16,16-dimethyl Prostaglandin F2α - ≥98% , CAS No.39746-23-1

CAS: 39746-23-1 Cat. No.: D356071 Molecular Weight: 382.5 EC Number: 687-371-8 PubChem CID: 6441607

GRADE & PURITY ≥98%

Synonyms

HMS3648F22 | 16,16-dimethyl PGF2alpha | 16,16-Dimethyl prostaglandin F2alpha | 16,16-Dimethylprostaglandin F2alpha | (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-((E)-(R)-3-hydroxy-4,4-dimethyl-oct-1-enyl)-cyclopentyl]-hept-5-enoic acid | 16,16-Dimethylprostaglan

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

16,16-dimethyl Prostaglandin F2α is a metabolically stable analog of PGF2α that binds to the FP receptor on ovine luteal cells with slightly better affinity (159%) than PGF2α.

Specifications

Synonyms

HMS3648F22 | 16, 16-dimethyl PGF2alpha | 16, 16-Dimethyl prostaglandin F2alpha | 16, 16-Dimethylprostaglandin F2alpha | (Z)-7-[(1R, 2R, 3R, 5S)-3, 5-Dihydroxy-2-((E)-(R)-3-hydroxy-4, 4-dimethyl-oct-1-enyl)-cyclopentyl]-hept-5-enoic acid | 16, 16-Dimethylprostaglan

Specifications & Purity

≥98%

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

≥98%

Product Properties

• pKa: pKₐ: 4.76 (Predicted)

Names and Identifiers

• Canonical Smiles: CCCCC(C)(C)C(C=CC1C(CC(C1CC=CCCCC(=O)O)O)O)O
• IUPAC Name: (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4,4-dimethyloct-1-enyl]cyclopentyl]hept-5-enoic acid
• InChIKey: YMRWVEHSLXJOCD-SCOYTADVSA-N
• INCHI: 1S/C22H38O5/c1-4-5-14-22(2,3)20(25)13-12-17-16(18(23)15-19(17)24)10-8-6-7-9-11-21(26)27/h6,8,12-13,16-20,23-25H,4-5,7,9-11,14-15H2,1-3H3,(H,26,27)/b8-6-,13-12+/t16-,17-,18+,19-,20-/m1/s1
• Isomeric SMILES: CCCCC(C)(C)[C@@H](/C=C/[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C\CCCC(=O)O)O)O)O
• PubChem CID: 6441607
• Molecular Weight: 382.5

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 Branched fatty acids Unsaturated fatty acids Cyclopentanols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Prostaglandin skeleton - Long-chain fatty acid - Branched fatty acid - Hydroxy fatty acid - Cyclopentanol - Fatty acid - Unsaturated fatty acid - Cyclic alcohol - Secondary alcohol - Carboxylic acid - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - 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: Not available

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

Associated Targets(Human)

PTGFR Tclin Prostaglandin F2-alpha receptor (2 Activities)

Discover Target: PTGFR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TBXA2R Tclin Thromboxane A2 receptor (1 Activities)

Discover Target: TBXA2R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTGFR Tclin Prostanoid FP receptor (687 Activities)

Discover Target: PTGFR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)

Discover Target: TBXA2R

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGER1 Tclin Prostanoid EP1 receptor (1696 Activities)

Discover Target: PTGER1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGER3 Tclin Prostanoid EP3 receptor (1985 Activities)

Discover Target: PTGER3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (>10 mg/ml at 25° C), ethanol (~100 mg/ml), DMSO (~100 mg/ml), DMF (~100 mg/ml), and PBS (pH 7.2) (~10 mg/ml).
• Refractive Index: n20D1.56 (Predicted)
• Boil Point(°C): ~542.5° C at 760 mmHg (Predicted)
• Melt Point(°C): 226.68° C (Predicted)
• Molecular Weight: 382.500 g/mol
• XLogP3: 3.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 382.272 Da
• Monoisotopic Mass: 382.272 Da
• Topological Polar Surface Area: 98.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 497.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1