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Merck

SML0399

Sigma-Aldrich

D,L-Metanephrine hydrochloride

≥98% (HPLC)

Sinónimos:

(±)-Metanephrine hydrochloride, 4-Hydroxy-3-methoxy-a-[(methylamino)methyl]-benzenemethanol hydrochloride, DL-3-O-Methyladrenaline hydrochloride, DL-Metanephrine hydrochloride, Metadrenaline hydrochloride, dl-Metanephrine hydrochloride, m-O-Methyladrenaline hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C10H15NO3 · HCl
Número de CAS:
Peso molecular:
233.69
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 12 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

OC1=C(OC)C=C(C(CNC)O)C=C1.Cl

InChI

1S/C10H15NO3.ClH/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2;/h3-5,9,11-13H,6H2,1-2H3;1H

InChI key

HRIQFVCFOPJYEQ-UHFFFAOYSA-N

Biochem/physiol Actions

Metanephrine is an endogenous metabolite of ephinephrine, formed by catechol-O-methyl transferase activity. It is best known as a biomarker for cancers, as levels of free metanephrine are used to diagnose pheochromocytoma. Metanephrine was previously thought to be biologically inactive, but it is a more potent agonist at Trace amine associated receptor TAAR1 than either epinephrine or norepinephrine. Trace amine associated receptors (TAARs) are recently discovered GPCRs that are activated by endogenous trace amines (tyramine, tryptamine, synephrine, octopamine, β-phenylethylamine), which are chemically similar to monoaminergic neurotransmitters (epinephrine, norepinephrine, dopamine). Trace amines and TAARs are expressed in brain and are implicated in modulation of monoaminergic neurotransmission.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Augusto Q Pedro et al.
Microbial cell factories, 14, 113-113 (2015-08-08)
Membrane proteins are important drug targets in many human diseases and gathering structural information regarding these proteins encourages the pharmaceutical industry to develop new molecules using structure-based drug design studies. Specifically, membrane-bound catechol-O-methyltransferase (MBCOMT) is an integral membrane protein that

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