ContaminantDB: Flurandrenolide

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

Record Information

Version

1.0

Creation Date

2016-05-22 06:16:10 UTC

Update Date

2016-11-09 01:16:01 UTC

Accession Number

CHEM019545

Identification

Common Name

Flurandrenolide

Class

Small Molecule

Description

A corticosteroid used topically in the treatment of various skin disorders. It is usually employed as a cream or an ointment, and is also used as a polyethylene tape with an adhesive. (From Martindale, The Extra Pharmacopoeia, 30th ed, p733)

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
Fludroxycortide	Kegg
Cordran	Kegg
Floudroxycortide	HMDB
Fludrossicortide	HMDB
Fludroxicortidum	HMDB
Fluorandrenolone	HMDB
Fluorandrenolone acetonide	HMDB
Flurandrenolone	HMDB
Flurandrenolone acetonide	HMDB
Haelan	HMDB
Oclassen brand OF flurandrenolone	HMDB
Typharm brand OF flurandrenolone	HMDB

Chemical Formula

C₂₄H₃₃FO₆

Average Molecular Mass

436.514 g/mol

Monoisotopic Mass

436.226 g/mol

CAS Registry Number

1524-88-5

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]icos-17-en-16-one

Traditional Name

flurandrenolide

SMILES

[H][C@@]12C[C@@]3([H])[C@]4([H])C[C@]([H])(F)C5=CC(=O)CC[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/C24H33FO6/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/h7,13-14,16-17,19-20,26,28H,5-6,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1

InChI Key

POPFMWWJOGLOIF-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-4-steroid
3-oxosteroid
6-halo-steroid
Halo-steroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
Delta-4-steroid
Ketal
Cyclohexenone
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

Not Available

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	0.058 g/L	ALOGPS
logP	2.02	ALOGPS
logP	1.56	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	13.73	ChemAxon
pKa (Strongest Basic)	-2.8	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	110.79 m³·mol⁻¹	ChemAxon
Polarizability	45.74 Å³	ChemAxon
Number of Rings	5	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 (2 TMS) - 70eV, Positive	splash10-014i-0242190000-938550a71054495f50e4	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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	splash10-001s-3961000000-a326b0165af296ecf245	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-001s-3961000000-a326b0165af296ecf245	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0ab9-2930000000-cd90ebd8b6bcbdff0113	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0101-1892000000-4a7a3215b7b92c4b5849	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0101-1892000000-5e67e16afeb176cac16f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0ab9-2930000000-135be0b7a10b1438ca01	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-054o-4900000000-698c8e0c7a2c1b17adea	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-054o-4900000000-a2803e4d1a9647bfb01c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0001900000-8ab0b07154fa08fbd90e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0aor-2065900000-9325b21e5bdc8417f5f1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bta-1392000000-e312185a8364edd39345	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052r-1006900000-7aad85976b8cbc3f2dd7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ar9-2006900000-d7efad75f8beac5b5b6a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-7119000000-7a16a8ee051b25956988	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0002900000-a75f37566ef563be73f5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0170-0247900000-bf85161108e4ee5e5772	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ar3-2490000000-e63b46eb297d675f2717	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000900000-237c434d76e103d4dd61	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004r-0009500000-7662c4c1dc487a05e57a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bt9-9060600000-a4f103f5a13a922b4349	Spectrum