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 |
|---|---|---|---|---|
| FDBF00007 | propane |
|
C(C)C | 0.2412 |
| FDBF00067 | butane |
|
CCCC | 0.0680 |
| FDBF00086 | hexane |
|
CCCCCC | 0.0151 |
| FDBF00091 | 2-methylpropan-2-ol |
|
CC(O)(C)C | 0.0021 |
| FDBF00101 | methyl acetate |
|
O(C(=O)C)C | 0.0151 |
| FDBF00105 | methyl formate |
|
O(C=O)C | 0.0323 |
| FDBF01751 | (2R,4S)-2-ethyl-4-hydroxy-cyclopentanone |
|
O=C1C(CC(C1)O)CC | 0.0014 |
| FDBF02057 | (2R)-pent-4-en-2-ol |
|
C=CCC(O)C | 0.0003 |
| FDBF02059 | 2-methylpent-4-en-2-ol |
|
CC(O)(CC=C)C | 0.0003 |
| FDBF02060 | (3S)-3-methylhex-5-en-3-ol |
|
C(C)C(O)(CC=C)C | 0.0003 |
