E4375

Sigma-Aldrich

(−)-Epinephrine (+)-bitartrate salt

solid

Synonym(s):
L-Epinephrine D-hydrogentartrate, L-Adrenaline (+)-bitartrate salt, L-Adrenaline D-hydrogentartrate, L-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol D-hydrogen bitartrate salt
Empirical Formula (Hill Notation):
C9H13NO3 · C4H6O6
CAS Number:
Molecular Weight:
333.29
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

form

solid

color

white

solubility

H2O: soluble
alcohol: soluble

storage temp.

2-8°C

SMILES string

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

InChI

1S/C9H13NO3.C4H6O6/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;5-1(3(7)8)2(6)4(9)10/h2-4,9-13H,5H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t9-;1-,2-/m01/s1

InChI key

YLXIPWWIOISBDD-NDAAPVSOSA-N

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)

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General description

Epinephrine is a hormone, which is also termed as adrenaline. It is a monoamine and catecholamine.

Application

(-)Epinephrine (+)-bitartrate salt has been used:
  • to test the possible existence of β-adrenergic vasodilation
  • to infuse into the adipose region to minimize blood loss and tissue contamination
  • as a platelet agonist in the preparation of optimal platelet aggregometry 96-well plates
  • in the measurement of total superoxide dismutase (tSOD) enzymatic activity

Biochem/physiol Actions

Epinephrine is mainly liberated from adrenal medulla in response to stress, that is facilitated through sympathetic fibers.
Adrenergic receptor agonist.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.
This compound is featured on the α1-Adrenoceptors, α2-Adrenoceptors, β-Adrenoceptors and Dopamine, Norepinephrine and Epinephrine Synthesis pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Light sensitive

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2811 6.1 / PGI

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Chapter 4 - Substances Involved in Neurotransmission
Nutritional and Herbal Therapies for Children and Adolescents (2010)
Aerobic exercise training lowers platelet reactivity and improves platelet sensitivity to prostacyclin in pre-and postmenopausal women
Lundberg S, et al.
Journal of Thrombosis and Haemostasis, 15(12), 2419-2431 (2017)
Regular and moderate exercise counteracts the decline of antioxidant protection but not methylglyoxal-dependent glycative burden in the ovary of reproductively aging mice
Falone S, et al.
Oxidative Medicine and Cellular Longevity (2016)
Cells, Synapses, and Neurotransmitters
Quantitative Human Physiology (2017)
Comp Biochem Physiol A Mol Integr Physiol
Schwerte T, et al.
The Journal of Experimental Biology, 202(8), 1005-1013 (1999)

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