potassium 5-[(4R,5R)-5-hydroxy-4-[(3S)-3-hydroxyoct-1-en-1-yl]-1-phenyl-1H,4H,5H,6H-cyclopenta[b]pyrrol-2-yl]pentanoate

• ChemBase ID: 155664
• Molecular Formular: C26H34KNO4
• Molecular Mass: 463.65076
• Monoisotopic Mass: 463.21249025
• SMILES: CCCCC[C@@H](C=C[C@@H]1c2cc(n(c2C[C@H]1O)c1ccccc1)CCCCC(=O)[O-])O.[K+]
• Canonical SMILES: CCCCC[C@@H](C=C[C@H]1[C@H](O)Cc2c1cc(n2c1ccccc1)CCCCC(=O)[O-])O.[K+]
• InChI: InChI=1S/C26H35NO4.K/c1-2-3-5-13-21(28)15-16-22-23-17-20(12-8-9-14-26(30)31)27(24(23)18-25(22)29)19-10-6-4-7-11-19;/h4,6-7,10-11,15-17,21-22,25,28-29H,2-3,5,8-9,12-14,18H2,1H3,(H,30,31);/q;+1/p-1/t21-,22+,25+;/m0./s1
• InChIKey: UFJDMFZMRXDIKI-SKASSBGPSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 5-[(4R,5R)-5-hydroxy-4-[(3S)-3-hydroxyoct-1-en-1-yl]-1-phenyl-1H,4H,5H,6H-cyclopenta[b]pyrrol-2-yl]pentanoate
• IUPAC Traditional name: potassium 5-[(4R,5R)-5-hydroxy-4-[(3S)-3-hydroxyoct-1-en-1-yl]-1-phenyl-4H,5H,6H-cyclopenta[b]pyrrol-2-yl]pentanoate
• Synonyms: U60,257B; [4R-[4α(1E,3S*),5β]]-1,4,5,6-Tetrahydro-5-hydroxy-4-(3-hydroxy-1-octenyl)-1-phenyl-cyclopenta[b]pyrrole-2-pentanoic acid, potassium salt; Piriprost potassium salt

Database IDs

• CAS Number: 88851-62-1
• MDL Number: MFCD02259346
• PubChem SID: 162249802
• PubChem CID: 57369903

CALCULATED PROPERTIES

• Acid pKa: 4.569102
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.759524
• LogD (pH = 7.4): 0.96363074
• Log P: 3.7378
• Molar Refractivity: 145.6389 cm^3
• Polarizability: 48.283752 Å^3
• Polar Surface Area: 85.52 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C25H32NO4K

DETAILS

Sigma Aldrich - P6113

Biochem/physiol Actions
Structural analog of prostaglandin I2 (PGI2) with low IP receptor-mediated activity. Inhibits 5-lipoxygenase.