Basic information
- CAS
2920-86-7- Standard SMILES
C[C@]12C=CC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)COC(=O)CCC(=O)O- InChIKey
APGDTXUMTIZLCJ-CGVGKPPMSA-N- Molecular formula
- C25H32O8
- Average molar mass
- 460.5 g/mol
- Monoisotopic mass
- 460.20971797
Overview
Prednisolone succinate is a hemisuccinate resulting from the formal condensation of the 21-hydroxy group prednisolone with one of the carboxy groups of succinic acid. It is used to treat mild to moderate non-infectious eye allergies and inflammation, including damage caused by chemical and thermal burns. It has a role as an anti-inflammatory drug. It is a hemisuccinate, a tertiary alpha-hydroxy ketone, a 17alpha-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid and a 3-oxo-Delta(1),Delta(4)-steroid. It is functionally related to a succinic acid and a prednisolone. It is a conjugate acid of a prednisolone succinate(1-).
Names & identifiers
- Preferred name
- Prednisolone 21-hemisuccinate
- IUPAC
- 4-[2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid
- English name
- Prednisolone succinate
- Molecular formula
- C25H32O8
- Molecular weight
- 460.52
Names & synonyms
PREDNISOLONE HEMISUCCINATE2920-86-7Prednisolone 21-hemisuccinateprednisolone succinatePrednisolutPrednisolone bisuccinatePrednisolone 21-succinatePrednisolone hydrogen succinateDTXSID1048964(+)-prednisolone hemisuccinateG7080T74ONNSC-759137
Show more names
D02156prednisolonbisuccinatPrednisolone Impurity 4prednisolonebisuccinateprednisolone21-succinatePrednisolone Succinate RS
DTXCID8028890Prednisolone hemisuccinate (USP)Prednisolone hemisuccinate [USP]CHEBI:13574511beta,17,21-Trihydroxypregna-1,4-diene-3,20-dione 21-(hydrogen succinate)RefChem:868417(11 beta)-21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxypregna-1,4-diene-3,20-dione220-861-8
Database identifiers
- CAS
2920-86-7- PubChem CID
- 656804
- DTXSID
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 138 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 7
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 950
Experimental & physicochemical properties
Collision Cross Section210.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 206 °C · 206°C
- Boiling point
- 485.35 °C · 485.35°C (rough estimate)
- alpha
- 20 · [α]D20 +99～+104゜ (c=0.5, 1,4-dioxane)
- Density
- 1.1796 · 1.1796 (rough estimate)
- refractive index
- 1.448 · 1.4480 (estimate)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
- pka
- 4.29 · 4.29±0.17(Predicted)
- form
- Solid
- color
- White to Off-White
- CAS DataBase Reference
- 2920 · 2920-86-7(CAS DataBase Reference)
- FDA UNII
- 7080 T74ON · G7080T74ON
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
This chemical does not meet GHS hazard criteria for 3.4% (1 of 29) of reports.
Danger
H360 (86.2%): May damage fertility or the unborn child [Danger Reproductive toxicity]
P203, P260, P280, P318, P319, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 29 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesRepr. 1A (86.2%)
Safety data
- wgk
- 3
- rtecs
- TU4153400
- hs_code
- 2937290000
- risk_code
- 61-40
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- safety_code
- 53-22-36/37/39-45
- Hazard statements
- H360D
- Precautionary statements
- P201-P280-P308+P313
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
Usesneuroleptic
UsesPrednisolone hemisuccinate, is a metabolite of Prednisolone (P703740), which is a synthetic glucocorticoid, a derivative of cortisol, and can be used to treat a variety of inflammatory and auto-immune conditions. It is also the active metabolite of the drug prednisone.
Suppliers76 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
陕西科贝莱药物研发有限公司13119135307 13119135307 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
上海策嵘生物科技有限公司[email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
清宁生物（江苏博泉生物科技有限公司）
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…