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R2028

Sigma-Aldrich

RHC 80267

≥98% (HPLC), solid

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C20H34N4O4
Número de CAS:
83654-05-1
Peso molecular:
394.51
MDL number:
MFCD00210844
UNSPSC Code:
41106300
PubChem Substance ID:
329824011
NACRES:
NA.77

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Yanjun Zhao et al.
Journal of neurophysiology, 101(5), 2434-2446 (2009-03-13)
Endocannabinoids (ECs) act as retrograde messengers that enable postsynaptic cells to regulate the strength of their synaptic inputs. Here, by using physiological and histological techniques, we showed that, unlike in other parts of the brain, excitatory inputs are more sensitive
Lise Rodat et al.
Pflugers Archiv : European journal of physiology, 454(1), 41-51 (2006-12-06)
5-Hydroxytryptamine (5-HT) is a potent pulmonary vasoconstrictor and mitogenic agent whose concentration increases in pulmonary hypertensive patients. Chronic hypoxia induces selective pulmonary arterial hypertension; therefore, we investigated chronic hypoxia effect on the calcium and contractile responses to 5-HT focusing on
Kasem Nithipatikom et al.
Cancer research, 64(24), 8826-8830 (2004-12-18)
Endocannabinoids have been implicated in cancer. Increasing endogenous 2-arachidonoylglycerol (2-AG) by blocking its metabolism inhibits invasion of androgen-independent prostate cancer (PC-3 and DU-145) cells. Noladin ether (a stable 2-AG analog) and exogenous CB1 receptor agonists possess similar effects. Conversely, reducing
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
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
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