ContaminantDB: Betamethasone

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

Record Information

Version

1.0

Creation Date

2016-05-22 03:37:47 UTC

Update Date

2016-11-09 01:15:26 UTC

Accession Number

CHEM016586

Identification

Common Name

Betamethasone

Class

Small Molecule

Description

A glucocorticoid given orally, parenterally, by local injection, by inhalation, or applied topically in the management of various disorders in which corticosteroids are indicated. Its lack of mineralocorticoid properties makes betamethasone particularly suitable for treating cerebral edema and congenital adrenal hyperplasia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p724)

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
16beta-Methyl-1,4-pregnadiene-9alpha-fluoro-11beta,17alpha,21-triol-3,20-dione	ChEBI
9-Fluoro-16beta-methylprednisolone	ChEBI
9alpha-Fluoro-16beta-methylprednisolone	ChEBI
beta-Methasone alcohol	ChEBI
Betadexamethasone	ChEBI
Betametasona	ChEBI
Betamethasonum	ChEBI
Rinderon	ChEBI
Celestone	Kegg
16b-Methyl-1,4-pregnadiene-9a-fluoro-11b,17a,21-triol-3,20-dione	Generator
16Β-methyl-1,4-pregnadiene-9α-fluoro-11β,17α,21-triol-3,20-dione	Generator
9-Fluoro-16b-methylprednisolone	Generator
9-Fluoro-16β-methylprednisolone	Generator
9a-Fluoro-16b-methylprednisolone	Generator
9Α-fluoro-16β-methylprednisolone	Generator
b-Methasone alcohol	Generator
Β-methasone alcohol	Generator
Celestona	HMDB
Celeston	HMDB
Cellestoderm	HMDB
Flubenisolone	HMDB

Chemical Formula

C₂₂H₂₉FO₅

Average Molecular Mass

392.461 g/mol

Monoisotopic Mass

392.200 g/mol

CAS Registry Number

378-44-9

IUPAC Name

(1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-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

betamethasone

SMILES

[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C22H29FO5/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

UREBDLICKHMUKA-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
9-halo-steroid
Halo-steroid
Oxosteroid
Delta-1,4-steroid
Alpha-hydroxy ketone
Cyclic alcohol
Tertiary alcohol
Ketone
Fluorohydrin
Halohydrin
Secondary alcohol
Cyclic ketone
Organooxygen compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alkyl halide
Alkyl fluoride
Organohalogen compound
Organofluoride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:3077 )
17alpha-hydroxy steroid (CHEBI:3077 )
glucocorticoid (CHEBI:3077 )
20-oxo steroid (CHEBI:3077 )
fluorinated steroid (CHEBI:3077 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:3077 )
21-hydroxy steroid (CHEBI:3077 )

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	0.05 g/L	ALOGPS
logP	1.93	ALOGPS
logP	1.68	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.42	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	102.49 m³·mol⁻¹	ChemAxon
Polarizability	40.88 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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-02ai-2923000000-e31987dc12e5a702a42e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0006-2414490000-490d5cc0ad1eca76d44e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-00dj-3960000000-a7dc9d06200fd3114dc2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0ab9-0239000000-6da1b4bf9567b7486622	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-05i4-2930000000-bc11f96b96bcca3051a8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-00dj-3960000000-a7dc9d06200fd3114dc2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0aba-1910000000-8935fdec4e43c6b2520c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-05fs-0920000000-d3237d51f90b799cade8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-004r-0479000000-1ae6657fbbd9e214927d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00bj-0961000000-a979b7d63a7b4fe6d61c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-00mo-4900000000-ed826eaa39e06794dd57	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0597-2900000000-c737db0736f32d648cdc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-004r-0479000000-9c467f1e2a15e843c7d4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00bj-0961000000-a31db5e71a2e0f790312	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-00mo-4900000000-cc89b249ed3298324db9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0ab9-0139000000-b7e783cabe26054bda86	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-05i4-2920000000-7776d2f083fad00b15b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0597-2900000000-f6508c643ffd50a53419	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002f-0009000000-6926653590903a3ace6c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-06vl-0019000000-301b3962f9291bee1ee9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0g4r-1294000000-8f3712f110452655373e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0009000000-a4ddb0d0eed36d96b76f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05uu-1009000000-badd4f30582cf375bbdf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-8019000000-2bad3a1904cfc0e5431f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-054o-0009000000-3702a20eae7c02129c8d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ec-0329000000-4bf118d6006bbe37897e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-3592000000-3398f331604edab7af4c	Spectrum