8-{2-[(2-pentylcyclopropyl)methyl]cyclopropyl}octanoic acid

• ChemBase ID: 153851
• Molecular Formular: C20H36O2
• Molecular Mass: 308.49864
• Monoisotopic Mass: 308.27153039
• SMILES: CCCCCC1CC1CC1CC1CCCCCCCC(=O)O
• Canonical SMILES: CCCCCC1CC1CC1CC1CCCCCCCC(=O)O
• InChI: InChI=1S/C20H36O2/c1-2-3-7-10-16-13-18(16)15-19-14-17(19)11-8-5-4-6-9-12-20(21)22/h16-19H,2-15H2,1H3,(H,21,22)
• InChIKey: CONYTTFKIUJZOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-{2-[(2-pentylcyclopropyl)methyl]cyclopropyl}octanoic acid
• IUPAC Traditional name: 8-{2-[(2-pentylcyclopropyl)methyl]cyclopropyl}octanoic acid
• Synonyms: 2-[(2-pentylcyclopropyl)methyl]cyclopropaneoctanoic acid; 8-[2-(2-pentyl-cyclopropylmethyl)-cyclopropyl]-octanoic acid; FR 236924; DCP-LA

Database IDs

• CAS Number: 28399-31-7
• MDL Number: MFCD09265251
• PubChem SID: 24724463; 162247990
• PubChem CID: 9904718

CALCULATED PROPERTIES

• Acid pKa: 4.7217865
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.6328254
• LogD (pH = 7.4): 3.8553112
• Log P: 6.477207
• Molar Refractivity: 91.6736 cm^3
• Polarizability: 36.62372 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >2 mg/mL
• Apperance: clear oil

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C20H36O2

DETAILS

Sigma Aldrich - D5318

Biochem/physiol Actions
DCP-LA is a selective PKC-epsilon (PKC-ε) activator. In the in situ PKC assay with a reversed phase high-performance liquid chromatography, DCP-LA significantly activated PKC in PC-12 cells in a concentration (10 nM-100 μM)-dependent manner, with the maximal effect at 100 nM. DCP-LA has over a 7-fold greater potency for activation of PKC-ε over other PKC isozymes.