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SML0356

Sigma-Aldrich

Etonogestrel

≥98% (HPLC)

Sinónimos:

(17α)-13-etilo-17-hidroxi-11-metileno-18,19-dinorpregn-4-en-20-yn-3-ona, 3-ceto-desogestrel, 3-oxo desogestrel

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About This Item

Fórmula empírica (notación de Hill):
C22H28O2
Número de CAS:
54048-10-1
Peso molecular:
324.46
EC Number:
258-936-2
MDL number:
MFCD00867863
UNSPSC Code:
51111800
PubChem Substance ID:
329825358
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +80 to +95°, c = 1 (CHCl3)

color

white to beige

solubility

DMSO: >5 mg/mL

storage temp.

−20°C

SMILES string

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

InChI

1S/C22H28O2/c1-4-21-13-14(3)20-17-9-7-16(23)12-15(17)6-8-18(20)19(21)10-11-22(21,24)5-2/h2,12,17-20,24H,3-4,6-11,13H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1

InChI key

GCKFUYQCUCGESZ-BPIQYHPVSA-N

Gene Information

human ... PGR(5241)

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Biochem/physiol Actions

El etonogestrel es un anticonceptivo de progestina de tercera generación. El etonogestrel se utiliza como anticonceptivo en sí mismo y es también el metabolito activo del fármaco desogestrel utilizado en algunos anticonceptivos combinados.
Etonogestrel is a lipophilic molecule. Pharmacokinetics studies reveal that etonogestrel is bound to protein albumin in the blood. This remains independent of both endogenous and exogenous concentration of estradiol.

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

Danger

hcodes

H351,H360

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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17α-etinilestradiol Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1480

17α-etinilestradiol

17α-etinilestradiol ≥98%

Sigma-Aldrich

E4876

17α-etinilestradiol

Diana Mansour et al.
Contraception, 83(3), 202-210 (2011-02-12)
The aim of this guidance is to review the management of unacceptable vaginal bleeding patterns in etonogestrel (ENG)-releasing contraceptive implant users concentrating, where possible, on the evidence for pharmacological treatments and identifying a pragmatic approach where this is not possible.
Anne Calhoun et al.
Headache, 52(8), 1246-1253 (2012-07-14)
To determine whether extended-cycle dosing of an ultralow dose vaginal ring contraceptive decreases frequency of migraine aura and prevents menstrual related migraine (MRM). Many women are denied therapy with combined hormonal contraceptives due to published guidelines that recommend against their
Pharmacokinetics of etonogestrel released from the contraceptive implant Implanon
Wenzl R, et al.
Contraception, 58(5), 283-288 (1998)
Milena B Brito et al.
Thrombosis research, 130(3), 355-360 (2012-05-01)
The puerperium is the period of highest risk for thrombosis during a woman's reproductive life and it is an important time for initiating an effective contraceptive method in order to increase intergestational interval. Thus, the objective of the present study
Hanna Xu et al.
Obstetrics and gynecology, 120(1), 21-26 (2012-06-09)
To estimate the contraceptive failure rates of the etonogestrel subdermal contraceptive implant in overweight and obese women and compare failure rates with women of normal weight and women using intrauterine devices (IUDs). The Contraceptive CHOICE Project is a large prospective
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