ContaminantDB: Diflorasone diacetate

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

Record Information

Version

1.0

Creation Date

2016-05-22 05:15:51 UTC

Update Date

2016-11-09 01:15:48 UTC

Accession Number

CHEM018456

Identification

Common Name

Diflorasone diacetate

Class

Small Molecule

Description

The 17,21-diacetate derivative of diflorasone. It is used topically for its anti-inflammatory and antipruritic properties in the treatment of various skin disorders.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(6alpha,11beta,16beta)-6,9-Difluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl diacetate	ChEBI
6alpha,9-Difluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-diacetate	ChEBI
Diflorasone 17,21-diacetate	ChEBI
Diflorasone di(acetate)	ChEBI
Florone	Kegg
Psorcon	Kegg
(6a,11b,16b)-6,9-Difluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl diacetate	Generator
(6a,11b,16b)-6,9-Difluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl diacetic acid	Generator
(6alpha,11beta,16beta)-6,9-Difluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl diacetic acid	Generator
(6Α,11β,16β)-6,9-difluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl diacetate	Generator
(6Α,11β,16β)-6,9-difluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl diacetic acid	Generator
6a,9-Difluoro-11b,17,21-trihydroxy-16b-methylpregna-1,4-diene-3,20-dione 17,21-diacetate	Generator
6a,9-Difluoro-11b,17,21-trihydroxy-16b-methylpregna-1,4-diene-3,20-dione 17,21-diacetic acid	Generator
6alpha,9-Difluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-diacetic acid	Generator
6Α,9-difluoro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione 17,21-diacetate	Generator
6Α,9-difluoro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione 17,21-diacetic acid	Generator
Diflorasone 17,21-diacetic acid	Generator
Diflorasone di(acetic acid)	Generator
Diflorasone diacetic acid	Generator
Allergan brand OF diflorasone diacetate	MeSH
Dermik brand 1 OF diflorasone diacetate	MeSH
Dermik brand 2 OF diflorasone diacetate	MeSH
Dermik brand 3 OF diflorasone diacetate	MeSH
Flutone	MeSH
Galderma brand OF diflorasone diacetate	MeSH
Maxiflor	MeSH
Psorcon e	MeSH
Rhône-poulenc rorer brand OF diflorasone diacetate	MeSH
Diflorasone	MeSH

Chemical Formula

C₂₆H₃₂F₂O₇

Average Molecular Mass

494.532 g/mol

Monoisotopic Mass

494.212 g/mol

CAS Registry Number

33564-31-7

IUPAC Name

2-[(1R,2S,8S,10S,11S,13S,14R,15S,17S)-14-(acetyloxy)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

Traditional Name

diflorasone

SMILES

[H][C@]1(C)C[C@@]2([H])[C@]3([H])C[C@]([H])(F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@]([H])(O)C[C@]2(C)[C@@]1(OC(C)=O)C(=O)COC(C)=O

InChI Identifier

InChI=1S/C26H32F2O7/c1-13-8-17-18-10-20(27)19-9-16(31)6-7-23(19,4)25(18,28)21(32)11-24(17,5)26(13,35-15(3)30)22(33)12-34-14(2)29/h6-7,9,13,17-18,20-21,32H,8,10-12H2,1-5H3/t13-,17-,18-,20-,21-,23-,24-,25-,26-/m0/s1

InChI Key

BOBLHFUVNSFZPJ-JOYXJVLSSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
Steroid ester
20-oxosteroid
3-oxo-delta-1,4-steroid
3-oxosteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
9-halo-steroid
6-halo-steroid
Halo-steroid
Hydroxysteroid
Delta-1,4-steroid
Alpha-acyloxy ketone
Dicarboxylic acid or derivatives
Cyclic alcohol
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Fluorohydrin
Ketone
Halohydrin
Carboxylic acid derivative
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organofluoride
Organohalogen compound
Alkyl fluoride
Alkyl halide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

acetate ester (CHEBI:31483 )
11beta-hydroxy steroid (CHEBI:31483 )
glucocorticoid (CHEBI:31483 )
20-oxo steroid (CHEBI:31483 )
fluorinated steroid (CHEBI:31483 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:31483 )

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	0.012 g/L	ALOGPS
logP	2.85	ALOGPS
logP	2.22	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.55	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	120.62 m³·mol⁻¹	ChemAxon
Polarizability	49.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03dl-2900000000-a43198a76493a4d0f488	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0229-3981000000-c09d67334820aee3d8c1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f9b-0000900000-998ab7f97e632d00c2d6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-0024900000-49b251f065e3ba78874d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03fu-2096000000-72bcbe9522a234f249a1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052f-7001900000-c42e38c398cf9c804d07	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9002300000-ba79bd1174489fbeb95c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9002000000-a8c43d975d42cecb6a8e	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

DBSALT000887

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

Diflorasone diacetate

Chemspider ID

Not Available

ChEBI ID

31483

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Diflorasone diacetate (CHEM018456)

Structure for CHEM018456: Diflorasone diacetate