Gestodene

Modify Date: 2024-01-02 18:24:41

Gestodene Structure
Gestodene structure
 Common Name Gestodene
CAS Number 60282-87-3 Molecular Weight 310.430
Density 1.2±0.1 g/cm3 Boiling Point 462.7±45.0 °C at 760 mmHg
Molecular Formula C21H26O2 Melting Point 190-192°C
MSDS Chinese USA Flash Point 196.9±21.3 °C
Symbol GHS08
GHS08		 Signal Word Warning

 Use of Gestodene


Gestodene(SHB 331;WL 70) is a progestogen hormonal contraceptive.Target: Estrogen Receptor/ERRGestodene is androgenically neutral, meaning that contraceptive pills containing gestodene do not exhibit the androgenic side effects (e.g. acne, hirsutism, weight gain) often associated with second-generation contraceptive pills, such as those containing levonorgestrel. When 40 micrograms of gestodene was taken, six out of seven women did not ovulate, and one out of seven had a cycle with luteal insufficiency. These data indicate that 40 micrograms of gestodene is the borderline dose for inhibition of ovulation. A combination of 75 micrograms gestodene with 30 micrograms ethinyl estradiol was found to inhibit ovulation in ten subjects, and no follicular maturation was noted [1]. gestodene bound with high affinity to the progesterone receptor, as did other synthetic and natural progestogens. However, gestodene did not bind to the estradiol receptor. The relative binding affinities of all tested synthetic and natural ligands showed no organ-specific differences and no differences between neoplastically transformed and normal tissues [2].Clinical indications: Female contraception

 Names

Name Gestodene
Synonym More Synonyms

 Gestodene Biological Activity

Description Gestodene(SHB 331;WL 70) is a progestogen hormonal contraceptive.Target: Estrogen Receptor/ERRGestodene is androgenically neutral, meaning that contraceptive pills containing gestodene do not exhibit the androgenic side effects (e.g. acne, hirsutism, weight gain) often associated with second-generation contraceptive pills, such as those containing levonorgestrel. When 40 micrograms of gestodene was taken, six out of seven women did not ovulate, and one out of seven had a cycle with luteal insufficiency. These data indicate that 40 micrograms of gestodene is the borderline dose for inhibition of ovulation. A combination of 75 micrograms gestodene with 30 micrograms ethinyl estradiol was found to inhibit ovulation in ten subjects, and no follicular maturation was noted [1]. gestodene bound with high affinity to the progesterone receptor, as did other synthetic and natural progestogens. However, gestodene did not bind to the estradiol receptor. The relative binding affinities of all tested synthetic and natural ligands showed no organ-specific differences and no differences between neoplastically transformed and normal tissues [2].Clinical indications: Female contraception
Related Catalog
References

[1]. Spona, J. and J. Huber, Pharmacological and endocrine profiles of gestodene. Int J Fertil, 1987. 32 Suppl: p. 6-14.

[2]. Pollow, K., et al., Lack of binding of gestodene to estrogen receptor in human breast cancer tissue. Eur J Cancer, 1990. 26(5): p. 608-10.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 462.7±45.0 °C at 760 mmHg
Melting Point 190-192°C
Molecular Formula C21H26O2
Molecular Weight 310.430
Flash Point 196.9±21.3 °C
Exact Mass 310.193268
PSA 37.30000
LogP 3.65
Vapour Pressure 0.0±2.6 mmHg at 25°C
Index of Refraction 1.588
Storage condition -20°C Freezer

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
JF7956000
CHEMICAL NAME :
18,19-Dinorpregna-4,15-dien-20-yn-3-one, 13-ethyl-17-hydroxy-, (17-alpha)-
CAS REGISTRY NUMBER :
60282-87-3
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H26-O2
MOLECULAR WEIGHT :
310.47

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
12 ug/kg
SEX/DURATION :
female 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - other measures of fertility
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 35,459,1985

 Safety Information

Symbol GHS08
GHS08
Signal Word Warning
Hazard Statements H361
Precautionary Statements P280
Hazard Codes Xn
Risk Phrases 62
Safety Phrases S22-S36/37
RIDADR NONH for all modes of transport

 Synthetic Route

 Articles36

More Articles
Progestins in preventive hormone therapy. Including pharmacology of the new progestins, desogestrel, norgestimate, and gestodene: are there advantages?

Obstet. Gynecol. Clin. North Am. 21(2) , 299-319, (1994)

Clofarabine was the latest new drug to be approved, in 2004, for relapsed or refractory acute lymphoblastic leukaemia (ALL). To investigate its value in the frontline treatment of ALL we applied clofa...

Activation of NF-kappaB and COX-2 expression is associated with breakthrough bleeding in patients using oral contraceptives in extended regimens.

Gynecol. Endocrinol. 26(4) , 265-9, (2010)

The objective of the present study was to determine whether there is an increase in endometrial inflammation associated with the occurrence of breakthrough bleeding in patients using an oral contracep...

17-Hydroxysteroid dehydrogenase type 5 gene polymorphism (-71A/G HSD17B5 SNP) and treatment with oral contraceptive pills in PCOS women without metabolic comorbidities.

Gynecol. Endocrinol. 28(8) , 606-10, (2012)

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...

 Synonyms

(17a)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,15-dien-20-yn-3-one
SH B 331
GESTOGENE
(8R,9S,10R,13S,14S,17R)-13-Ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
SH B 33
Femodene
EINECS 262-145-8
Gestodene
GESTODONE
17a-Ethynyl-13-ethyl-17b-hydroxy-4,15-gonadien-3-one
SHG 415 G
17a-Ethynyl-17b-hydroxy-18-methyl-4,15-estradien-3-one
Gynovin
MFCD00867858
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Chemsrc provides Gestodene(CAS#:60282-87-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Gestodene are included as well.>> amp version: Gestodene

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