IUPAC name
methyl (2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoate
SMILES
CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC\C=C\C(=O)OC
Compound class
Prostaglandins; Genito Urinary System and Sex Hormones; Uterotonics;
Therapeutic area
Common name
Gemeprost
IUPAC name
methyl (2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoate
SMILES
CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC\C=C\C(=O)OC
INCHI
InChI=1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13+/t17-,18-,20-,21-/m1/s1
FORMULA
C23H38O5
Common name
Gemeprost
IUPAC name
methyl (2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoate
Molecular weight
394.545
clogP
5.015
clogS
-3.591
HBond Acceptor
5
HBond Donor
2
Total Polar Surface Area
83.83
Number of Rings
1
Rotatable Bond
13
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| 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 |
| FDBF01750 | (3R,4S)-3-hydroxy-4-[(E)-3-hydroxyprop-1-enyl]cyclopentanone |
|
O=C1CC(C(C1)O)C=CCO | 0.0014 |
| FDBF01765 | (3S)-3-hydroxycyclopentanone |
|
O=C1CCC(C1)O | 0.0017 |
| FDBF02469 | (3S)-4-methylpent-1-en-3-ol |
|
CC(C)C(O)C=C | 0.0007 |
| FDBF03865 | 2,2-dimethylpropan-1-ol |
|
C(C)(C)(C)CO | 0.0034 |
| FDBF03868 | 2,2-dimethylbutan-1-ol |
|
C(C)(C)(CC)CO | 0.0003 |
| FDBF03869 | (3R,4S)-3-hydroxy-4-[(E,3S)-3-hydroxy-4-methyl-pent-1-enyl]cyclopentanone |
|
C(C)(C)C(O)C=CC1CC(=O)CC1O | 0.0003 |
| FDBF03870 | (3R)-4,4-dimethylhex-1-en-3-ol |
|
C(C)(C)(CC)C(O)C=C | 0.0003 |
| FDBF03873 | (2R,3R,4R)-4-hydroxy-3-[(E,3R)-3-hydroxy-4,4-dimethyl-pent-1-enyl]-2-methyl-cyclopentanone |
|
C(C)(C)(C)C(O)C=CC1C(C(=O)CC1O)C | 0.0003 |
