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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

Prostaglandin A2, TRC

CAS: 13345-50-1 Chemical Name or Material: Prostaglandin A2 Formula Weight: 334.2144 InChI Formula: InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1 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 Molecular Weight (g/mol): 334.45 Percent Purity: >95% Purity Grade Notes: HPLC Recommended Storage: -20°C 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

Percent Purity >95%
CAS 13345-50-1
Molecular Weight (g/mol) 334.45
InChI Formula InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-12+/t16-,17-,18+/m0/s1
Chemical Name or Material Prostaglandin A2
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
SMILES CCCCC[C@H](O)\C=C\[C@H]1C=CC(=O)[C@@H]1C\C=C/CCCC(=O)O
Recommended Storage -20°C
Purity Grade Notes HPLC
Molecular Formula C20H30O4
IUPAC Name (Z)-7-[(1R,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid
Formula Weight 334.2144
2

Tafluprost, TRC

CAS: 209860-87-7 Chemical Name or Material: Tafluprost Formula Weight: 452.2374 InChI Formula: InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1 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 Molecular Weight (g/mol): 452.53 Recommended Storage: -20°C 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

CAS 209860-87-7
Molecular Weight (g/mol) 452.53
InChI Formula InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1
Chemical Name or Material Tafluprost
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
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
Recommended Storage -20°C
Molecular Formula C25 H34 F2 O5
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
Formula Weight 452.2374
3

Prostaglandin D2, TRC

CAS: 41598-07-6 Chemical Name or Material: Prostaglandin D2 Formula Weight: 352.225 InChI Formula: InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-/m0/s1 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 Molecular Weight (g/mol): 352.47 Recommended Storage: -20°C 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

CAS 41598-07-6
Molecular Weight (g/mol) 352.47
InChI Formula InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-/m0/s1
Chemical Name or Material Prostaglandin D2
Synonym (5Z,9α,13E,15S)-9,15-Dihydroxy-11-oxo-prosta-5,13-dien-1-oic Acid
SMILES CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(=O)O)[C@@H](O)CC1=O
Recommended Storage -20°C
Molecular Formula C20 H32 O5
IUPAC Name (Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid
Formula Weight 352.225
4

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
5

Latanoprost Tris(triethylsilyl) Ether, TRC

CAS: 477884-78-9 Chemical Name or Material: Isopropyl (Z)-7-{(1R,2R,3R,5S)-2-[(R)-5-phenyl-3-(triethylsilyloxy)pentyl]-3,5-bis(triethylsilyloxy)cyclopentyl}hept-5-enoate Formula Weight: 774.547 InChI Formula: InChI=1S/C44H82O5Si3/c1-12-50(13-2,14-3)47-39(33-32-38-28-24-23-25-29-38)34-35-41-40(30-26-21-22-27-31-44(45)46-37(10)11)42(48-51(15-4,16-5)17-6)36-43(41)49-52(18-7,19-8)20-9/h21,23-26,28-29,37,39-43H,12-20,22,27,30-36H2,1-11H3/b26-21-/t39-,40+,41+,42-,43+/m0/s1 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 Molecular Weight (g/mol): 775.38 Recommended Storage: 4°C 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)

CAS 477884-78-9
Molecular Weight (g/mol) 775.38
InChI Formula InChI=1S/C44H82O5Si3/c1-12-50(13-2,14-3)47-39(33-32-38-28-24-23-25-29-38)34-35-41-40(30-26-21-22-27-31-44(45)46-37(10)11)42(48-51(15-4,16-5)17-6)36-43(41)49-52(18-7,19-8)20-9/h21,23-26,28-29,37,39-43H,12-20,22,27,30-36H2,1-11H3/b26-21-/t39-,40+,41+,42-,43+/m0/s1
Chemical Name or Material Isopropyl (Z)-7-{(1R,2R,3R,5S)-2-[(R)-5-phenyl-3-(triethylsilyloxy)pentyl]-3,5-bis(triethylsilyloxy)cyclopentyl}hept-5-enoate
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)
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
Recommended Storage 4°C
Molecular Formula C44 H82 O5 Si3
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
Formula Weight 774.547
6

Prostaglandin E1, TRC

CAS: 745-65-3 Chemical Name or Material: Alprostadil Formula Weight: 354.2406 InChI Formula: InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1 IUPAC Name: 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid Molecular Formula: C20 H34 O5 Molecular Weight (g/mol): 354.48 Recommended Storage: -20°C 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

CAS 745-65-3
Molecular Weight (g/mol) 354.48
InChI Formula InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
Chemical Name or Material Alprostadil
Synonym Alprostadil,7-[(1R,2R,3R)-3-Hydroxy-2-[(1E,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
Recommended Storage -20°C
Molecular Formula C20 H34 O5
IUPAC Name 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid
Formula Weight 354.2406