Methylprednisolone Aceponate

HCID 63019CAS 86401-95-8
Substructure searchFind similar structures

Basic information

Standard SMILES
CCC(=O)O[C@]1(C(=O)COC(C)=O)CC[C@H]2[C@@H]3C[C@H](C)C4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C
InChIKey
DALKLAYLIPSCQL-YPYQNWSCSA-N
Molecular formula
C27H36O7
Average molar mass
472.6 g/mol
Monoisotopic mass
472.24610349

Overview

Methylprednisolone aceponate is a corticosteroid hormone.

Names & identifiers

Preferred name
Methylprednisolone Aceponate
IUPAC
[(6S,8S,9S,10R,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] propanoate
English name
Methylprednisolone aceponate
Molecular formula
C27H36O7
Molecular weight
472.57

Names & synonyms

Methylprednisolone aceponate86401-95-8AdvantanAceponato de metilprednisolonaAceponate de methylprednisoloneMethylprednisoloni aceponasAdventanET54W9J4U2DTXSID202330111beta,17,21-Trihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione, 21-acetate 17-propionate6alpha-methylprednisolone aceponate(1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-1-[2-(acetyloxy)acetyl]-10-hydroxy-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl propanoate
Show more names
ZK-91588ZK-91-588AceponateZK-91588：SH-440Prednisolone Impurity 21Methilprednisolone aceponateMethylprednisolone Impurity 55
(1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-1-(2-(acetyloxy)acetyl)-10-hydroxy-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta(a)phenanthren-1-yl propanoateRefChem:158295DTXCID303301SH-440Methylprednisolone aceponate [INN]C27H36O76?-Methyl Prednisolone Aceponate[(6S,8S,9S,10R,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] propanoate

Database identifiers

CAS
86401-95-8
PubChem CID
63019
DTXSID
DTXSID2023301
ChEMBL
CHEMBL1697782
ChEBI
CHEBI:135762
UNII
ET54W9J4U2
EC Number
658-084-5、687-724-6
Nikkaji
J25.810E

Properties

Computed structural properties

XLogP
3.8
Topological polar surface area
107 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
7
Rotatable bonds
7
Heavy atoms
34

Physicochemical properties

Melting point
105 · 105 - 108°C
Boiling point
595.8 · 595.8±50.0 °C(Predicted)
Density
1.23 · 1.23±0.1 g/cm3(Predicted)
storage temp.
Sealed in dry,Room Temperature
solubility
Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Ethyl Acetate(Slightly)
pka
14.05 · 14.05±0.70(Predicted)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H360 (96.4%): May damage fertility or the unborn child [Danger 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 28 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

Hazard information

Hazard Classes and Categories · 2 items

Repr. 1A (96.4%)

Repr. 2 (100%)

Safety data

Signal word
Warning
Symbol(GHS)
GHS08
Hazard statements
H361
Precautionary statements
P201-P202-P281-P308+P313-P405-P501

Chemistry & industry

Pharmacology

ATC Code · 3 items

H02AB04

D - Dermatologicals

QD - Dermatologicals

MeSH Pharmacological ClassificationSubstances that reduce or suppress INFLAMMATION.

Uses & manufacturing

UsesUse (kg; approx.) in Germany (2009): >25
Applications · 2 items

DescriptionMethylprednisolone aceponate (MPA) is a new potent topical corticosteroid. Chemically, it is a corticosteroid diester that penetrates the skin rapidly. It is rapidly metabolised and then conjugated, so although potent, it does not appear to cause serious local or systemic side effects. Clinical trials have shown that once daily use is sufficient to control most eczematous conditions and is also appropriate and effective in atopic dermatitis. MPA is effective in the treatment of facial and scalp eczema and sunburn and has shown promising results in the treatment of psoriasis. MPA is also suitable for use in children and infants. MPA is available in a wide range of formulations (0.1%) including creams, ointments, fat ointments, lotions and solutions depending on the patient's individual condition.

UsesMethylprednisolone aceponate used in treatment of seborrhoeic dermatitis includes topical treatments such as corticosteroids, antifungals, metronidazole and pimecrolimus.

Upstream & downstream products

Suppliers50 total

上海策嵘生物科技有限公司[email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
江苏艾康生物医药研发有限公司025-58851090 19370895928 · [email protected]

Additional notes

DefinitionChEBI: Methylprednisolone aceponate is a corticosteroid hormone.

Related reactions

2 records
New reaction record

Linked notes

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