Showing Compound Clenbuterol (FDB008487)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:06 UTC

Update date

2015-07-20 22:22:48 UTC

Primary ID

FDB008487

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Clenbuterol

Description

Potential food contaminant arising from its illicit use to improve carcass quality and productivity in cattle. Approved tocolytic agent for cows in several European countries Clenbuterol is a drug prescribed to sufferers of breathing disorders as a decongestant and bronchodilator. People with chronic breathing disorders like asthma use this as a bronchodilator to make breathing easier. It is most commonly available in salt form as Clenbuterol hydrochloride.; Clenbuterol is a substituted phenylaminoethanol that has beta-2 adrenomimetic properties at very low doses. It is used as a bronchodilator in asthma. Although approved for use in some countries, as of fall, 2006, clenbuterol is not an ingredient of any therapeutic drug approved by the U.S. Food and Drug Administration.; Clenbuterol is a ?2 adrenergic agonist with some similarities to ephedrine, but its effects are more potent and longer-lasting as a stimulant and thermogenic drug. It causes an increase in aerobic capacity, central nervous system stimulation, and an increase in blood pressure and oxygen transportation. It increases the rate at which fats are metabolized, simultaneously slowing the body's BMR. It is commonly used for smooth muscle relaxant properties. This means that it is a bronchodilator and tocolytic. It is usually used in dosages anywhere from 20-60 micrograms a day when prescribed. A dose of about 150 ?g should never be exceeded in a day[citation needed]. It is also prescribed for treatment of horses; however, equestrian usage is usually the liquid form of clenbuterol. Clenbuterol is also a sympathomimetic in the peripheral nervous system.; Clenbuterol is used worldwide for the treatment of allergic respiratory disease in horses, as it is a bronchodilator. A common trade name is Ventipulmin. It can be used both orally and intravenously. It is also a non-steroidal anabolic and metabolism accelerator, through a mechanism not well understood. Its ability to increase the muscle-to-fat body ratio makes its illegal use in livestock popular to obtain leaner meats.

CAS Number

37148-27-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(+-)-Clenbuterol	ChEBI
1-(4-Amino-3,5-dichloro-phenyl)-2-tert-butylamino-ethanol	ChEBI
1-(4-amino-3,5-Dichloro-phenyl)-2-tert-butylamino-ethanol	ChEBI
1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethanol	biospider
1-(4-Amino-3,5-dichlorophenyl)-2-tert-butylaminoethanol	db_source
4-Amino-3,5-dichloro-a-(((1,1-dimethylethyl)amino)methyl)benzenemethanol	Generator
4-amino-3,5-Dichloro-a-(((1,1-dimethylethyl)amino)methyl)benzenemethanol	Generator
4-Amino-3,5-dichloro-a-[[(1,1-dimethylethyl)amino]methyl]benzenemethanol, 9CI	db_source
4-Amino-3,5-dichloro-alpha-(((1,1-dimethylethyl)amino)methyl)benzenemethanol	ChEBI
4-amino-3,5-Dichloro-alpha-(((1,1-dimethylethyl)amino)methyl)benzenemethanol	ChEBI

Showing 1 to 10 of 30 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.94	ALOGPS
logP	2.33	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	9.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	58.28 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.38 m³·mol⁻¹	ChemAxon
Polarizability	28.81 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H18Cl2N2O

IUPAC name

1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol

InChI Identifier

InChI=1S/C12H18Cl2N2O/c1-12(2,3)16-6-10(17)7-4-8(13)11(15)9(14)5-7/h4-5,10,16-17H,6,15H2,1-3H3

InChI Key

STJMRWALKKWQGH-UHFFFAOYSA-N

Isomeric SMILES

CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(Cl)=C1

Average Molecular Weight

277.19

Monoisotopic Molecular Weight

276.079618622

Classification

Description

Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Dichlorobenzenes

Alternative Parents

Substituents

1,3-dichlorobenzene
Aniline or substituted anilines
Aralkylamine
Aryl chloride
Aryl halide
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Aromatic alcohol
Alcohol
Organic oxygen compound
Amine
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

substituted aniline (CHEBI:174690 )
secondary amino compound (CHEBI:174690 )
dichlorobenzene (CHEBI:174690 )
primary arylamine (CHEBI:174690 )
ethanolamines (CHEBI:174690 )
amino alcohol (CHEBI:174690 )

Ontology

Disposition

Biological location:

Biofluid and excreta:

Cell and elements:

Extracellular

Subcellular:

Role

Industrial application:

Drug

Pharmaceutical industry:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 52.00%; H 6.54%; Cl 25.58%; N 10.11%; O 5.77%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Clenbuterol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000i-9420000000-6706d3b9f245093754ba	Spectrum
Predicted GC-MS	Clenbuterol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-6090000000-db6af9c796c9356caa5b	Spectrum
Predicted GC-MS	Clenbuterol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Clenbuterol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Clenbuterol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Clenbuterol, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Clenbuterol, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Clenbuterol, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Clenbuterol, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Clenbuterol, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0zfr-0690000000-4ea9999e9adf3d869e7d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0pb9-0090000000-4787e85eeb46d25e48eb	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0udi-0090000000-9081f080310110b928b2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0uyi-0970000000-180db1557f9de0905570	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0159-0900000000-5607a3961d5b1b526aca	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0159-0900000000-f99c3fbb74f4657c8588	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00lr-0900000000-1b8353b766cd0eb328a2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0f8c-1900000000-b34f6b0fe72dbe12dc7b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0zgl-4900000000-85c1e6d67f6eb7f4660c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0udi-9600000000-6d5ae5d64081ef26b128	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-00lr-0900000000-6e69d6ed399695f44359	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0159-0900000000-e5a234f9afe1534bd83d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0uyi-0970000000-fab570c56d3251b69f18	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0159-0900000000-6f1e9c513bde422e7d37	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - -1V, Positive	splash10-0zfr-0690000000-61d68dbf4b20023728b4	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0pb9-0090000000-cc9ec95ef97dcc5c8bfd	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0udi-0090000000-f200945f902162b6004c	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-0090000000-acf898225ec20e842ace	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zg0-1290000000-aa684358fbffa4f3acfb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0k9i-6960000000-debe05c32ecf29e7984a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-1090000000-e97792f89d018fba93a2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0adi-3290000000-864348c3a99c8de29569	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0abi-6910000000-cf0a09b5733af5af5dd0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ufr-0090000000-13ede0532cedbde301dc	2021-10-11	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0090000000-8fd025197f960a2af4a7	2021-10-11	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

2681

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

2783

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

DB01407

HMDB ID

HMDB15477

CRC / DFC (Dictionary of Food Compounds) ID

DLG82-H:DLG82-H

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Clenbuterol

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

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Showing 1 to 4 of 4 entries

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Clenbuterol (FDB008487)

Structure for FDB008487 (Clenbuterol)