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 |
|---|---|---|---|---|
| FDBF00089 | 2-methylbutan-2-ol |
|
CCC(O)(C)C | 0.0024 |
| FDBF00104 | methyl butanoate |
|
O(C(=O)CCC)C | 0.0021 |
| FDBF01749 | (2R,3R,4R)-4-hydroxy-2-methyl-3-vinyl-cyclopentanone |
|
O=C1C(C(C(C1)O)C=C)C | 0.0017 |
| FDBF01752 | (2R,3R,4R)-2-ethyl-4-hydroxy-3-vinyl-cyclopentanone |
|
O=C1C(C(C(C1)O)C=C)CC | 0.0014 |
| FDBF01753 | (2R,4S)-4-hydroxy-2-propyl-cyclopentanone |
|
O=C1C(CC(C1)O)CCC | 0.0014 |
| FDBF01757 | (2R,3R,4R)-4-hydroxy-2-propyl-3-vinyl-cyclopentanone |
|
O=C1C(C(C(C1)O)C=C)CCC | 0.0014 |
| FDBF01761 | (2R,4S)-2-butyl-4-hydroxy-cyclopentanone |
|
O=C1C(CC(C1)O)CCCC | 0.0014 |
| FDBF02058 | (3R,4S)-3-hydroxy-4-[(E,4R)-4-hydroxypent-1-enyl]cyclopentanone |
|
O=C1CC(C(C1)O)C=CCC(O)C | 0.0003 |
| FDBF02061 | 2-methylhexan-2-ol |
|
C(CCC)C(O)(C)C | 0.0003 |
| FDBF02062 | (2R,3R,4R)-4-hydroxy-3-[(E,4R)-4-hydroxypent-1-enyl]-2-methyl-cyclopentanone |
|
O=C1C(C(C(C1)O)C=CCC(O)C)C | 0.0003 |
