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151-73-5 molecular structure
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disodium (1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

ChemBase ID: 133520
Molecular Formular: C22H28FNa2O8P
Molecular Mass: 516.4046242
Monoisotopic Mass: 516.13012127
SMILES and InChIs

SMILES:
C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COP(=O)([O-])[O-])O)C)O)F)C.[Na+].[Na+]
Canonical SMILES:
O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1C[C@@H]([C@]2(O)C(=O)COP(=O)([O-])[O-])C)C)C.[Na+].[Na+]
InChI:
InChI=1S/C22H30FO8P.2Na/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)21(15,23)17(25)10-20(16,3)22(12,27)18(26)11-31-32(28,29)30;;/h6-7,9,12,15-17,25,27H,4-5,8,10-11H2,1-3H3,(H2,28,29,30);;/q;2*+1/p-2/t12-,15-,16-,17-,19-,20-,21-,22-;;/m0../s1
InChIKey:
PLCQGRYPOISRTQ-LWCNAHDDSA-L

Cite this record

CBID:133520 http://www.chembase.cn/molecule-133520.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
disodium (1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
IUPAC Traditional name
disodium (1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
Synonyms
Betamethasone 21-phosphate disodium
Betnesol
Durabetason
NSC 90616
Steronema
Vista-Methasone
Betamethasone 21-Phosphate Disodium Salt
(11β,16β)-9-Fluoro-11,17-dihydroxy-16-methyl-21-(phosphonooxy)pregna-1,4-diene-3,20-dione Sodium Salt
9-Fluoro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione 21-(Dihydrogen Phosphate) Sodium Salt
CAS Number
151-73-5
EC Number
205-797-0
MDL Number
MFCD00200361
PubChem SID
24892013
162227797
PubChem CID
65478

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 65478 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -0.8912381  LogD (pH = 7.4) -2.0118082 
Log P 1.5580037  Molar Refractivity 111.1224 cm3
Polarizability 43.829224 Å3 Polar Surface Area 147.02 Å2
Rotatable Bonds Lipinski's Rule of Five false 
Acid pKa 1.175686 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
RTECS
TU4056500 expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22 expand Show data source
Safety Statements
36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥97% expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - B7652 external link
Diagnostic Implications
Betamethasone is a corticosteroid with anti-inflammatory and immunosuppressive abilities, used especially where water retention is undesirable. It is applied as a topical cream, ointment, lotion or gel to treat itching (e.g. from eczema). Corticosteroid used to stimulate fetal lung maturation and to decrease the incidence and mortality from intracranial hemorrhage in premature infants
Toronto Research Chemicals - B327030 external link
A Betamethasone derivative. It is a glucocorticoid steroid with anti-inflammatory and immunosuppressive properties which can be used in treatment of asthma and itching.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Kerns, E., et al.: J. Pharm. Sci., 90, 1838 (2001)
  • • Seidler, J., et al.: J. Med. Chem., 46, 4477 (2001)
  • • Alsenz, J., et al.: J. Pharm. Sci., 96, 1748 (2001)
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PATENTS

PATENTS

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INTERNET

INTERNET

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