Flunisolide (CED0008175)

Record Information

Version

1.0

Creation Date

2016-05-22 05:11:52 UTC

Update Date

2026-08-22 03:54:21 UTC

Accession Number

CHEM018376

Identification

Common Name

Flunisolide

Class

Small Molecule

Description

Flunisolide is an organic compound with the formula C24H31FO6 and an average molecular weight of 434.50 g/mol. Flunisolide belongs to the hydroxysteroids, a subclass of steroids and steroid derivatives within the organic compounds. In terms of biological activity, it acts as an agonist of the glucocorticoid receptor (NR3C1). The compound is found in or released from seven recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used in nasal preparations and as a drug for obstructive airway diseases. It is also associated with household cleaning and consumer products, specifically pipe accessories, other smoking requisites, and non-electric simulated smoking devices. Additionally, it has been identified in electrical and electronic equipment, including antennas and amplifiers. Recorded exposure routes for flunisolide include nasal and respiratory pathways.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Flunisolida	ChEBI
Flunisolide anhydrous	ChEBI
Flunisolidum	ChEBI
Elan brand 2 OF flunisolide	HMDB
Nasalide	HMDB
Nasarel	HMDB
Flunisolide hemihydrate, (6alpha,11beta,16alpha)-isomer	HMDB
Flunisolide hydrofluoroalkane	HMDB
AeroBid	HMDB
Inhacort	HMDB
Flunisolide hfa	HMDB
Flunisolide, (6beta,11beta,16alpha)-isomer	HMDB
Ratio-flunisolide	HMDB
Apo-flunisolide	HMDB
Rhinalar	HMDB
6 alpha-Fluorodihydroxy-16 alpha,17 alpha-isopropylidenedioxy-1,4-pregnadiene-3,20- dione	HMDB
Elan brand 1 OF flunisolide	HMDB
Syntaris	HMDB

Chemical Formula

C₂₄H₃₁FO₆

Average Molecular Mass

434.498 g/mol

Monoisotopic Mass

434.210 g/mol

CAS Registry Number

3385-03-3

IUPAC Name

(1S,2S,4R,8S,9S,11S,12S,13R,19S)-19-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosa-14,17-dien-16-one

Traditional Name

soluzione

SMILES

[H][C@@]12C[C@@]3([H])[C@]4([H])C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4([H])[C@@H](O)C[C@]3(C)[C@@]1(OC(C)(C)O2)C(=O)CO

InChI Identifier

InChI=1S/C24H31FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h5-7,13-14,16-17,19-20,26,28H,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1

InChI Key

XSFJVAJPIHIPKU-XWCQMRHXSA-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
6-halo-steroid
Halo-steroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
Delta-1,4-steroid
Ketal
Meta-dioxolane
Alpha-hydroxy ketone
Cyclic alcohol
Ketone
Secondary alcohol
Cyclic ketone
Acetal
Organoheterocyclic compound
Oxacycle
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alkyl halide
Alkyl fluoride
Alcohol
Organohalogen compound
Organofluoride
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:5106 )
cyclic ketal (CHEBI:5106 )
20-oxo steroid (CHEBI:5106 )
fluorinated steroid (CHEBI:5106 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:5106 )
21-hydroxy steroid (CHEBI:5106 )

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	0.037 g/L	ALOGPS
logP	2.2	ALOGPS
logP	1.56	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.73	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	111.89 m³·mol⁻¹	ChemAxon
Polarizability	44.88 Å³	ChemAxon
Number of Rings	5	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	splash10-0699-1692600000-5bf41a0d7e86f018bde8	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-03di-1312290000-691d99d3230d2fcbb4ce	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	splash10-00di-3980000000-62e8761f1d0a95a28586	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-3980000000-62e8761f1d0a95a28586	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00dr-0297000000-5310e5a45c3b6a0d25dd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0790000000-1d72d67e8d1e9d18fefe	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-0391000000-e999693e3a714623636e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0790000000-1739e111ef03a4fbb5c2	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0003900000-0bdfa320c4c1793d3607	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00dr-0296000000-4b5d404d53f52e9970c3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0590000000-5a49cee31bc997a1db4c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-0391000000-5d109584ef666da7e9d7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014r-0003900000-71506f8c572d84c07363	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aor-2169700000-d86dad348d03690ecbfe	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bta-3593000000-75e1decc7d671ba32c7e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-1005900000-0ba39cb4bdadad42e3db	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-067i-2006900000-705c2f26bd552289a440	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-7219000000-1a0dfb53cc12306c5e25	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0000900000-d0f761741da9060a5a20	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-057i-0009500000-8c84639fcc69d0d57881	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bt9-9061500000-3b10da1e96cc515df48f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0003900000-10e3925ec1df0c5c40ea	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0170-0257900000-227476bbdc9ddbcae667	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01r6-2390000000-43e0ca20dad3c34c96da	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
39.0	Log mg/kg	[20:69]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
389	Nasal preparations	Healthcare, pharmaceuticals & veterinary products	Not Available
391	Drugs for obstructive airway diseases	Healthcare, pharmaceuticals & veterinary products	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
562	Pipe Accessories	Household cleaning & consumer products	Not Available
579	Manufacture Of Iron Or Steel	Industrial manufacturing & chemical processing	Not Available
616	Face Mask Cosmetics	Personal care & cosmetics	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available
651	Purses Money Bags Wallets	Textiles, leather & furnishings	Not Available

Pathways

2 pathways

Flunisolide Action Pathway

Flunisolide Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	6.46149
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	3.11397
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	16.504
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	13.935
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	33.8644
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	5.13805
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	18.9952
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	62.1237
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	Q9R1A7	Rattus norvegicus	Predicted (SEA)	0.934191
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	20.2408
Click to view 3D structure	Tyrosine aminotransferase	P04694	Rattus norvegicus	Predicted (SEA)	1.86838
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	169.711
Click to view 3D structure	Glucocorticoid receptor	P06537	Mus musculus	Predicted (SEA)	6.92858
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	920.956
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	32.9302
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	371.419
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	279.323
Click to view 3D structure	Pyruvate carboxylase, mitochondrial	P11498	Humans	Predicted (SEA)	3.58106
Click to view 3D structure	Matrix metalloproteinase-9	P14780	Humans	Predicted (SEA)	3294.42
Click to view 3D structure	Rho-associated protein kinase 2	O75116	Humans	Predicted (SEA)	6487.1
Click to view 3D structure	Eukaryotic initiation factor 4A-I	P60843	Mus musculus	Predicted (SEA)	3.65891
Click to view 3D structure	Protein kinase C eta type	P24723	Humans	Predicted (SEA)	3373.44
Click to view 3D structure	Protein kinase C alpha type	P17252	Humans	Predicted (SEA)	4336.44
Click to view 3D structure	RAC-alpha serine/threonine-protein kinase	P31749	Humans	Predicted (SEA)	6677.13
Click to view 3D structure	Disintegrin and metalloproteinase domain-containing protein 17	P78536	Humans	Predicted (SEA)	3868.17