CG 4305 - A solution in methyl acetate , CAS No.87269-59-8

CAS: 87269-59-8 Cat. No.: C340495 Molecular Weight: 396.5 PubChem CID: 6446653

GRADE & PURITY A solution in methyl acetate

Synonyms

UNII-6QS1XD4508 | Naxaprostene [INN] | .ALPHA.-((2E,3AS,4R,5R,6AS)-4-((1E,3S)-3-CYCLOHEXYL-3-HYDROXYPROPENYL)HEXAHYDRO-5-HYDROXY-2(1H)-PENTALENYLIDENE)-M-TOLUIC ACID | Q27265349 | 6QS1XD4508 | CG-4305 | CG 4305 | alpha-((2E,3aS,4R,5R,6aS)-4-((1E,3S)-3-Cyc

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Prostacyclin (PGI2) is a cyclooxygenase metabolite with antithrombotic properties found in vascular endothelial cells. The half-life is short both in vivo and in vitro, ranging from 30 seconds to a few minutes. CG 4305 is a stable carbacyclic analog of PGI2 that inhibits ADP-induced platelet aggregation 25% at a concentration of 50 nM. Doses of 10 mg/kg (oral) or 1 mg/kg (intraduodenal) have been shown to prevent rabbit carotid artery thrombosis.

Specifications

Synonyms

UNII-6QS1XD4508 | Naxaprostene [INN] | .ALPHA.-((2E, 3AS, 4R, 5R, 6AS)-4-((1E, 3S)-3-CYCLOHEXYL-3-HYDROXYPROPENYL)HEXAHYDRO-5-HYDROXY-2(1H)-PENTALENYLIDENE)-M-TOLUIC ACID | Q27265349 | 6QS1XD4508 | CG-4305 | CG 4305 | alpha-((2E, 3aS, 4R, 5R, 6aS)-4-((1E, 3S)-3-Cyc

Specifications & Purity

A solution 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.

Names and Identifiers

• Canonical Smiles: C1CCC(CC1)C(C=CC2C(CC3C2CC(=CC4=CC(=CC=C4)C(=O)O)C3)O)O
• IUPAC Name: 3-[(E)-[(3aS,4R,5R,6aS)-4-[(E,3S)-3-cyclohexyl-3-hydroxyprop-1-enyl]-5-hydroxy-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]methyl]benzoic acid
• InChIKey: OINUMRGCICIETD-CGKNXJIZSA-N
• INCHI: 1S/C25H32O4/c26-23(18-6-2-1-3-7-18)10-9-21-22-14-17(13-20(22)15-24(21)27)11-16-5-4-8-19(12-16)25(28)29/h4-5,8-12,18,20-24,26-27H,1-3,6-7,13-15H2,(H,28,29)/b10-9+,17-11+/t20-,21+,22-,23+,24+/m0/s1
• Isomeric SMILES: C1CCC(CC1)[C@@H](/C=C/[C@H]2[C@@H](C[C@H]3[C@@H]2C/C(=C/C4=CC(=CC=C4)C(=O)O)/C3)O)O
• PubChem CID: 6446653
• Molecular Weight: 396.5

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Bicyclic monoterpenoids
• Alternative Parents: Aromatic monoterpenoids Benzoic acids Benzoyl derivatives Secondary alcohols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Aromatic monoterpenoid - Bicyclic monoterpenoid - Benzoic acid or derivatives - Benzoic acid - Benzoyl - Monocyclic benzene moiety - Benzenoid - Cyclic alcohol - Secondary alcohol - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Carboxylic acid - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
• 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

Chemical and Physical Properties

• Molecular Weight: 396.500 g/mol
• XLogP3: 4.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 396.23 Da
• Monoisotopic Mass: 396.23 Da
• Topological Polar Surface Area: 77.800 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 633.000
• 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