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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
Combined oral contraceptives, venous thromboembolism, and the problem of interpreting large but incomplete datasets.
Jürgen Dinger et al.
The journal of family planning and reproductive health care, 38(1), 2-6 (2011-12-01)
Stefano Ferrari et al.
Acta obstetricia et gynecologica Scandinavica, 91(6), 699-703 (2012-01-25)
Limited attention has been focused on the medical treatment of bowel endometriosis. This study evaluates the efficacy of administration of a continuous low-dose oral contraceptive in treating pain and other symptoms associated with colorectal endometriotic nodules, as evaluated by rectal
Polyana S Maier et al.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology, 28(8), 606-610 (2012-02-15)
We studied (1) the effects of oral contraceptive pills (OCPs) on hirsutism, hormonal and metabolic variables in 49 polycystic ovary syndrome patients without metabolic comorbidities and (2) the effect of 17-hydroxysteroid dehydrogenase type 5 gene polymorphism (-71A/G HSD17B5 SNP) on
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