Methylprednisolone Aceponate（MPA） - Moligand™, ≥98% , CAS No.86401-95-8

CAS: 86401-95-8 Cat. No.: M646956 Molecular Weight: 472.57 EC Number: 658-084-5

GRADE & PURITY Moligand™, ≥98%

Synonyms

Aceponate de methylprednisolone [French] | NCGC00510142-01 | Advantan | SH-440 | ZK 91588 | SH440 | SH 440 | MPA | [(6s,8r,9r,10s,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]phe

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Methylprednisolone aceponate (ZK 91588) is a glucocorticoid and anti-inflammatory agent with weak systemic effects. Methylprednisolone aceponate is a selective glucocorticoid receptor Ligand.Methylprednisolone aceponate can be used for research of eczema and other inflammatory skin disorders .

In Vitro

Methylprednisolone aceponate inhibits collagenase promoter activity (in HeLa cells), LPS-induced IL-12p40 secretion (in human PBMCs) and phytohemagglutinin-induced IFN-γ secretion (in human PBMCs) with IC 50 s of 9.3, 16.8, 15.2 nM. Methylprednisolone aceponate induces MMTV promoter and TAT activities with EC 50 s of 21.8 and 20.5 nM respectively. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Methylprednisolone aceponate (topically applied, 50 μL,，Coroton oil-induced Evan blue edema) shows anti-inflammatory effect with an IC 50 of 0.0015%, with low systemic side effect . Methylprednisolone aceponate (0.0001%-0.1%, topically applied) inhibits oedema formation with ED 50 of 0.002% in irritant contact dermatitis in mice and rat. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Irritant contact dermatitis mice and ratDosage: 0.0001%-0.1% Administration: Topically applied, 10 µL for mice and 20 µL for rats. Result: Significantly inhibited ear inflammation.

Specifications

Synonyms

Aceponate de methylprednisolone [French] | NCGC00510142-01 | Advantan | SH-440 | ZK 91588 | SH440 | SH 440 | MPA | [(6s, 8r, 9r, 10s, 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]phe

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Methylprednisolone aceponate (ZK 91588) is a glucocorticoid and anti-inflammatory agent with weak systemic effects. Methylprednisolone aceponate is a selective glucocorticoid receptor Ligand.Methylprednisolone aceponate can be used for research of eczema

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCC(=O)O[C@@]1(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@]12C)C(=O)COC(C)=O
• IUPAC Name: [(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
• InChIKey: DALKLAYLIPSCQL-YPYQNWSCSA-N
• INCHI: 1S/C27H36O7/c1-6-23(32)34-27(22(31)14-33-16(3)28)10-8-19-18-11-15(2)20-12-17(29)7-9-25(20,4)24(18)21(30)13-26(19,27)5/h7,9,12,15,18-19,21,24,30H,6,8,10-11,13-14H2,1-5H3/t15-,18-,19-,21-,24+,25-,26-,27-/m0/s1
• Isomeric SMILES: CCC(=O)O[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2C[C@@H](C4=CC(=O)C=C[C@]34C)C)O)C)C(=O)COC(=O)C
• Molecular Weight: 472.57

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Pregnane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Pregnane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Gluco/mineralocorticoids, progestogins and derivatives
• Alternative Parents: Steroid esters 20-oxosteroids 3-oxo delta-1,4-steroids 11-beta-hydroxysteroids Delta-1,4-steroids Alpha-acyloxy ketones Dicarboxylic acids and derivatives Secondary alcohols Cyclic ketones Cyclic alcohols and derivatives Carboxylic acid esters Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Progestogin-skeleton - Steroid ester - 20-oxosteroid - 3-oxo-delta-1,4-steroid - 3-oxosteroid - 11-hydroxysteroid - 11-beta-hydroxysteroid - Oxosteroid - Hydroxysteroid - Delta-1,4-steroid - Alpha-acyloxy ketone - Dicarboxylic acid or derivatives - Cyclic alcohol - Carboxylic acid ester - Cyclic ketone - Secondary alcohol - Ketone - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organic oxide - Alcohol - Organooxygen compound - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Molecular Weight: 472.600 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 472.246 Da
• Monoisotopic Mass: 472.246 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 979.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1