WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H317757
CAS#: 67392-87-4
Description: Drospirenone is a synthetic progestogen exhibiting antiandrogenic and antimineralocorticoid activity. This drug is used in oral contraceptives. Drospirenone binds to the progesterone receptor, the resulting complex becomes activated and binds to specific sites on DNA. This results in a suppression of LH activity and an inhibition of ovulation as well as an alteration in the cervical mucus and endometrium. This leads to an increased difficulty of sperm entry into the uterus and implantation.
Hodoodo Cat#: H317757
Name: Drospirenone
CAS#: 67392-87-4
Chemical Formula: C24H30O3
Exact Mass: 366.22
Molecular Weight: 366.501
Elemental Analysis: C, 78.65; H, 8.25; O, 13.10
Synonym: Drospirenone; dihydrospirorenone; drospirenone; ZK 3059; ZK30595;67392-87-4; Drospirenona; Drospirenonum; Dehydrospirorenone;
IUPAC/Chemical Name: (2'S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR)-4a,6a-dimethyl-4,4a,4b,5,6,6a,7a,8,8a,8b,8c,8d,9,9a-tetradecahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-7,2'-furan]-2,5'(3H,4'H)-dione
InChi Key: METQSPRSQINEEU-DZJIEHTNSA-N
InChi Code: InChI=1S/C24H30O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16(22)4-7-23(2)21(20)15-11-18(15)24(23)8-5-19(26)27-24/h9,13-16,18,20-21H,3-8,10-11H2,1-2H3/t13?,14?,15-,16+,18+,20-,21+,22-,23+,24+/m1/s1
SMILES Code: O=C1CC[C@]2(C)[C@@]3([H])CC[C@@]([C@](OC4=O)(CC4)[C@]5([H])[C@@]6([H])C5)(C)[C@]6([H])[C@]3([H])C7C(C7)C2=C1
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 366.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
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Almeida SA, Podratz PL, Graceli JB, Abreu GR. Hormonal therapy with estradiol and
drospirenone improves endothelium-dependent vasodilation in the coronary bed of
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3: Duijkers IJ, Heger-Mahn D, Drouin D, Colli E, Skouby S. Maintenance of
ovulation inhibition with a new progestogen-only pill containing drospirenone
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4: Wiesinger H, Berse M, Klein S, Gschwend S, Höchel J, Zollmann FS, Schütt B.
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5: de Nadai MN, Nobre F, Ferriani RA, Vieira CS. Effects of two contraceptives
containing drospirenone on blood pressure in normotensive women: a
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6: Bhattacharya SM, Jha A, DasMukhopadhyay L. Comparison of two contraceptive
pills containing drospirenone and 20μg or 30μg ethinyl estradiol for polycystic
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7: Giribela CR, Consolim-Colombo FM, Nisenbaum MG, Moraes TL, Giribela AH,
Baracat EC, Melo NR. Effects of a combined oral contraceptive containing 20 mcg
of ethinylestradiol and 3 mg of drospirenone on the blood pressure,
renin-angiotensin-aldosterone system, insulin resistance, and androgenic profile
of healthy young women. Gynecol Endocrinol. 2015 Nov;31(11):912-5. doi:
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8: Jourabchi N, Rhee SM, Lazarus GS. Pre-menstrual flares of pyoderma gangrenosum
controlled with use of a combined oral contraceptive and antiandrogen (Ethinyl
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from a multicenter noncomparative trial of efficacy, safety and tolerability.
Contraception. 2015 Nov;92(5):439-44. doi: 10.1016/j.contraception.2015.07.014.
Epub 2015 Jul 29. PubMed PMID: 26232513.
10: Fan X, Chen X, Wang C, Dai J, Lu Y, Wang K, Liu J, Zhang J, Wu X.
Drospirenone enhances GPIb-IX-V-mediated platelet activation. J Thromb Haemost.
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26264726.
11: Takeda T, Kondo A, Koga S, Hayakawa J, Hayakawa K, Hiramatsu K, Yaegashi N.
Effectiveness of ethinylestradiol/drospirenone for premenstrual symptoms in
Japanese patients with dysmenorrhea: Open-label pilot study. J Obstet Gynaecol
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PMID: 26310836.
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the synthesis of drospirenone and steroidal spirolactones. Steroids. 2015
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13: Kim N, Yoo HN, Hyun HS, Lee DY, Yoon BK, Choi DS. Efficacy and safety of a
24-day regimen of drospirenone-containing combined oral contraceptive in Korean
women. Obstet Gynecol Sci. 2015 Sep;58(5):397-400. doi:
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Central PMCID: PMC4588845.
14: Al-Jefout M, Nawaiseh N. Continuous Norethisterone Acetate versus Cyclical
Drospirenone 3 mg/Ethinyl Estradiol 20 μg for the Management of Primary
Dysmenorrhea in Young Adult Women. J Pediatr Adolesc Gynecol. 2015 Sep 3. pii:
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Resistance in Patients with PCOS and Therapeutic Effect of
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oral contraceptive pill containing drospirenone/ethinylestradiol in patients with
endometrioma. Eur J Obstet Gynecol Reprod Biol. 2015 Aug;191:116-20. doi:
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Drospirenone Alter the Circadian Rhythm Network in Zebrafish (Danio rerio).
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18: Miyashita M, Koga K, Izumi G, Makabe T, Hasegawa A, Hirota Y, Hirata T,
Harada M, Fujii T, Osuga Y. Drospirenone induces decidualization in human eutopic
endometrial stromal cells and reduces DNA synthesis of human endometriotic
stromal cells. Fertil Steril. 2015 Jul;104(1):217-24.e2. doi:
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19: Cheng J, Zhang Z. [Clinical and metabolic effects of drospirenone-estradiol
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20: Paoletti AM, Cagnacci A, Di Carlo C, Orrù MM, Neri M, D'Alterio MN, Melis GB.
Clinical effect of hormonal replacement therapy with estradiol associated with
noretisterone or drospirenone. A prospective randomized placebo controlled study.
Gynecol Endocrinol. 2015 May;31(5):384-7. doi: 10.3109/09513590.2014.1003294.
Epub 2015 Feb 23. PubMed PMID: 25703254.