Dobutamine (CED0002010)

Record Information

Version

1.0

Creation Date

2016-05-22 03:40:10 UTC

Update Date

2026-05-14 16:50:28 UTC

Accession Number

CHEM016676

Identification

Common Name

Dobutamine

Class

Small Molecule

Description

Dobutamine is an organic compound with the chemical formula C18H23NO3 and an average molecular weight of 301.38 g/mol. Dobutamine belongs to the benzenediols, a subclass of phenols within the organic compounds. This compound is associated with seven recorded sources. These include healthcare, pharmaceuticals and veterinary products, specifically cardiac stimulants excluding cardiac glycosides. It is also found in household cleaning and consumer products, such as cigar cigarettes, non electric simulated smoking devices and other smoking requisites. Additionally, it is linked to electrical and electronic equipment, including antennas, television systems and electrically stimulated smoking devices. The recorded route of exposure for this substance is intravenous. Dobutamine interacts with six recorded protein targets. It acts as an agonist of the Beta-1 adrenergic receptor (ADRB1), the Beta-2 adrenergic receptor (ADRB2), the Alpha-1D adrenergic receptor (ADRA1D), and the Alpha-1A adrenergic receptor (ADRA1A), as well as two other proteins.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-4-(2-((3-(p-Hydroxyphenyl)-1-methylpropyl)amino)ethyl)pyrocatechol	ChEBI
3,4-Dihydroxy-N-[3-(4-hydroxyphenyl)-1-methylpropyl]-beta-phenylethylamine	ChEBI
4-{2-[3-(4-hydroxy-phenyl)-1-methyl-propylamino]-ethyl}-benzene-1,2-diol	ChEBI
DL-Dobutamine	ChEBI
Dobutamina	ChEBI
Dobutaminum	ChEBI
rac-Dobutamine	ChEBI
Racemic-dobutamine	ChEBI
3,4-Dihydroxy-N-[3-(4-hydroxyphenyl)-1-methylpropyl]-b-phenylethylamine	Generator
3,4-Dihydroxy-N-[3-(4-hydroxyphenyl)-1-methylpropyl]-β-phenylethylamine	Generator
Dobucor	HMDB
Dobuject	HMDB
Dobutamin hexal	HMDB
Dobutamin ratiopharm	HMDB
Dobutamin-ratiopharm	HMDB
Fresenius brand OF dobutamine hydrochloride	HMDB
Hydrochloride, dobutamine	HMDB
Inibsa brand OF dobutamine hydrochloride	HMDB
Rovi brand OF dobutamine hydrochloride	HMDB
Dobutamin fresenius	HMDB
Dobutamine hydrochloride	HMDB
Dobutamine tartrate	HMDB
Dobutamine tartrate (1:1), (R-(r,r))-isomer	HMDB
Dobutamine tartrate (1:1), (S-(r,r))-isomer	HMDB
Dobutamine, (-)-isomer	HMDB
Juste brand OF dobutamine hydrochloride	HMDB
Lactobionate, dobutamine	HMDB
Pisa brand OF dobutamine hydrochloride	HMDB
Dobutamin solvay	HMDB
Dobutamine phosphate (1:1) salt, (-)-isomer	HMDB
Dobutamine, phosphate (1:1) salt (+)-isomer	HMDB
Eli lilly brand OF dobutamine hydrochloride	HMDB
Irisfarma brand OF dobutamine hydrochloride	HMDB
Kendrick brand OF dobutamine hydrochloride	HMDB
Lilly brand OF dobutamine hydrochloride	HMDB
Solvay brand OF dobutamine hydrochloride	HMDB
Boehringer ingelheim brand OF dobutamine hydrochloride	HMDB
Dobutamina inibsa	HMDB
Dobutamina rovi	HMDB
Dobutamine (+)-isomer	HMDB
Dobutamine hydrobromide	HMDB
Dobutamine lactobionate	HMDB
Dobutrex	HMDB
Hexal brand OF dobutamine hydrochloride	HMDB
Hydrobromide, dobutamine	HMDB
Lilly 81929	HMDB
Oxiken	HMDB
Posiject	HMDB
Tartrate, dobutamine	HMDB
Ratiopharm brand OF dobutamine hydrochloride	HMDB

