ContaminantDB: Beclomethasone

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

Record Information

Version

1.0

Creation Date

2016-05-22 04:29:36 UTC

Update Date

2016-11-09 01:15:37 UTC

Accession Number

CHEM017606

Identification

Common Name

Beclomethasone

Class

Small Molecule

Description

A 17alpha-hydroxy steroid that is prednisolone in which the hydrogens at the 9alpha and 16beta positions are substituted by a chlorine and a methyl group, respectively.

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

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

Synonyms

Value	Source
9-Chloro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione	ChEBI
9alpha-Chloro-16beta-methylprednisolone	ChEBI
Beclometasona	ChEBI
Beclometasone	ChEBI
Beclometasonum	ChEBI
Beclometason	Kegg
9-Chloro-11b,17,21-trihydroxy-16b-methylpregna-1,4-diene-3,20-dione	Generator
9-Chloro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione	Generator
9a-Chloro-16b-methylprednisolone	Generator
9Α-chloro-16β-methylprednisolone	Generator
Ventolair	MeSH
Ascocortonyl	MeSH
Becloforte	MeSH
Filair forte	MeSH
Asmabec clickhaler	MeSH
Becodisk	MeSH
Ecobec	MeSH
Beclazone easy breathe	MeSH
Beclazone	MeSH
Vancenase	MeSH
Nasobec aqueous	MeSH
Aldecin	MeSH
Beclovent	MeSH
Qvar	MeSH
Vanceril	MeSH
Beclo asma	MeSH
Bronchocort	MeSH
Sanasthmax	MeSH
Beclomethasone dipropionate	MeSH
Bemedrex easyhaler	MeSH
Beclomet	MeSH
Beclorhinol	MeSH
Beconase	MeSH
Respocort	MeSH
Becotide	MeSH
Viarin	MeSH
AeroBec forte	MeSH
Dipropionate, beclomethasone	MeSH
Junik	MeSH
Sanasthmyl	MeSH
Apo-beclomethasone	MeSH
Becodisks	MeSH
Beconase aq	MeSH
Beclamet	MeSH
Aerobec	MeSH
Filair	MeSH
Propaderm	MeSH
Beclo azu	MeSH
Beclocort	MeSH
Becloturmant	MeSH
Prolair	MeSH
Schering brand 2 OF beclomethasone dipropionate	MeSH
Schering-plough brand OF beclomethasone dipropionate	MeSH
Medeva brand OF beclomethasone dipropionate	MeSH
Orion brand OF beclomethasone dipropionate	MeSH
a And H brand OF beclomethasone dipropionate	MeSH
Apotex brand OF beclomethasone dipropionate	MeSH
Celltech brand OF beclomethasone dipropionate	MeSH
GlaxoSmithKline brand 1 OF beclomethasone dipropionate	MeSH
Ivax brand OF beclomethasone dipropionate	MeSH
Norton brand OF beclomethasone dipropionate	MeSH
Shire brand OF beclomethasone dipropionate	MeSH
Beclomethasone	MeSH
glaxo Wellcome brand OF beclomethasone dipropionate	MeSH
3m Brand OF beclomethasone dipropionate	MeSH
aldo Brand OF beclomethasone dipropionate	MeSH
Fujisawa brand OF beclomethasone dipropionate	MeSH
Allen and hanburys brand OF beclomethasone dipropionate	MeSH
United drug brand OF beclomethasone dipropionate	MeSH
Asche brand OF beclomethasone dipropionate	MeSH
Azupharma brand OF beclomethasone dipropionate	MeSH
GlaxoSmithKline brand 2 OF beclomethasone dipropionate	MeSH
GlaxoSmithKline brand 3 OF beclomethasone dipropionate	MeSH
Schering brand 1 OF beclomethasone dipropionate	MeSH

Chemical Formula

C₂₂H₂₉ClO₅

Average Molecular Mass

408.920 g/mol

Monoisotopic Mass

408.170 g/mol

CAS Registry Number

4419-39-0

IUPAC Name

(1R,2S,10S,11S,13S,14R,15S,17S)-1-chloro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

Traditional Name

beclomethasone

SMILES

[H][C@]1(C)C[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@]([H])(O)C[C@]2(C)[C@@]1(O)C(=O)CO

InChI Identifier

InChI=1S/C22H29ClO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1

InChI Key

NBMKJKDGKREAPL-DVTGEIKXSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
Pregnane-skeleton
20-oxosteroid
3-oxo-delta-1,4-steroid
3-oxosteroid
17-hydroxysteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
9-halo-steroid
Halo-steroid
Delta-1,4-steroid
Alpha-hydroxy ketone
Cyclic alcohol
Tertiary alcohol
Chlorohydrin
Cyclic ketone
Secondary alcohol
Halohydrin
Ketone
Primary alcohol
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alkyl halide
Organooxygen compound
Organochloride
Organohalogen compound
Alkyl chloride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:3001 )
17alpha-hydroxy steroid (CHEBI:3001 )
glucocorticoid (CHEBI:3001 )
20-oxo steroid (CHEBI:3001 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:3001 )
chlorinated steroid (CHEBI:3001 )
corticosteroid (CHEBI:3001 )
21-hydroxy steroid (CHEBI:3001 )
Pregnane and derivatives [Fig] (C06842 )

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	0.068 g/L	ALOGPS
logP	2.12	ALOGPS
logP	2.15	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.43	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	107.24 m³·mol⁻¹	ChemAxon
Polarizability	42.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	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	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4l-0009300000-6142185044607da8f8f0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0abc-0019100000-84874184c053e4251f70	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0630-1489000000-65fefc737aa68dbfbab0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0008900000-ae10e458c2f724bbd12c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4j-1009100000-87819bd6437de1b67e62	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-7109000000-cff562eb24d22783cb2f	Spectrum

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

Not Available

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

Beclometasone

Chemspider ID

Not Available

ChEBI ID

3001

PubChem Compound ID

20469

Kegg Compound ID

C06842

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Beclomethasone (CHEM017606)

Structure for CHEM017606: Beclomethasone