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]]>(8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol.
Ethinylestradiol is classified as an estrogen drug, altering the hormonal milieu. [1]
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 296.4 g/mol |
2 | Appearance | White to creamy white powder |
3 | Melting point | 183°C |
4 | Solubility | 11.3 mg per liter in water |
5 | Octanol/water partition coefficient | 3.67 |
6 | Presence of ring | Naphthalene and indinol ring |
7 | Number of chiral centers | 5 |
i. The drug will diffuse into the target cells and interact with protein receptors.
ii. Target cells for the drug includes pituitary, hypothalamus, mammary gland and female reproductive tract.
iii. This increases the synthesis of sex hormone binding globulin, thyroid binding globulin and other serum proteins. Further, the FSH is suppressed. [2]
i. Estrone is reacted with sodium acetylide in liquid ammonia.
ii. Above formed complex then undergoes hydrolysis to give ethinylestradiol.
Q.1 Number of chiral centers in the structure of ethinylestradiol?
a) 1
b) 3
c) 5
d) 7
Q.2 Which amongst the following statements is/are incorrect related to the SAR of ethnylestradiol?
I. Oxygen at C11 is not important for the activity.
II. Introduction of 17-alpha-hydroxy group increases the activity
III. Introduction of 17-alpha-hydroxy group decreases the activity
a) I & III
b) I & II
c) I only
d) All statements are correct
Q.3 The correct order for the mechanism of action of ethinylestradiol can be?
I. Target cells for the drug includes pituitary, hypothalamus, mammary gland and female reproductive tract.
II. Increase in the synthesis of sex hormone binding lobulin, thyroid binding globulin and other serum proteins. Further, the FSH is suppressed.
III. The drug will diffuse into the target cells and interact with protein receptors.
a) I – III – II
b) II – III – I
c) I – II – III
d) III – I – II
Q.4 The drug ethinylestradiol is used for?
a) The treatment of breast cancer
b) Menopausal hormone therapy
c) Used as a contraceptive
d) All of the above
Q.5 Match the drugs with the correct classification.
i. Prednisolone | A. Selective estrogen receptor down regulators |
ii. Ethinylestradiol | B. Estrogens |
iii. Tamoxifen | C. Glucocorticoids |
iv. Fulvestrant | D. Selective estrogen receptor modulator |
a) i-B, ii-D, iii-C, iv-A
b) i-B, ii-A, iii-C, iv-D
c) i-D, ii-A, iii-C, iv-B
d) i-C, ii-B, iii-A, iv-D
Q.6 How many statements below are true with respect to the side effects of the drug Ethinylestradiol?
a) 1
b) 2
c) 3
d) 4
Q.7 The type of ring system found in Ethinylestradiol?
a) Naphthalene
b) Indole
c) Pteridine
d) None of the above
1-c
2-a
3-b
4-d
5-d
6-c
7-a
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