6-keto Prostaglandin F1α - ≥98% , CAS No.58962-34-8

CAS: 58962-34-8 Cat. No.: K336345 Molecular Weight: 370.48 Beilstein Registry Number: 2821925 EC Number: 682-018-4

GRADE & PURITY ≥98%

Synonyms

CAS_58962-34-8 | HMS1361I19 | KFGOFTHODYBSGM-ZUNNJUQCSA-N | 6-KETOPROSTAGLANDIN F1alpha | 6-Keto-prostaglandin F1alpha | 6-Keto-prostaglandin F1-alpha | 6-oxo-9S,11R,15S-trihydroxy-13E-prostenoate | C05961 | NCGC00161289-02 | SCHEMBL4343736 | MLS000028869

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

6-keto Prostaglandin F1α is an endogenous metabolite present in Cerebrospinal_Fluid, Urine and Blood that can be used for the research of Meningitis, Rheumatoid Arthritis and Cardiopulmonary Resuscitation.

Application：

6-Ketoprostaglandin F1α is the stable hydrolysis product of prostacyclin (P839060), an eicosanoid which prevents the formation of platelet plugs and an effective vasodilator.  

Specifications

Synonyms

CAS_58962-34-8 | HMS1361I19 | KFGOFTHODYBSGM-ZUNNJUQCSA-N | 6-KETOPROSTAGLANDIN F1alpha | 6-Keto-prostaglandin F1alpha | 6-Keto-prostaglandin F1-alpha | 6-oxo-9S, 11R, 15S-trihydroxy-13E-prostenoate | C05961 | NCGC00161289-02 | SCHEMBL4343736 | MLS000028869

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%

Names and Identifiers

• Canonical Smiles: CCCCCC(C=CC1C(CC(C1CC(=O)CCCCC(=O)O)O)O)O
• IUPAC Name: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
• InChIKey: KFGOFTHODYBSGM-ZUNNJUQCSA-N
• INCHI: 1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1
• Isomeric SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](C[C@@H]([C@@H]1CC(=O)CCCCC(=O)O)O)O)O
• WGK Germany: 3
• Molecular Weight: 370.48
• Beilstein: 2821925
• Reaxy-Rn: 33537607
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=33537607&ln=

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 Fatty alcohols Keto fatty acids Hydroxy fatty acids Cyclopentanols 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 - Fatty alcohol - Hydroxy fatty acid - Keto fatty acid - Cyclopentanol - Cyclic alcohol - Secondary alcohol - Ketone - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol (25 mg/ml), DMSO (~16 mg/ml), DMF (~16 mg/ml), PBS(pH 7.2) (3.3 mg/ml), and water (3.3 mg/ml) at 25° C.
• Refractive Index: n20D1.56
• Boil Point(°C): 575.31° C at 760 mmHg
• Melt Point(°C): 97-105° C
• Molecular Weight: 370.500 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 370.236 Da
• Monoisotopic Mass: 370.236 Da
• Topological Polar Surface Area: 115.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 461.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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

References

1. FengShengyong , MaEnhao , NaXiaona , WangZongmei , TaiWanbo , BaoXinhui , WangMao , ChangHan , WuBaolei , LiuMiaoxi , LiJuzhen , ShiHuicheng , YangCeli , XiMenglu , YangHaibing , LiYuhan , ZhuYibin , WangPenghua , ZhaoLing , ZhaoAi , ChengGong.  (2025)  Dietary supplementation of arachidonic acid promotes humoral immunity.  EMBO Molecular Medicine,      [PMID:40940568] [10.1038/s44321-025-00310-7]