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Merck
CN

SML0292

Gestodene

≥98% (HPLC)

Synonym(s):

(17α)-13-Ethyl-17-hydroxy-18,19-Dinorpregna-4,15-dien-20-yn-3-one, Gestinol, SHB 331, WL 70

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About This Item

Empirical Formula (Hill Notation):
C21H26O2
CAS Number:
60282-87-3
Molecular Weight:
310.43
NACRES:
NA.77
PubChem Substance ID:
329825299
UNSPSC Code:
51111800
EC Number:
262-145-8
MDL number:
MFCD00867858

Key Documents

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InChI key

SIGSPDASOTUPFS-XUDSTZEESA-N

InChI

1S/C21H26O2/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/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1

SMILES string

CC[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1C=C[C@@]2(O)C#C

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -175 to -195° (DCM)

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

−20°C

Quality Level

100

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Biochem/physiol Actions

Gestodene is a synthetic progestin used as a contraceptive. Gestodene displays a high binding affinity to the progesterone receptor, and also binds strongly to adrogen and glucocorticoid receptors.
Gestodene is a synthetic progestin used as a contraceptive.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361fd

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
113M4761V
032M4743V

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Ana Cristina Rebelo et al.
The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception, 16(4), 289-297 (2011-07-22)
To evaluate the influence of oral contraceptives (OCs) containing 20 μg ethinylestradiol (EE) and 150 μg gestodene (GEST) on the autonomic modulation of heart rate (HR) in women. One-hundred and fifty-five women aged 24 ± 2 years were divided into
Pasquale Florio et al.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology, 27(6), 434-438 (2011-01-06)
In a retrospective case-control study, we compared the effectiveness of hysteroscopic correction and hormonal treatment to improve symptoms [postmestrual abnormal uterine bleeding (PAUB), pelvic pain localized in suprapubic site] associated with isthmocele. Women (n = 39; mean age ± SD
Romana Dmitrovic et al.
Obstetrics and gynecology, 119(6), 1143-1150 (2012-05-24)
To estimate whether continuous oral contraceptive pills (OCPs) will result in more pain relief in primary dysmenorrhea patients than cyclic OCPs, which induce withdrawal bleeding with associated pain and symptoms. We conducted a double-blind, randomized, controlled trial comparing continuous to
Sopon Cheewadhanaraks et al.
Gynecologic and obstetric investigation, 74(2), 151-156 (2012-06-23)
To evaluate the efficacy and tolerability of postoperative depot medroxyprogesterone acetate (DMPA) versus postoperative continuous oral contraceptive (OC) pills in the treatment of endometriosis-associated pain. After a conservative surgery, 84 patients with symptomatic endometriosis were randomized to receive either intramuscular
Øjvind Lidegaard et al.
BMJ (Clinical research ed.), 343, d6423-d6423 (2011-10-27)
To assess the risk of venous thromboembolism from use of combined oral contraceptives according to progestogen type and oestrogen dose. National historical registry based cohort study. Four registries in Denmark. Non-pregnant Danish women aged 15-49 with no history of thrombotic
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