E4250

Sigma-Aldrich

(−)-Epinephrine

Synonym(s):
(−)-Adrenalin, (R)-(−)-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol, L-Adrenaline, L-Epinephrine
Linear Formula:
(HO)2C6H3CH(OH)CH2NHCH3
CAS Number:
Molecular Weight:
183.20
Beilstein/REAXYS Number:
2368277
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

mp

215 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

CNC[C@H](O)c1ccc(O)c(O)c1

InChI

1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1

InChI key

UCTWMZQNUQWSLP-VIFPVBQESA-N

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Packaging

1, 5, 10 g in glass bottle

Biochem/physiol Actions

Adrenoceptor agonist.

Features and Benefits

This compound is featured on the α1-Adrenoceptors, α2-Adrenoceptors and β-Adrenoceptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. E4250.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

pictograms

Skull and crossbones

signalword

Danger

hazcat

Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

storage_class_code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Anastasia Eskova et al.
Current biology : CB, 30(2), 298-303 (2020-01-07)
Color patterns are prominent features of many animals and are of high evolutionary relevance. In basal vertebrates, color patterns are composed of specialized pigment cells that arrange in multilayered mosaics in the skin. Zebrafish (Danio rerio), the preeminent model system...
Mohit Kumar et al.
The Journal of biological chemistry, 295(32), 11275-11291 (2020-06-20)
Cardiac myosin-binding protein-C (cMyBP-C) is highly phosphorylated under basal conditions. However, its phosphorylation level is decreased in individuals with heart failure. The necessity of cMyBP-C phosphorylation for proper contractile function is well-established, but the physiological and pathological consequences of decreased...
Heat stress affects some physiological and productive variables and alters metabolism in dairy ewes.
Mehaba, et al.
Journal of Dairy Science, 104, 1099-1110 (2021)
Eun-Min Kim et al.
PLoS neglected tropical diseases, 13(4), e0006843-e0006843 (2019-04-04)
Clonorchis sinensis is a group I bio-carcinogen responsible for cholangiocarcinoma (CHCA) in humans. However, the mechanism by which C. sinensis promotes carcinogenesis is unclear. Using the human cholangiocyte line H69, we investigated cell proliferation and gap junction protein expression after...
Shinji Nakahara et al.
BMJ (Clinical research ed.), 347, f6829-f6829 (2013-12-12)
To evaluate the effectiveness of pre-hospital adrenaline (epinephrine) administered by emergency medical services to patients with out of hospital cardiac arrest. Controlled propensity matched retrospective cohort study, in which pairs of patients with or without (control) adrenaline were created with...

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