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Eicosanoids

Signaling molecules made by the enzymatic or non-enzymatic oxidation of arachidonic acid or other polyunsaturated fatty acids (PUFAs) that are also 20 carbon units in length.
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1 – 6 of 6 results
1

Tafluprost, TRC

CAS: 209860-87-7 Molecular Formula: C25 H34 F2 O5 Molecular Weight (g/mol): 452.53 Synonym: 5-Heptenoic acid, 7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl]-, 1-methylethyl ester, (5Z)-,5-Heptenoic acid, 7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxy-1-butenyl]-3,5-dihydroxycyclopentyl]-, 1-methylethyl ester, (5Z)- (9CI),AFP 168,MK 2452,Saflutan,Taflotan,Tafluprost,Tapros IUPAC Name: propan-2-yl (Z)-7-[(1R,2R,3R,5S)-2-[(E)-3,3-difluoro-4-phenoxybut-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoate SMILES: CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COc2ccccc2

CAS 209860-87-7
Molecular Weight (g/mol) 452.53
SMILES CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COc2ccccc2
Synonym 5-Heptenoic acid, 7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxy-1-buten-1-yl]-3,5-dihydroxycyclopentyl]-, 1-methylethyl ester, (5Z)-,5-Heptenoic acid, 7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxy-1-butenyl]-3,5-dihydroxycyclopentyl]-, 1-methylethyl ester, (5Z)- (9CI),AFP 168,MK 2452,Saflutan,Taflotan,Tafluprost,Tapros
IUPAC Name propan-2-yl (Z)-7-[(1R,2R,3R,5S)-2-[(E)-3,3-difluoro-4-phenoxybut-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoate
Molecular Formula C25 H34 F2 O5
2

Prostaglandin A2, TRC

CAS: 13345-50-1 Molecular Formula: C20H30O4 Molecular Weight (g/mol): 334.45 Synonym: (5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-oic Acid,7-[2-(3-Hydroxy-1-octenyl)-5-oxo-3-cyclopenten-1-yl]-5-heptenoic Acid,(+)-Prostaglandin A2,(15S)-PGA2,15(S)-Hydroxy-9-oxo-5-cis- 10,13-trans-prostatrienoic Acid,15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoic Acid,15(S)-Prostaglandin A2,15α-Hydroxy-9-oxo-cis-5,10,trans- 13-prostatrienecarboxylic Acid,15α-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic Acid,5,6-cis-PGA2,Medullin,NSC 165561,PGA2 IUPAC Name: (Z)-7-[(1R,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid SMILES: CCCCC[C@H](O)\C=C\[C@H]1C=CC(=O)[C@@H]1C\C=C/CCCC(=O)O

CAS 13345-50-1
Molecular Weight (g/mol) 334.45
SMILES CCCCC[C@H](O)\C=C\[C@H]1C=CC(=O)[C@@H]1C\C=C/CCCC(=O)O
Synonym (5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,10,13-trien-1-oic Acid,7-[2-(3-Hydroxy-1-octenyl)-5-oxo-3-cyclopenten-1-yl]-5-heptenoic Acid,(+)-Prostaglandin A2,(15S)-PGA2,15(S)-Hydroxy-9-oxo-5-cis- 10,13-trans-prostatrienoic Acid,15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoic Acid,15(S)-Prostaglandin A2,15α-Hydroxy-9-oxo-cis-5,10,trans- 13-prostatrienecarboxylic Acid,15α-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic Acid,5,6-cis-PGA2,Medullin,NSC 165561,PGA2
IUPAC Name (Z)-7-[(1R,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid
Molecular Formula C20H30O4
3

Prostaglandin D2, TRC

CAS: 41598-07-6 Molecular Formula: C20 H32 O5 Molecular Weight (g/mol): 352.47 Synonym: (5Z,9α,13E,15S)-9,15-Dihydroxy-11-oxo-prosta-5,13-dien-1-oic Acid IUPAC Name: (Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid SMILES: CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(=O)O)[C@@H](O)CC1=O

CAS 41598-07-6
Molecular Weight (g/mol) 352.47
SMILES CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(=O)O)[C@@H](O)CC1=O
Synonym (5Z,9α,13E,15S)-9,15-Dihydroxy-11-oxo-prosta-5,13-dien-1-oic Acid
IUPAC Name (Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid
Molecular Formula C20 H32 O5
4

