Example questions from previous tests and exams
SECTION A
The given structure of steroid A relates to questions 1 and 2.
II
III
I
OH
CH3
CH3
VIII
OH
OH
CH3
O
F
O
F
H3C
VII
IV
V
VI
Steroid A
1.
Which of the following factors will increase sodium-retaining activity?
i.
Replacing III with an F-atom.
ii.
Replacing III with a chlorine atom.
iii.
Replacing III with a bromine atom.
iv.
Removing the ketol side chain.
a)
b)
c)
d)
e)
f)
2.
(2)
ii and iii only
i only
ii only
i and iv only
iv only
None of the above
Which of the following statements are TRUE about the 11β-OH group of steroid
A?
(2)
i.
ii.
iii.
iv.
v.
a)
b)
c)
d)
e)
It plays an important role in binding to the glucocorticoid receptor.
If it is removed, glucocorticoid activity will decrease.
If it is removed, mineralocorticoid activity will decrease.
If it is removed, mineralocorticoid activity will increase.
It does not have an effect on the mineralocorticoid activity.
i, ii iii and v only
i, ii iv and v only
ii, iii and v only
i, iii and v only
None of the above
3.
Which one of the following synthetic modifications will not favour anabolic
activity of androstane?
(2)
a)
b)
c)
d)
e)
4.
Which one if the following statements about androgen derivatives is true?
a)
b)
c)
d)
e)
5.
(2)
Esterification of the 17β-OH group favours androgenic activity.
3-keto group enhances anabolic activity
Removal of C-19 favours anabolic activity
Introducing a 2-alkyl group favours androgenic activity.
None of the above
Which of the following statements are true about a carbocation?
(2)
i. It is a positively charged species.
ii. It can be stabilised by an adjacent electron withdrawing group.
iii. An allylic carbocation is more stable than a vinylic carbocation.
iv. A benzylic carbocation is less stable than an allylic carbocation.
v. A tertiary carbocation is more stable than a secondary carbocation because
there are more electron withdrawing alkyl groups attached to it.
a)
b)
c)
d)
e)
f)
g)
6.
Replacing C-2 with O.
Introducing a 3-keto group
Removing C-19
Introducing a 17α-alkyl group.
None of the above
i only
ii and iv only
i and iii only
i, iii and v only
i and v only
None of the above combinations, a) to e), are true
None of the statements, i. to v., are true
Structural classes that have similar activities to progesterone are:
a)
b)
c)
d)
Testosterones
19-nortestosterones
All of the above
None of the above
(2)
7.
Which of the following arrows are going in the correct direction?
A
B
H
H
H
+
O
Cl
H
H
Cl
D
O
O
CH3
CH3
a)
b)
c)
d)
e)
f)
A and B only
E and F only
C and D only
A, E and F only
B, C and D only
None of the above
[SUB TOTAL : 14]
O
+
O
O
C
H
O
CH3
CH3
H
+
O
H
F
H2O
CH3
O
H
Cl CH3
E
SECTION B
QUESTION 7
Take the concepts or words in the column on the right and write them next to the words that
they best correspond to in the column on the left.
More than one word or concept on the right can correspond with one or more words or
concepts on the left.
A topic in the left-hand column can have more than one corresponding word or concept on
the right.
The number of matching concepts or words that you must provide are indicated in brackets.
In the online test it will look slightly different, because you will have to match one on the
left with the best one on the right. The question below is a good for practising.
Inactive sex hormone (2 concepts or words)
Bioactive Cardiac glycoside (4 concepts or words)
Bioactive glucocorticoid (7 concepts or words)
Bioactive mineralocorticoid (5 answer)
More stable free radicals (2 answers)
Photodegradation of Sertraline (2 answers)
Homolytic cleavage (2 answers)
Progesterone (2 answers)






























(26)
Cis-fused C and D rings
Cholic acid
Formation of a racemate.
Maintains pregnancy
Single head arrow
Hexestrol
Inotropic Drug
Testosterone metabolite
Cis-fused A and B rings
Adrenal gland
Formation of a benzylic free
radical
Hydrocortisone
11β-hydroxy group
Aldosterone
Bufadienolide
Lactone ring
Double head arrow
Electrolyte balance
Larger, more polarisable atoms
Sugar metabolism
All trans-fused rings
Formation of free radicals
5β-dihydroxy testosterone
Equilenin
Non-steroidal estrogens
Delocalisation
Fat metabolism
Two-head arrow
Trans-diethylstilbestrol
Cortisol