13,14-dihydro-15-keto Prostaglandin E2 - ≥95%, 10mg/ml in methyl acetate , CAS No.363-23-5

CAS: 363-23-5 Cat. No.: D356081 Molecular Weight: 352.50 EC Number: 633-709-4 PubChem CID: 5280711

GRADE & PURITY ≥95%, 10mg/ml in methyl acetate

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)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

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

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCCCCC(=O)CCC1C(CC(=O)C1CC=CCCCC(=O)O)O
• IUPAC Name: (Z)-7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
• InChIKey: CUJMXIQZWPZMNQ-XYYGWQPLSA-N
• 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
• 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

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Eicosanoids

• 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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