PGB2 (Prostaglandin B2) - ≥98%, 1mg/100uL in methyl acetate , CAS No.13367-85-6

CAS: 13367-85-6 Cat. No.: P332691 Formula: C₂₀H₃₀O₄ Molecular Weight: 334.46 Beilstein Registry Number: 2153006 EC Number: 635-050-8 PubChem CID: 5280881

GRADE & PURITY ≥98%, 1mg/100uL in methyl acetate

Synonyms

BCBcMAP01_000173 | BIU61O9T9T | DINOPROSTONE IMPURITY, (5Z,13E,15S)-15-HYDROXY-9-OXOPROSTA-5, 8(12),13-TRIEN-1-OIC ACID- [USP IMPURITY] | PGB2 (Prostaglandin B2) | SCHEMBL3368055 | Prosta-5,8(12),13-trien-1-oicacid, 15-hydroxy-9-oxo-, (5Z,13E,15S)- | HMS1

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

PGB2 (Prostaglandin B2) is part of a family of biologically potent lipids from membrane phospholipids. They are comprised of a C20-unsaturated fatty acid containing a cyclopentane ring. PGB2 is the most abundant prostaglandin released from osteoblasts. Inhibits Glukagon-stimulated hepatocyte cAMP accumulation. PGB2 (Prostaglandin B2) is an activator of TXA2R.

Specifications

Synonyms

BCBcMAP01_000173 | BIU61O9T9T | DINOPROSTONE IMPURITY, (5Z,13E,15S)-15-HYDROXY-9-OXOPROSTA-5, 8(12),13-TRIEN-1-OIC ACID- [USP IMPURITY] | PGB2 (Prostaglandin B2) | SCHEMBL3368055 | Prosta-5,8(12),13-trien-1-oicacid, 15-hydroxy-9-oxo-, (5Z,13E,15S)- | HMS1

Specifications & Purity

≥98%, 1mg/100uL 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

≥98%

Names and Identifiers

Pubchem Sid

528770171

Canonical Smiles

CCCCCC(C=CC1=C(C(=O)CC1)CC=CCCCC(=O)O)O

IUPAC Name

(Z)-7-[2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopenten-1-yl]hept-5-enoic acid

InChIKey

PRFXRIUZNKLRHM-HKVRTXJWSA-N

INCHI

1S/C20H30O4/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/h4,7,12,14,17,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-/m0/s1

Isomeric SMILES

CCCCC[C@@H](/C=C/C1=C(C(=O)CC1)C/C=C\CCCC(=O)O)O

WGK Germany

3

PubChem CID

5280881

Molecular Weight

334.46

Beilstein

2153006

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 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 - Hydroxy fatty acid - Fatty acid - Unsaturated fatty acid - Ketone - Cyclic ketone - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Carbonyl group - Organooxygen 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: 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 (100 mg/ml), water (>2 mg/ml) at 25° C, DMSO (50 mg/ml), DMF (75 mg/ml), and PBS (pH 7.2) (2 mg/ml).
• Refractive Index: n20D1.56
• Boil Point(°C): 57° C
• Melt Point(°C): 38-40° C
• Molecular Weight: 334.400 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 334.214 Da
• Monoisotopic Mass: 334.214 Da
• Topological Polar Surface Area: 74.600 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 500.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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