Skip to Content
MilliporeSigma
All Photos(1)

Documents

E4250

Sigma-Aldrich

(−)-Epinephrine

Synonym(s):

(−)-Adrenalin, (R)-(−)-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol, L-Adrenaline, L-Epinephrine

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

About This Item

Linear Formula:
(HO)2C6H3CH(OH)CH2NHCH3
CAS Number:
51-43-4
Molecular Weight:
183.20
Beilstein:
2368277
EC Number:
200-098-7
MDL number:
MFCD00002204
UNSPSC Code:
12352200
PubChem Substance ID:
24894545
NACRES:
NA.77

Quality Level

200

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

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , ADRA2A(150) , ADRA2B(151) , ADRA2C(152) , ADRB1(153) , ADRB2(154) , ADRB3(155)
rat ... Adra1a(29412) , Adra2a(25083) , Adrb1(24925) , Adrb2(24176) , Drd1a(24316) , Drd2(24318)

Looking for similar products? Visit Product Comparison Guide

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.

Reconstitution

This product is only slightly soluble in water. Other sources state that it is soluble at 2 mg/mL in DMSO. The product solubility is tested at 50 mg/mL in 0.5 M HCl. This stock concentration can be diluted further in a buffer or medium to the required final concentration. In general, culture medium is buffered such that the final pH is not effected. The compound will remain in solution.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H331 - H310

Hazard Classifications

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

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

Connie B Nichols
Current protocols, 1(1), e27-e27 (2021-01-24)
Cryptococcus neoformans is an opportunistic fungal pathogen primarily targeting immunosuppressed populations in both resource-rich and resource-limited nations. Successful treatment is limited to a few antifungals that have become compromised by cryptococcal resistance, leading to intensive research seeking new drug candidates.
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
Nabil Mehaba et al.
Journal of dairy science, 104(1), 1099-1110 (2020-11-10)
Heat stress (HS) has a significant economic impact on the global dairy industry. However, the mechanisms by which HS negatively affects metabolism and milk synthesis in dairy ewes are not well defined. This study evaluated the production and metabolic variables
Jonathan E Campbell et al.
American journal of physiology. Cell physiology, 300(1), C198-C209 (2010-10-15)
Glucocorticoids have been proposed to be both adipogenic and lipolytic in action within adipose tissue, although it is unknown whether these actions can occur simultaneously. Here we investigate both the in vitro and in vivo effects of corticosterone (Cort) on
M A Velazquez et al.
Reproduction (Cambridge, England), 141(1), 91-103 (2010-10-12)
The hypothesis that high concentrations of IGF1 can impair embryo development was investigated in a bovine in vitro model to reflect conditions in polycystic ovary syndrome (PCOS) patients. Embryos were either cultured in the absence or presence of a physiological
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