Showing Compound Salbutamol (FDB022752)

Record Information

Version

1.0

Creation date

2011-09-21 00:19:04 UTC

Update date

2015-10-09 22:31:20 UTC

Primary ID

FDB022752

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Salbutamol

Description

Levosalbutamol, also known as levalbuterol or (R)-albuterol, belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. Levosalbutamol is a very strong basic compound (based on its pKa).

CAS Number

18559-94-9

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(-)-Albuterol	ChEBI
(-)-Salbutamol	ChEBI
(R)-Albuterol	ChEBI
Levalbuterol	ChEBI
R-Salbutamol	ChEBI
Hydrochloride, levalbuterol	MeSH
Xopenex	MeSH
Hydrochloride, levosalbutamol	MeSH
Levalbuterol hydrochloride	MeSH
Levosalbutamol hydrochloride	MeSH
Levosalbutamol	ChEBI
(l)-albuterol	hmdb
1-(tert-butylaminomethyl)-4-hydroxy-m-xylene-alpha1,alpha3-diol	hmdb
2-(tert-butylamino)-1-(4-hydroxy-3-hydroxymethylphenyl)ethanol	hmdb
4-hydroxy-3-hydroxymethyl-alpha-((tert-butylamino)methyl)benzyl alcohol	hmdb
Aerolin	hmdb
Albuterol	hmdb
Almotex	hmdb
Alpha'-((tert-butylamino)methyl)-4-hydroxy-m-xylene-alpha,alpha'-diol	hmdb
Alpha(sup 1)-((tert-butylamino)methyl)-4-hydroxy-m-xylene-alpha,alpha'-diol	hmdb
Alti-salbutamol	hmdb
Anebron	hmdb
Arubendol-salbutamol	hmdb
Asmadil	hmdb
Asmanil	hmdb
Asmasal	hmdb
Asmatol	hmdb
Asmaven	hmdb
Asmidon	hmdb
Asmol	hmdb
Asmol uni-dose	hmdb
Asthalin	hmdb
Broncho-spray	hmdb
Broncovaleas	hmdb
Bronter	hmdb
Bugonol	hmdb
Bumol	hmdb
Butamol	hmdb
Buto-asma	hmdb
Butohaler	hmdb
Butotal	hmdb
Butovent	hmdb
Buventol	hmdb
Cobutolin	hmdb
Dilatamol	hmdb
DL-albuterol	hmdb
DL-n-tert-butyl-2-(4-hydroxy-3-hydroxymethylphenyl)-2-hydroxyethylamine	hmdb
DL-salbutamol	hmdb
Farcolin	hmdb
Gerivent	hmdb
Grafalin	hmdb
Libretin	hmdb
Medolin	hmdb
Mozal	hmdb
Novosalmol	hmdb
Parasma	hmdb
Pneumolat	hmdb
Proventil	hmdb
Proventil hfa	hmdb
Proventil inhaler	hmdb
R-salbutamol	hmdb
Respax	hmdb
Respolin	hmdb
Sabutal	hmdb
Salamol	hmdb
Salbetol	hmdb
Salbron	hmdb
Salbu-basf	hmdb
Salbu-fatol	hmdb
Salbuhexal	hmdb
Salbulin	hmdb
Salbupur	hmdb
Salbusian	hmdb
Salbutalan	hmdb
Salbutamol free base	hmdb
Salbutamol sulfate	HMDB
Salbutamol sulphate	hmdb
Salbutamolum	hmdb
Salbutan	hmdb
Salbutol	hmdb
Salbuven	hmdb
Salbuvent	hmdb
Sallbupp	hmdb
Salmaplon	hmdb
Salomol	hmdb
Salvent	hmdb
Saventol	hmdb
Servitamol	hmdb
Spreor	hmdb
Sultanol	hmdb
Sultanol n	hmdb
Suprasma	hmdb
Suxar	hmdb
Theosal	hmdb
Tobybron	hmdb
Vencronyl	hmdb
Ventamol	hmdb
Ventilan	hmdb
Ventiloboi	hmdb
Ventodisks	hmdb
Ventolin	hmdb
Ventolin inhaler	hmdb
Ventolin rotacaps	hmdb
Ventoline	hmdb
Volare albuterol hfa	hmdb
Volare easi-breathe	hmdb
Volmax	hmdb
Zaperin	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	2.15 g/L	ALOGPS
logP	0.44	ALOGPS
logP	0.34	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	10.12	ChemAxon
pKa (Strongest Basic)	9.4	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	5	ChemAxon
Refractivity	67.87 m³·mol⁻¹	ChemAxon
Polarizability	26.87 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

C13H21NO3

IUPAC name

4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol

InChI Identifier

InChI=1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3/t12-/m0/s1

InChI Key

NDAUXUAQIAJITI-LBPRGKRZSA-N

Isomeric SMILES

CC(C)(C)NC[C@H](O)C1=CC(CO)=C(O)C=C1

Average Molecular Weight

239.3107

Monoisotopic Molecular Weight

239.152143543

Classification

Description

Belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyl alcohols

Direct Parent

Benzyl alcohols

Alternative Parents

Substituents

Benzyl alcohol
Phenol
Aralkylamine
1-hydroxy-2-unsubstituted benzenoid
Secondary alcohol
1,2-aminoalcohol
Secondary amine
Secondary aliphatic amine
Hydrocarbon derivative
Alcohol
Aromatic alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

albuterol (CHEBI:8746 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Salbutamol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0pj0-9820000000-fd50c4097b60a17a73d3	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-052r-4960000000-11e534d73f624db9d896	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-0002-0900000000-1320ba6a3f38ebdb80a3	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-002f-8900000000-4735e41255f39d1d99d4	2012-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0190000000-63e55815a4526e7feb52	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0g4j-1890000000-a1d656ba6a83af80a632	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0avj-4910000000-dbdf8585f040436bd841	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0079-1190000000-2bd296e3b89e66c9df27	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dr-4690000000-2cc3920d36cafabbfe05	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9800000000-f42f6ecf60fdf4f504ff	2017-07-26	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		Spectrum