Skip to Content
Merck
All Photos(1)

Documents

R2028

Sigma-Aldrich

RHC 80267

≥98% (HPLC), solid

Synonym(s):

1,6-bis(Cyclohexyloximinocarbonylamino)hexane, U 57908

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C20H34N4O4
CAS Number:
83654-05-1
Molecular Weight:
394.51
MDL number:
MFCD00210844
UNSPSC Code:
41106300
PubChem Substance ID:
329824011
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: 9 mg/mL

SMILES string

O=C(NCCCCCCNC(=O)O\N=C1/CCCCC1)O\N=C2/CCCCC2

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)

InChI key

RXSVYGIGWRDVQC-UHFFFAOYSA-N

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Heather S Hoover et al.
Bioorganic & medicinal chemistry letters, 18(22), 5838-5841 (2008-07-29)
The endocannabinoid 2-arachidonoylglycerol (2-AG) has been implicated as a key retrograde mediator in the nervous system based on pharmacological studies using inhibitors of the 2-AG biosynthetic enzymes diacyglycerol lipase alpha and beta (DAGL-alpha/beta). Here, we show by competitive activity-based protein
Philippe Ghisdal et al.
European journal of pharmacology, 517(1-2), 97-102 (2005-06-17)
The diacylglycerol lipase inhibitor 1,6-bis(cyclohexyloximinocarbonylamino) hexane (RHC-80267) was tested for its effect on acetylcholine-evoked relaxation in rat mesenteric artery. In artery contracted with either noradrenaline or KCl, RHC-80267 (0.1-10 muM) potentiated the relaxation evoked by acetylcholine. The effect of RHC-80267
Nagore Puente et al.
Nature neuroscience, 14(12), 1542-1547 (2011-11-08)
The reason why neurons synthesize more than one endocannabinoid (eCB) and how this is involved in the regulation of synaptic plasticity in a single neuron is not known. We found that 2-arachidonoylglycerol (2-AG) and anandamide mediate different forms of plasticity
M C Bopape et al.
The Journal of antimicrobial chemotherapy, 53(6), 971-974 (2004-05-01)
We have used a phospholipase C (PLC)-deletion mutant (plcABC) of the H37Rv strain of Mycobacterium tuberculosis (MTB), as well as a plcA-insertion mutant of Mycobacterium smegmatis, to investigate the possible involvement of PLCs in clofazimine-mediated inhibition of mycobacterial K(+) transport
Takahiro Shimizu et al.
European journal of pharmacology, 582(1-3), 62-69 (2008-02-01)
Previously, we reported that intracerebroventricularly (i.c.v.) administered arginine-vasopressin evokes the secretion of noradrenaline and adrenaline from adrenal medulla through the brain phospholipase C- and diacylglycerol-mediated and cyclooxygenase-mediated mechanisms in rats. Diacylglycerol can be hydrolyzed by diacylglycerol lipase to 2-arachidonoyl-sn-glycerol, which
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service