Basic information
- CAS
312-93-6- Standard SMILES
C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)COP(=O)(O)O- InChIKey
VQODGRNSFPNSQE-CXSFZGCWSA-N- Molecular formula
- C22H30FO8P
- Average molar mass
- 472.4 g/mol
- Monoisotopic mass
- 472.16623307
Overview
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-).
Names & identifiers
- Preferred name
- Dexamethasone Phosphate
- IUPAC
- [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
- English name
- DEXAMETHASONE SODIUM PHOSPHATE
- Molecular formula
- C22H30FO8P
- Molecular weight
- 472.44
Names & synonyms
dexamethasone phosphate312-93-6Dexamethasone 21-phosphateBetnelan phosphateHexadrol phosphateDexamethasone 21-orthophosphateDexamethasone-21-dihydrogen-phosphateEGP-4372BP70L44PRDTXSID2047430CHEBI:68637(11beta,16alpha)-9-fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl dihydrogen phosphate
Show more names
EGP437EGP 437betnelanphosphateoradexonphosphateexamethasonephosphatedexamethasonephosphate
9-Fluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 21-(dihydrogen phosphate)AL38905AL-38905RefChem:585854DTXCID5031345206-232-0NeodecadronWymesone
Database identifiers
- CAS
312-93-6- PubChem CID
- 9400
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 141 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 973
Experimental & physicochemical properties
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section201.0 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID3047429]
Physicochemical properties
- Melting point
- 154 · 154-157°C
- Boiling point
- 669.6 · 669.6±65.0 °C(Predicted)
- Density
- 1.45 · 1.45±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer, Under Inert Atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 1.67 · 1.67±0.10(Predicted)
- form
- Solid
- color
- White to Light Brown
- Stability
- Hygroscopic, Moisture Sensitive
- Major Application
- pharmaceutical (small molecule)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H361 (97.6%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
P203, P260, P264, P270, P280, P318, P319, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: 9-fluoro-11β,17,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione 21-(dihydrogen phosphate) (EC: 206-232-0)
Hazard Classes and CategoriesRepr. 2 (97.6%)
Safety data
- wgk
- WGK 3
- hs_code
- 2937220000
- Toxicity
- dni-rat-ipr 3 mg/kg JOENAK 62,527,74
- risk_code
- 62
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- hazard_code
- Xn
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H373-H361
- REACH Registrations
- Active
- Hazard Classifications
- Repr. 2
- Precautionary statements
- P260-P314-P501-P201-P202-P281-P308+P313-P405-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system.
Applications
UsesA pro-drug of Dexamethasone (D298800), an anti-inflammatory glucocorticoid. It was found that liposomal DXM-P inhibited both chronic inflammation and joint destruction, whereas free DXM-P failed to prevent joint destruction.
Upstream & downstream products
Upstream raw materials
Suppliers64 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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