Latanoprost Tris(triethylsilyl) Ether, TRC

CAS: 477884-78-9 Molecular Formula: C44 H82 O5 Si3 Molecular Weight (g/mol): 775.38 Synonym: (5Z)-7-[(1R,2R,3R,5S)-2-[(3R)-5-phenyl-3-[(triethylsilyl)oxy]pentyl]-3,5-bis[(triethylsilyl)oxy]cyclopentyl]-5-Heptenoic acid 1-methylethyl ester,Isopropyl (Z)-7-[(1R,2R,3R,5S)-3,5-bis(triethylsilyloxy)-2-((R)-3-(triethylsilyloxy)-5-phenylpentyl)cyclopentyl]hept-5-enoate,Latanoprost Related Compound D (USP) IUPAC Name: propan-2-yl (Z)-7-[(1R,2R,3R,5S)-2-[(3R)-5-phenyl-3-triethylsilyloxypentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hept-5-enoate SMILES: CC[Si](CC)(CC)O[C@H](CC[C@@H]1[C@@H](C\C=C/CCCC(=O)OC(C)C)[C@H](C[C@H]1O[Si](CC)(CC)CC)O[Si](CC)(CC)CC)CCc2ccccc2

CAS 477884-78-9
Molecular Weight (g/mol) 775.38
SMILES CC[Si](CC)(CC)O[C@H](CC[C@@H]1[C@@H](C\C=C/CCCC(=O)OC(C)C)[C@H](C[C@H]1O[Si](CC)(CC)CC)O[Si](CC)(CC)CC)CCc2ccccc2
Synonym (5Z)-7-[(1R,2R,3R,5S)-2-[(3R)-5-phenyl-3-[(triethylsilyl)oxy]pentyl]-3,5-bis[(triethylsilyl)oxy]cyclopentyl]-5-Heptenoic acid 1-methylethyl ester,Isopropyl (Z)-7-[(1R,2R,3R,5S)-3,5-bis(triethylsilyloxy)-2-((R)-3-(triethylsilyloxy)-5-phenylpentyl)cyclopentyl]hept-5-enoate,Latanoprost Related Compound D (USP)
IUPAC Name propan-2-yl (Z)-7-[(1R,2R,3R,5S)-2-[(3R)-5-phenyl-3-triethylsilyloxypentyl]-3,5-bis(triethylsilyloxy)cyclopentyl]hept-5-enoate
Molecular Formula C44 H82 O5 Si3
5

10,11-Dehydro Misoprostol(Mixture of Diastereomers), TRC

CAS: 58682-86-3 Molecular Formula: C22H36O4 Molecular Weight (g/mol): 364.52 Synonym: (13E)-(+/-)-16-Hydroxy-16-methyl-9-oxoprosta-10,13-dien-1-oic Acid Methyl Ester IUPAC Name: methyl 7-((1R,2S)-2-((E)-4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopent-3-en-1-yl)heptanoate SMILES: O=C(OC)CCCCCC[C@@H]1[C@@H](/C=C/CC(O)(C)CCCC)C=CC1=O

CAS 58682-86-3
Molecular Weight (g/mol) 364.52
SMILES O=C(OC)CCCCCC[C@@H]1[C@@H](/C=C/CC(O)(C)CCCC)C=CC1=O
Synonym (13E)-(+/-)-16-Hydroxy-16-methyl-9-oxoprosta-10,13-dien-1-oic Acid Methyl Ester
IUPAC Name methyl 7-((1R,2S)-2-((E)-4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopent-3-en-1-yl)heptanoate
Molecular Formula C22H36O4
6

Prostaglandin E1, TRC

CAS: 745-65-3 Molecular Weight (g/mol): 354.48 Synonym: Alprostadil,7-[(1R,2R,3R)-3-Hydroxy-2-[(1E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid IUPAC Name: 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid SMILES: CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O

CAS 745-65-3
Molecular Weight (g/mol) 354.48
SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O
Synonym Alprostadil,7-[(1R,2R,3R)-3-Hydroxy-2-[(1E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid
IUPAC Name 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid