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Dexamethasone phosphate (Standard)

CAT: 0804-HY-B1829RSize: 1 EachDry Ice: NoHazardous: No
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Description
Dexamethasone phosphate (Standard) is the analytical standard of Dexamethasone phosphate. This product is intended for research and analytical applications. Dexamethasone phosphate (Dexamethasone 21-phosphate) disodium is a biologically inactive compound which undergoes dephosphorylation by intra-erythrocyte enzymes. The active metabolite, Dexamethasone, is then released into the circulation by simple passive diffusion through cell membranes. Dexamethasone phosphate disodium-encapsulated erythrocyte has the potential for steroid-dependent ulcerative colitis research[1].
CAS Number
312-93-6
Product Name Alternative
Dexamethasone 21-phosphate (Standard)
UNSPSC
12352211
Target
Glucocorticoid Receptor; Reference Standards
Type
Reference Standards
Related Pathways
Immunology/Inflammation; Others; Vitamin D Related/Nuclear Receptor
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/dexamethasone-phosphate-standard.html
Smiles
O=C1C=C[C@@]2(C)C(CC[C@]3([H])[C@]2(F)[C@@H](O)C[C@@]4(C)[C@@]3([H])C[C@@H](C)[C@]4(O)C(COP(O)(O)=O)=O)=C1
Molecular Formula
C22H30FO8P
Molecular Weight
472.44
References & Citations
[1]Fabrizio Bossa, et al. Erythrocytes-mediated delivery of dexamethasone 21-phosphate in steroid-dependent ulcerative colitis: a randomized, double-blind Sham-controlled study. Inflamm Bowel Dis. 2013 Aug;19 (9) :1872-9.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Dexamethasone Phosphate

Dexamethasone phosphate is a steroid phosphate that is the 21-O-phospho derivative of dexamethasone. It has a role as a glucocorticoid receptor agonist. It is a tertiary alpha-hydroxy ketone, an 11beta-hydroxy steroid, a 17-hydroxy steroid, a steroid phosphate, a 3-oxo-Delta(4) steroid and a fluorinated steroid. It is functionally related to a dexamethasone. It is a conjugate acid of a dexamethasone phosphate(2-).

CAS Number312-93-6
PubChem CID9400
IUPAC Name[2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] dihydrogen phosphate
Molecular FormulaC22H30FO8P
Molecular Weight472.4
XLogP0.1
Topological Polar Surface Area141
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Heavy Atom Count32
Formal Charge0
Complexity973
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
InChI
InChI=1S/C22H30FO8P/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)/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1
InChIKey
VQODGRNSFPNSQE-CXSFZGCWSA-N
Chemical Structure
2D Structure
2D structure of Dexamethasone Phosphate
CAS: 312-93-6
CID: 9400
Formula: C22H30FO8P
MW: 472.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight472.4
XLogP30.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Exact Mass472.16623307
Monoisotopic Mass472.16623307
Topological Polar Surface Area141 Ų
Heavy Atom Count32
Formal Charge0
Complexity973
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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