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epinephrine

File:Epinephrine.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ132621· pop 88· linked from 3,364 articles

epinephrine

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Also known as adrenalin, l-adrenaline, L-epinephrine, levoepinephrine, (R)-(-)-adrenaline, (-)-adrenaline, (-)-(R)-epinephrine, 4-[(1R)-1-hydroxy-2-methylamino-ethyl]benzene-1,2-diol

Adrenaline, also known as epinephrine and alternatively spelled adrenalin, is a hormone and medication which is involved in regulating visceral functions (e.g., respiration). It appears as a white microcrystalline granule. Adrenaline is normally produced by the adrenal glands and by a small number of neurons in the medulla oblongata. It plays an essential role in the fight-or-flight response by increasing blood flow to muscles, heart output by acting on the SA node, pupil dilation response, and blood sugar level. It does this by binding to alpha and beta receptors. It is found in many animals,

OverviewAI-generated

Epinephrine is a chemical compound with the formula C₉H₁₃NO₃. Its IUPAC name is 2-hydroxy-4-[(1R)-1-hydroxy-2-(methylazaniumyl)ethyl]phenolate. The substance has a melting point of 218 and a mass of 183.089543276. It is characterized by a defined daily dose of 0.5.

Chemical properties include an xlogp of -0.7 and a topological polar surface area of 80.1. The molecule contains three hydrogen bond donors and three hydrogen bond acceptors, with a charge of 0. Its canonical SMILES representation is CNCC(C1=CC(=C(C=C1)O)O)O.

The compound is associated with a PubMed query count of 86513. It is referenced by 3,364 other encyclopedia articles.

Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C9H13NO3
Molecular weight
183.2 g/mol
IUPAC name
2-hydroxy-4-[(1R)-1-hydroxy-2-(methylazaniumyl)ethyl]phenolate
SMILES
C[NH2+]C[C@@H](C1=CC(=C(C=C1)[O-])O)O
InChIKey
UCTWMZQNUQWSLP-VIFPVBQESA-N
XLogP
-0.7
Polar surface area
80.1 Ų
H-bond donors
3
H-bond acceptors
3
Formal charge
0

via PubChem

Research

86,513 papers

via PubMed

Wikidata facts

Has part
carbon
Mass
183.089543276
Has use
medication
Show 17 more facts
found in taxon
broad bean
Commons category
Epinephrine
melting point
218
chemical formula
C₉H₁₃NO₃
topic's main category
Category:Adrenaline
medical condition treated
food allergy
isomeric SMILES
CNC[C@@H](C1=CC(=C(C=C1)O)O)O
canonical SMILES
CNCC(C1=CC(=C(C=C1)O)O)O
defined daily dose
0.5
World Health Organisation international non-proprietary name
epinephrine
subject has role
stress hormone
different from
Adrenaline
described by source
Encyclopædia Britannica 11th edition
on focus list of Wikimedia project
Wikipedia:Vital articles/Level/4
significant drug interaction
clomipramine
stylized name
EPINEPHrine
WordLift URL
data.wordlift.io/wl01714/entity/epinephrine.html
Sources (9)

via Wikidata · CC0

~24 min read

Encyclopedic overview

19 sections
Contents
  • Medical uses
  • Physiological effects
  • Exercise
  • Emotional responses
  • Memory
  • Pathology
  • Terminology
  • Mechanism of action
  • Measurement in biological fluids
  • Biosynthesis
  • Regulation
  • Chemistry
  • History
  • Society and culture
  • Adrenaline junkie
  • Strength
  • See also
  • References
  • External links

Adrenaline, also known as epinephrine and alternatively spelled adrenalin, is a hormone and medication which is involved in regulating visceral functions (e.g., respiration). It appears as a white microcrystalline granule. Adrenaline is normally produced by the adrenal glands and by a small number of neurons in the medulla oblongata. It plays an essential role in the fight-or-flight response by increasing blood flow to muscles, heart output by acting on the SA node, pupil dilation response, and blood sugar level. It does this by binding to alpha and beta receptors. It is found in many animals, including humans, and some single-celled organisms. It has also been isolated from the plant Scoparia dulcis found in Northern Vietnam.

==Medical uses==

Excerpted from Wikipedia’s “epinephrine” article, available under the CC BY-SA 4.0 licence.

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