IUPAC name
methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(1E)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopentyl]heptanoate
SMILES
CCCCC(C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
Compound class
Therapeutic area
Indicated for the treatment of ulceration (duodenal, gastric and NSAID induced) and prophylaxis for NSAID induced ulceration.
Common name
Misoprostol
IUPAC name
methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(1E)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopentyl]heptanoate
SMILES
CCCCC(C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
INCHI
InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22?/m1/s1
FORMULA
C22H38O5
Common name
Misoprostol
IUPAC name
methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(1E)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopentyl]heptanoate
Molecular weight
382.534
clogP
4.938
clogS
-4.289
HBond Acceptor
5
HBond Donor
2
Total Polar Surface Area
83.83
Number of Rings
1
Rotatable Bond
14
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00042 | propan-2-ol |
|
CC(O)C | 0.0278 |
| FDBF00081 | pentane |
|
CCCCC | 0.0316 |
| FDBF00102 | methyl propanoate |
|
C(C)C(=O)OC | 0.0096 |
| FDBF01747 | (2R,4S)-4-hydroxy-2-methyl-cyclopentanone |
|
O=C1C(CC(C1)O)C | 0.0017 |
| FDBF01748 | (3R,4S)-3-hydroxy-4-vinyl-cyclopentanone |
|
O=C1CC(C(C1)O)C=C | 0.0017 |
| FDBF01765 | (3S)-3-hydroxycyclopentanone |
|
O=C1CCC(C1)O | 0.0017 |
| FDBF02063 | (3R,4S)-3-hydroxy-4-[(E)-4-hydroxy-4-methyl-pent-1-enyl]cyclopentanone |
|
CC(O)(CC=CC1CC(=O)CC1O)C | 0.0003 |
| FDBF02064 | (2R,3R,4R)-4-hydroxy-3-[(E)-4-hydroxy-4-methyl-pent-1-enyl]-2-methyl-cyclopentanone |
|
O=C1C(C(C(C1)O)C=CCC(O)(C)C)C | 0.0003 |
