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2557-49-5 molecular structure
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2-[(1R,2S,8S,10S,11S,13S,14R,15S,17S)-14-(acetyloxy)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

ChemBase ID: 108
Molecular Formular: C26H32F2O7
Molecular Mass: 494.5248864
Monoisotopic Mass: 494.2116098
SMILES and InChIs

SMILES:
F[C@@]12[C@H]([C@H]3[C@@]([C@](OC(=O)C)([C@H](C3)C)C(=O)COC(=O)C)(C[C@@H]1O)C)C[C@H](F)C1=CC(=O)C=C[C@]21C
Canonical SMILES:
CC(=O)O[C@@]1([C@@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F)C(=O)COC(=O)C
InChI:
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
InChIKey:
BOBLHFUVNSFZPJ-JOYXJVLSSA-N

Cite this record

CBID:108 http://www.chembase.cn/molecule-108.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
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[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
2-[(1R,2S,8S,10S,11S,13S,14R,15S,17S)-14-(acetyloxy)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
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
IUPAC Traditional name
diflorasone
Brand Name
Florone
Florone E
Maxiflor
Psorcon
Synonyms
Diflorasone Diacetate
Diflorasone
6α,9-Difluoro-11β,17,21-trihydroxy-16 β-methyl-pregna-1,4-diene-3,20-dione 17,21-diacetate
DIFLORASONE DIACETATE
Diflorasone diacetate
(6α,11β,16β)-17,21-Bis(acetyloxy)-6,9-difluoro-11-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione
Dermaflor
Diacort
Diflorasone 17,21-Diacetate
Difulal
Florone
Maxiflor
Psorcon
Soriflor
6α,9-二氟-11β,17,21-三羟基-16β-甲基孕甾-1,4-二烯-3,20-二酮 17,21-二乙酸酯
双氟拉松乙酸酯
CAS Number
2557-49-5
33564-31-7
EC Number
251-575-1
MDL Number
MFCD00079159
PubChem SID
24894203
160963571
PubChem CID
71414

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 13.553008  H Acceptors
H Donor LogD (pH = 5.5) 2.2241013 
LogD (pH = 7.4) 2.2241008  Log P 2.2241013 
Molar Refractivity 120.6193 cm3 Polarizability 47.113922 Å3
Polar Surface Area 106.97 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 2.85  LOG S -4.63 
Solubility (Water) 1.16e-02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
222-224°C expand Show data source
Hydrophobicity(logP)
2.1 expand Show data source
Storage Condition
Refrigerator expand Show data source
Room Temperature (15-30°C) expand Show data source
RTECS
TU3722000 expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
20/21/22-40 expand Show data source
Safety Statements
22-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H312-H332-H351 expand Show data source
GHS Precautionary statements
P280 expand Show data source
Personal Protective Equipment
Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
Grade
analytical standard, for drug analysis expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source

DETAILS

DETAILS

DrugBank DrugBank MP Biomedicals MP Biomedicals TRC TRC
DrugBank - DB00223 external link
Item Information
Drug Groups approved
Description Diflorasone is a topical corticosteroid used to treat itching and inflammation of the skin.
Indication For relief of the inflammatory and pruritic manifestations of corticosteroid responsive dermatoses.
Pharmacology Like other topical corticosteroids, diflorasone has anti-inflammatory, antipruritic, and vasoconstrictive properties. Once absorbed through the skin, topical corticosteroids are handled through pharmacokinetic pathways similar to systemically administered corticosteroids. Diflorasone is a potent topical corticosteroid that should not be used with occlusive dressings. It is recommended that treatment should be limited to 2 consecutive weeks and therapy should be discontinued when adequate results have been achieved.
Toxicity Topically applied diflorasone can be absorbed in sufficient amounts to produce systemic effects. Symptoms of overdose include thinning of skin and suppression of adrenal cortex (decreased ability to respond to stress).
Affected Organisms
Humans and other mammals
Biotransformation Metabolized, primarily in the liver, and then excreted by the kidneys.
Absorption Topical corticosteroids can be absorbed from intact healthy skin. The extent of percutaneous absorption of topical corticosteroids is determined by many factors, including the vehicle and the integrity of the epidermal barrier. Occlusion, inflammation and/or other disease processes in the skin may also increase percutaneous absorption.
Protein Binding Bound to plasma proteins in varying degrees.
External Links
Wikipedia
RxList
Drugs.com
MP Biomedicals - 02157696 external link
(6α,9-Difluoro-11β,17,21-trihydroxy-
16β-methyl-pregna-1,4-diene-
3,20-dione 17,21-diacetate)
Toronto Research Chemicals - D445500 external link
An anti-inflammatory and anti-itching corticosteroid usually present in topical creams.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Dikunets, M., et al.: J. Anal. Chem., 64, 832 (2009)
  • • Maccaroni, E., et al.: Steroids, 74, 102 (2009)
  • • Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)
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PATENTS

PATENTS

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INTERNET

INTERNET

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