cyclohexylideneamino N-[6-({[(cyclohexylideneamino)oxy]carbonyl}amino)hexyl]carbamate

• ChemBase ID: 154205
• Molecular Formular: C20H34N4O4
• Molecular Mass: 394.50836
• Monoisotopic Mass: 394.25800559
• SMILES: C1CCC(=NOC(=O)NCCCCCCNC(=O)ON=C2CCCCC2)CC1
• Canonical SMILES: O=C(ON=C1CCCCC1)NCCCCCCNC(=O)ON=C1CCCCC1
• InChI: InChI=1S/C20H34N4O4/c25-19(27-23-17-11-5-3-6-12-17)21-15-9-1-2-10-16-22-20(26)28-24-18-13-7-4-8-14-18/h1-16H2,(H,21,25)(H,22,26)
• InChIKey: RXSVYGIGWRDVQC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclohexylideneamino N-[6-({[(cyclohexylideneamino)oxy]carbonyl}amino)hexyl]carbamate
• IUPAC Traditional name: cyclohexylideneamino N-[6-({[(cyclohexylideneamino)oxy]carbonyl}amino)hexyl]carbamate
• Synonyms: 1,6-bis(Cyclohexyloximinocarbonylamino)hexane; U 57908; RHC 80267

Database IDs

• CAS Number: 83654-05-1
• MDL Number: MFCD00210844
• PubChem SID: 162248344
• PubChem CID: 5063

CALCULATED PROPERTIES

• Acid pKa: 13.59682
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.3561687
• LogD (pH = 7.4): 4.3563275
• Log P: 4.35633
• Molar Refractivity: 106.331 cm^3
• Polarizability: 41.409283 Å^3
• Polar Surface Area: 101.38 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble9 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H34N4O4

DETAILS

Sigma Aldrich - R2028

Biochem/physiol Actions
RHC 80267 is a diacylglycerol (DAG) lipase inhibitor and an important second messenger in signal transduction pathways. RHC 80267 is generated by the hydrolysis of phosphatidylinositol (PI) and bPC by phospholipase C (PLC). DAG mediates the actions of a large number of hormones and cytokines by activating protein kinase C (PKC). A sustained elevation in intracellular DAG may cause neoplastic transformation.