Record Information
Version1.0
Creation date2015-10-09 22:28:02 UTC
Update date2017-01-19 02:36:12 UTC
FoodComEx IDPC000078
FoodDB RecordFDB021889
Chemical Information
NameEpinephrine
DescriptionEpinephrine is a catecholamine, a sympathomimetic monoamine derived from the amino acids phenylalanine and tyrosine. It is the active sympathomimetic hormone secreted from the adrenal medulla in most species. It stimulates both the alpha- and beta- adrenergic systems, causes systemic vasoconstriction and gastrointestinal relaxation, stimulates the heart, and dilates bronchi and cerebral vessels. It is used in asthma and cardiac failure and to delay absorption of local anesthetics. Epinephrine also constricts arterioles in the skin and gut while dilating arterioles in leg muscles. It elevates the blood sugar level by increasing hydrolysis of glycogen to glucose in the liver, and at the same time begins the breakdown of lipids in adipocytes. Epinephrine has a suppressive effect on the immune system. [HMDB]
CAS Number51-43-4
Structure
Thumb
Synonyms
SynonymSource
(-)-(R)-Epinephrinehmdb
(-)-3,4-Dihydroxy-a-((methylamino)methyl)benzyl alcoholGenerator
(-)-3,4-dihydroxy-a-[(methylamino)methyl]-Benzyl alcoholhmdb
(-)-3,4-Dihydroxy-a-[2-(methylamino)ethyl]benzyl alcoholhmdb
(-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcoholChEBI
(-)-3,4-dihydroxy-alpha-[(methylamino)methyl]-Benzyl alcoholhmdb
(-)-3,4-Dihydroxy-alpha-[2-(methylamino)ethyl]benzyl alcoholhmdb
(-)-3,4-Dihydroxy-α-((methylamino)methyl)benzyl alcoholGenerator
(-)-Adrenalinehmdb
(-)-Epinephrinehmdb
(R)-(-)-AdnephrineChEBI
(R)-(-)-AdrenalineChEBI
(R)-(-)-EpinephrineChEBI
(R)-(-)-EpirenamineChEBI
(R)-4-[1-hydroxy-2-(methylamino)ethyl]-1,2-Benzenediolhmdb
(R)-Adrenalinehmdb
(R)-Epinephrinehmdb
4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-1,2-Benzenediolhmdb
Adnephrinehmdb
Adrenalhmdb
Adrenalinhmdb
Adrenalinehmdb
Adreninehmdb
Adrinhmdb
Ana-Kithmdb
Bosminhmdb
Bronkaid Misthmdb
Chelafrinhmdb
Epifrinhmdb
Epiglaufrinhmdb
Epinefrinahmdb
Epinephranhmdb
EpinephrinChEBI
Epinephrinehmdb
EpinephrinumChEBI
Epipenhmdb
Epipen jrChEBI
Epirenanhmdb
Eppyhmdb
Exadrinhmdb
Glauposinehmdb
Hemisinehmdb
Hemostasinhmdb
Hemostatinhmdb
Hypernephrinhmdb
Isoptoepinalhmdb
l-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanolhmdb
L-Adrenalinehmdb
l-Epinephrinehmdb
l-Epirenaminehmdb
L-Methylaminoethanolcatecholhmdb
Levoepinephrinehmdb
Levorenenhmdb
Levoreninhmdb
Levoreninehmdb
Levoreninumhmdb
Lyodrinhmdb
Methylarterenolhmdb
Mucidrinahmdb
Nephridinehmdb
Nieralinehmdb
Paranephrinhmdb
PrimateneChEBI
Primatene Misthmdb
R-(-)-Epinephrinehmdb
Renaglandinhmdb
Renaleptinehmdb
Renalinahmdb
Renoformhmdb
Renostypticinhmdb
Renostyptinhmdb
Scurenalinehmdb
Simplenehmdb
Styptirenalhmdb
Supracapsulinhmdb
Supranephranehmdb
Suprarenalinehmdb
Suprareninhmdb
Surreninehmdb
Sus-phrinehmdb
Takaminahmdb
Vasoconstrictinehmdb
Vasotoninhmdb
Chemical FormulaNot Available
IUPAC nameNot Available
InChI IdentifierInChI=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 KeyUCTWMZQNUQWSLP-VIFPVBQESA-N
Isomeric SMILESCNC[C@H](O)C1=CC(O)=C(O)C=C1
Average Molecular Weight183.2044
Monoisotopic Molecular Weight183.089543287
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentCatechols
Alternative Parents
Substituents
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Secondary amine
  • Secondary aliphatic amine
  • Aromatic alcohol
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci J10365
AKSci L926
Cayman Chemical 18626
Glentham GP2165
MetaSci HMDB0000068
Sigma-Aldrich HMDB0000068
Toronto Research Chemicals E588580