ContaminantDB: Epinephrine

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Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 01:30:30 UTC

Update Date

2016-11-09 01:09:15 UTC

Accession Number

CHEM003955

Identification

Common Name

Epinephrine

Class

Small Molecule

Description

A catecholamine in which the aminoethyl side-chain is hydroxy-substituted at C-1 and methylated on nitrogen.

Contaminant Sources

Clean Air Act Chemicals
FooDB Chemicals
HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-Adrenaline	ChEBI
(+-)-Epinephrine	ChEBI
2-(Methylamino)-1-(3,4-dihydroxyphenyl)ethanol	ChEBI
DL-Adrenaline	ChEBI
Epinephrine racemic	ChEBI
Racepinefrina	ChEBI
Racepinefrine	ChEBI
Racepinefrinum	ChEBI
Epinephrine, racemic mixture	HMDB
Hydrochloride, racepinephrine	HMDB
Mixture epinephrine, racemic	HMDB
Adrenaline, racemic mixture	HMDB
Micronefrin	HMDB
Mixture adrenaline, racemic	HMDB
Racemic mixture adrenaline	HMDB
Racepinephrine	HMDB
Vaponefrin	HMDB
Adrenaline, racemic	HMDB
Bird brand OF racepinefrine hydrochloride	HMDB
Epinephrine hydrochloride, racemic mixture	HMDB
Racemic adrenaline	HMDB
Racemic mixture epinephrine	HMDB
Adrenaline hydrochloride, racemic mixture	HMDB
Epinephrine, racemic	HMDB
Micronephrine	HMDB
Racemic epinephrine	HMDB
Racepinephrine hydrochloride	HMDB

Chemical Formula

C₉H₁₃NO₃

Average Molecular Mass

183.204 g/mol

Monoisotopic Mass

183.090 g/mol

CAS Registry Number

51-43-4

IUPAC Name

4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol

Traditional Name

(+-)-adrenaline

SMILES

CNCC(O)C1=CC(O)=C(O)C=C1

InChI Identifier

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

InChI Key

UCTWMZQNUQWSLP-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

catecholamine (CHEBI:33568 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	18.6 g/L	ALOGPS
logP	-0.82	ALOGPS
logP	-0.43	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	9.69	ChemAxon
pKa (Strongest Basic)	8.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	72.72 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.23 m³·mol⁻¹	ChemAxon
Polarizability	18.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0a4i-3749000000-5e04477d54e6f4a1c444	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-014i-0900000000-092882ec13a2a213417e	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF	splash10-014i-0900000000-02df1fed2290a4a8b149	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF	splash10-0a4i-1739000000-c4c544645b1cc7d3f564	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	splash10-0006-9300000000-d26f1ff13388b2105e30	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS)	splash10-007x-7019000000-286cfeb22dc15e202453	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	Not Available
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	Not Available
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	Not Available
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-03di-0900000000-d7db96395ba5098c1b5c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-00di-0900000000-272a764c388aec241faf	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-0900000000-1bbda1c632bd0ca4edbd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0159-0900000000-92937e3a48622f40baed	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-0900000000-b00275b1e8611c273f02	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0k9l-7900000000-065763dae156017492c9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-45c50917c3f404f38e71	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01q9-1900000000-713b357534dc0f81ae97	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-5900000000-c6b1d16c9e7e36805557	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0900000000-12d3e633dd2bc4dd7070	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ri-2900000000-b797bd5890264522228d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ul4-9400000000-dfc3790bcb74b691d79e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-5901acff97ce4c2c0a86	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00ei-0900000000-84dd0413e6ecd127f640	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-059f-9800000000-dcfed53f641ae95f4779	View in MoNA
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0062515

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10052027

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24252294

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24719616

Epinephrine (CHEM003955)

Structure for CHEM003955: Epinephrine