m0/s1
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| Chemical Name |
(3S,8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diyl diacetate
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| Synonyms |
Luteonorm, Luto-Metrodiol, Metrodiol,Continuin, Femulen, norethindrol diacetate, ethynodiol diacetate
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 3.75 mg/mL (9.75 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 37.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 3.75 mg/mL (9.75 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 37.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 3.75 mg/mL (9.75 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6007 mL | 13.0036 mL | 26.0071 mL | |
| 5 mM | 0.5201 mL | 2.6007 mL | 5.2014 mL | |
| 10 mM | 0.2601 mL | 1.3004 mL | 2.6007 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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