
IUPAC name
1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-3-methyloct-1-en-1-yl]cyclopentyl]hept-5-enoate
SMILES
OCC([NH3+])(CO)CO.CCCCC[C@@](O)(C)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(=O)[O-]
Compound class
Oxytocics; Abortifacient Agents, Nonsteroidal; Prostaglandins; Genito Urinary System and Sex Hormones; Uterotonics; Tromethamine;
Therapeutic area
For aborting pregnancy between the 13th and 20th weeks of gestation as calculated from the first day of the last normal menstrual period and in the following conditions related to second trimester abortion: 1. Failure of expulsion of the fetus during the course of treatment by another method; 2. Premature rupture of membranes in intrauterine methods with loss of drug and insufficient or absent uterine activity; 3. Requirement of a repeat intrauterine instillation of drug for expulsion of the fetus; 4. Inadvertent or spontaneous rupture of membranes in the presence of a previable fetus and absence of adequate activity for expulsion. Also for the treatment of postpartum hemorrhage due to uterine atony which has not responded to conventional methods of management.
Common name
Carboprost Tromethamine
IUPAC name
1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-3-methyloct-1-en-1-yl]cyclopentyl]hept-5-enoate
SMILES
OCC([NH3+])(CO)CO.CCCCC[C@@](O)(C)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(=O)[O-]
INCHI
InChI=1S/C21H36O5.C4H11NO3/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25;5-4(1-6,2-7)3-8/h5,7,12,14,16-19,22-23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25);6-8H,1-3,5H2/b7-5-,14-12+;/t16-,17-,18+,19+,21+;/m1./s1
FORMULA
C25H47NO8

Common name
Carboprost Tromethamine
IUPAC name
1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-3-methyloct-1-en-1-yl]cyclopentyl]hept-5-enoate
Molecular weight
367.500
clogP
3.807
clogS
-2.811
HBond Acceptor
5
HBond Donor
3
Total Polar Surface Area
100.82
Number of Rings
1
Rotatable Bond
12
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00004 | acetic acid |
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CC(=O)O | 0.0687 |
FDBF00041 | ethanol |
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CCO | 0.1474 |
FDBF00061 | butyric acid |
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CCCC(=O)O | 0.0131 |
FDBF00077 | (Z)-pent-2-ene |
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C(C)C=CC | 0.0065 |
FDBF00933 | (1R,3S,4R)-4-vinylcyclopentane-1,3-diol |
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C1C(C(CC1O)C=C)O | 0.0003 |
FDBF00938 | (1R,3S,4S)-4-[(Z)-but-2-enyl]cyclopentane-1,3-diol |
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CC=CCC1CC(CC1O)O | 0.0003 |
FDBF00942 | (1R,3S,4S)-4-[(Z)-pent-2-enyl]cyclopentane-1,3-diol |
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C(C=CCC1CC(CC1O)O)C | 0.0003 |
FDBF00943 | (1S,3S,4S,5S)-4-[(Z)-but-2-enyl]-5-vinyl-cyclopentane-1,3-diol |
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CC=CCC1C(C(CC1O)O)C=C | 0.0003 |
FDBF00944 | (3S)-3-methylhex-1-en-3-ol |
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C(C(C=C)(O)C)CC | 0.0003 |