PGB1 (Prostaglandin B1) - ≥98% , CAS No.13345-51-2

CAS: 13345-51-2 Cat. No.: P336176 Molecular Weight: 336.5 Beilstein Registry Number: 2004447 PubChem CID: 5280388

GRADE & PURITY ≥98%

Synonyms

J-006385 | BDBM50390997 | ALPROSTADIL IMPURITY B [EP IMPURITY] | SR-01000000044-6 | BML1-F03 | DTXSID001347609 | NCGC00024019-03 | PGB1 (Prostaglandin B1) | Prosta-8(12),13-dien-1-oicacid, 15-hydroxy-9-oxo-, (13E,15S)- | HY-120665 | SR-01000000044 | NCGC0

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

PGB1 (Prostaglandin B1) is a nonenzymatic dehydration product of PGE1 and a metabolite of PGA1 that has been shown to modify the pressor responses to sympathetic nerve stimulation. Furthermore, when PGB1 is oligomerized it has been shown to inhibit phospholipase A|2|, and act as an ionophore for calcium.

Specifications

Synonyms

J-006385 | BDBM50390997 | ALPROSTADIL IMPURITY B [EP IMPURITY] | SR-01000000044-6 | BML1-F03 | DTXSID001347609 | NCGC00024019-03 | PGB1 (Prostaglandin B1) | Prosta-8(12), 13-dien-1-oicacid, 15-hydroxy-9-oxo-, (13E, 15S)- | HY-120665 | SR-01000000044 | NCGC0

Specifications & Purity

≥98%

Storage

Protected from light, 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: 4.77

Names and Identifiers

• Canonical Smiles: CCCCCC(C=CC1=C(C(=O)CC1)CCCCCCC(=O)O)O
• IUPAC Name: 7-[2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopenten-1-yl]heptanoic acid
• InChIKey: YBHMPNRDOVPQIN-VSOYFRJCSA-N
• INCHI: 1S/C20H32O4/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/h12,14,17,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t17-/m0/s1
• Isomeric SMILES: CCCCC[C@@H](/C=C/C1=C(C(=O)CC1)CCCCCCC(=O)O)O
• WGK Germany: 3
• PubChem CID: 5280388
• Molecular Weight: 336.5
• Beilstein: 2004447

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 Hydroxy fatty acids Secondary alcohols Cyclic ketones 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 - Ketone - Cyclic ketone - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Hydrocarbon derivative - Alcohol - 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

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

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ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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POLB Tchem DNA polymerase beta (23632 Activities)

Discover Target: POLB

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PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

Discover Target: PLK1

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 Activities)

Discover Target: HIF1A

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HL (112 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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POLH Tchem DNA polymerase eta (21678 Activities)

Discover Target: POLH

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

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RECQL Tbio ATP-dependent DNA helicase Q1 (5575 Activities)

Discover Target: RECQL

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GMNN Tbio Geminin (128009 Activities)

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BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

Discover Target: BAZ2B

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RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

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WRN Tbio Werner syndrome ATP-dependent helicase (8824 Activities)

Discover Target: WRN

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Associated Targets(non-human)

Cruzipain (33337 Activities)

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Chlamydia pneumoniae (241 Activities)

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Plasmodium falciparum (966862 Activities)

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Luciferin 4-monooxygenase (66902 Activities)

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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TGR Thioredoxin glutathione reductase (28579 Activities)

Discover Target: TGR

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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Slco2a1 Solute carrier organic anion transporter family member 2A1 (47 Activities)

Discover Target: Slco2a1

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in acetone (20 mg/ml), methanol (>50 mg/ml), acetonitrile (>50 mg/ml), DMSO (~50 mg/ml), PBS (7.2) (~2 mg/ml), DMF (~50 mg/ml), and ethanol (~50 mg/ml). Insoluble in water.
• Sensitivity: Light sensitive
• Refractive Index: n20D1.55
• Boil Point(°C): ~531.4° C at 760 mmHg (Predicted)
• Melt Point(°C): 69-71°C
• Molecular Weight: 336.500 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 13
• Exact Mass: 336.23 Da
• Monoisotopic Mass: 336.23 Da
• Topological Polar Surface Area: 74.600 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 462.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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. Lihui Xuan, Yin Wang, Can Qu, Yuhui Yan, Wensen Yi, Jingjing Yang, Magdalena Skonieczna, Cuimei Chen, Justyna Miszczyk, Dmitry S. Ivanov, Hesham M.H. Zakaly, Vladimir Markovic, Ruixue Huang.  (2023)  Metabolomics reveals that PS-NPs promote lung injury by regulating prostaglandin B1 through the cGAS-STING pathway.  CHEMOSPHERE,      [PMID:37714480] [10.1016/j.chemosphere.2023.140108]