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Basic Description
| Synonyms | LMFA03010031 | SR-01000946429 | 13,14-Dihydro-15-keto-PGE2 | 13,14-Dihydro-15-keto PGE2 | 363-23-5 (unlabeled) | (5Z)-11alpha-hydroxy-9,15-dioxoprost-5-enoic acid | dhk-PGE2 | 9,15-dioxo-11R-hydroxy-5Z-prostenoic acid | CUJMXIQZWPZMNQ-XYYGWQPLSA-N | KH(2) |
|---|---|
| Specifications & Purity | ≥95%, 10mg/ml in methyl acetate |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
13,14-dihydro-15-keto Prostaglandin E2 (13,14-dihydro-15-keto PGE2) is a metabolite of PGE2 biosynthesized by the enzymes 15-hydroxy PGDH and 15-oxo-PG δ13-reductase. This compound accumulates to detectable levels, and then undergoes further metabolism and chemical decomposition, giving it a relatively short half-life (~ 9 minutes), but that is longer than PGE2 (~ 2 minutes), allowing this compound to build up to appreciable levels during PGE2 expression. Receptor binding studies indicate that although metabolites of prostaglandins typically bind to EP receptors with lower affinity, they might still play an important role in these biochemical pathways. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Class
Fatty Acyls
- Subclass Eicosanoids
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Class
Fatty Acyls
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Superclass
Lipids and lipid-like molecules
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Eicosanoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Prostaglandins and related compounds |
| Alternative Parents | Long-chain fatty acids Hydroxy fatty acids Unsaturated fatty acids Cyclopentanols Cyclic ketones Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Prostaglandin skeleton - Long-chain fatty acid - Hydroxy fatty acid - Cyclopentanol - Fatty acid - Unsaturated fatty acid - Cyclic alcohol - Ketone - Cyclic ketone - Secondary alcohol - Carboxylic acid - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. |
| External Descriptors | Prostaglandins |
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Names and Identifiers
| IUPAC Name | (Z)-7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid |
|---|---|
| INCHI | 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/h4,7,16-17,19,23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17-,19-/m1/s1 |
| InChIKey | CUJMXIQZWPZMNQ-XYYGWQPLSA-N |
| Smiles | CCCCCC(=O)CCC1C(CC(=O)C1CC=CCCCC(=O)O)O |
| Isomeric SMILES | CCCCCC(=O)CC[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O |
| PubChem CID | 5280711 |
| Molecular Weight | 352.50 |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Boil Point(°C) | 57.1° C |
|---|---|
| Molecular Weight | 352.500 g/mol |
| XLogP3 | 2.400 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 13 |
| Exact Mass | 352.225 Da |
| Monoisotopic Mass | 352.225 Da |
| Topological Polar Surface Area | 91.700 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 469.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
Alternative Products
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13,14-dihydro-15-keto Prostaglandin A2Starting at $302.90
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