Chemical Formula

C₁₈H₂₃NO₃

Average Molecular Mass

301.380 g/mol

Monoisotopic Mass

301.168 g/mol

CAS Registry Number

34368-04-2

IUPAC Name

4-(2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)benzene-1,2-diol

Traditional Name

dobutamine

SMILES

CC(CCC1=CC=C(O)C=C1)NCCC1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C18H23NO3/c1-13(2-3-14-4-7-16(20)8-5-14)19-11-10-15-6-9-17(21)18(22)12-15/h4-9,12-13,19-22H,2-3,10-11H2,1H3

InChI Key

JRWZLRBJNMZMFE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Catecholamines and derivatives

Alternative Parents

Substituents

Catecholamine
Phenethylamine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
Secondary aliphatic amine
Secondary amine
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

secondary amine (CHEBI:4670 )
catecholamine (CHEBI:4670 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

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	0.014 g/L	ALOGPS
logP	2.97	ALOGPS
logP	2.62	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	10.14	ChemAxon
pKa (Strongest Basic)	9.27	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	7	ChemAxon
Refractivity	88.39 m³·mol⁻¹	ChemAxon
Polarizability	34.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-057r-3900000000-f2923e02084170324b85	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0uk9-2454290000-9465513295fd096051a4	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0009000000-72fe7c46458e5a5d842b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0409000000-f41b2ba5a7a16faab22e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052r-0900000000-5a6988f6f954cc4d5970	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4r-1900000000-3760790cd7d468deb65b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-4900000000-8656459c9b16b99f096c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05n0-0900000000-b4956c2ea5a7aa86eb32	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0009000000-99dd6da8a1a7db9cdda3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f79-0903000000-297b7061da4a9bff6e29	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4r-1900000000-a5825e1ad3ae4837917c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-3900000000-84358b5b309fe282e24e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-8900000000-fbdc06bd7571ae3e38a5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f79-0903000000-3890980670c4ffca8018	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-3900000000-e490ed53134da979dc5b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-8900000000-fbdc06bd7571ae3e38a5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4r-1900000000-40e3634057b84ae27896	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-3900000000-84358b5b309fe282e24e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4r-1900000000-a5825e1ad3ae4837917c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0009000000-99dd6da8a1a7db9cdda3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f79-0903000000-297b7061da4a9bff6e29	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0419000000-f94f8045c53cdac06b38	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0k9j-0911000000-c07cfe14c28ee716fddb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a70-5900000000-ba6987861a46cdc959a3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0109000000-83f213f0b5786d86e0de	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0429000000-a764f2b18bf3f07d9ed3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uk9-1910000000-a0ed2c4b984d7efe415f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0109000000-ab634b447dd128f02011	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udr-0934000000-835818ba30ccdde6faf0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-066r-2900000000-f554f7000a51e27eb0ee	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0009000000-d8889aea2cbe8e49784e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0329000000-3c385323533bd9eb4111	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dl-2920000000-9a1e16ed94aa0a201797	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2382.0	Log mg/kg	[1300:4200]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
286	Cardiac stimulants excl. cardiac glycosides	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
662	Yarns Or Threads	Textiles, leather & furnishings	Not Available

Pathways

3 pathways

Dobutamine Action Pathway

Dobutamine Action Pathway (New)

Dobutamine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	6.38364
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	39.781
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	12.3002
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	7.00643
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	22.6541
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX15	P12530	Oryctolagus cuniculus	Predicted (SEA)	0.311397
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	5.76084
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	26.4687
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	25.301
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	23.744
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	18.9952
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	18.2167
Click to view 3D structure	High affinity choline transporter 1	Q9GZV3	Humans	Predicted (SEA)	3.97031
Click to view 3D structure	Tyrosine-protein kinase Fyn	P06241	Humans	Predicted (SEA)	69.1301
Click to view 3D structure	Alpha-1A adrenergic receptor	P43140	Rattus norvegicus	Predicted (SEA)	21.6421
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	163.873
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	9.34191
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	29.427
Click to view 3D structure	Tyrosine-protein kinase Lck	P06239	Humans	Predicted (SEA)	143.243
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	19.5402
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	10.1982
Click to view 3D structure	Alpha-1B adrenergic receptor	P15823	Rattus norvegicus	Predicted (SEA)	8.32987
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	19.2288
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	10.4318
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	15.1027