MAP4343 - ≥98% , CAS No.511-26-2

CAS: 511-26-2 Cat. No.: M647819 Formula: C₂₂H₃₄O₂ Molecular Weight: 330.50 PubChem CID: 233254

GRADE & PURITY ≥98%

Synonyms

Pregnenolone methyl ether|1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone|Pregn-5-en-20-one, 3-methoxy-, (3.beta.)-|3.BETA.-METHOXYPREGNENOLONE|Pregn-5-en-20-one, 3-methoxy-, (3beta)-|MAP4343|MAP-4343|Pregn-5-en-20-one, 3.beta.-methoxy-|3beta-Methoxy-5-pregnen-20-one|1-[(1S,3aS,3bS,7S,9aR,9bS,11aS)-7-methoxy-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethan-1-one|Pregnenolone methyl ether [MI]|3.BETA.-METHOXY-5-PREGNEN-20-ONE|Pregnenolone 3-methyl ether|(3beta)-3-Methoxypregn-5-en-20-one|1-[(3S,8S,9S,10R,13S,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

MAP4343 is the 3-methylether derivative of Pregnenolone. MAP4343 binds in vitro to microtubule-associated protein 2 (MAP2), stimulates the polymerization of tubulin, enhances the extension of neurites and protects neurons against neurotoxic agents.

In Vitro

MAP4343 (40 μM; 15 or 30 min) stimulates microtubule polymerization in vitro. MAP4343 (30 μM; 2-8 d) stimulates nerve growth factor (NGF)-induced neurite outgrowth in PC12 cells. MAP4343 (20 μM; 1 h) protects against microtubule depolymerization induced by Nocodazole in PC12 cellsMCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

MAP4343 (12 mg/kg; daily s.c. for 28 d) improves the recovery of locomotor function after spinal cord injury (SCI) in rats. MAP4343 (4 mg/kg; daily s.c. for 6 d) increases MAP2 levels in spinal cord after SCI in rats. MAP4343 (4 mg/kg; daily s.c. for 6 d) increases the size of lumbar spinal motoneurons' dendrite arbours after SCI in rats. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Adult Sprague-Dawley male rats with spinal cord injuryDosage: 12 mg/kg Administration: Daily s.c. for 28 days Result: Increased the number of animals able to walk with weight-supported plantar steps. Showed forelimb-hindlimb coordination at the end of the study.

Form:Solid

Specifications

Synonyms

Pregnenolone methyl ether | 1-[(3S,8S,9S,10R,13R,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11, 12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone | Pregn-5-en-20-one, 3-methoxy-, (3.beta.)- | 3.BETA.-METHOXYPREGNENOLONE | Pregn-5-en-20-one, 3-methoxy-, (3beta)- | MAP4343 | MAP-4343 | Pregn-5-en-20-one, 3.beta.-metho Show more

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

MAP4343 is the 3-methylether derivative of Pregnenolone. MAP4343 binds in vitro to microtubule-associated protein 2 (MAP2), stimulates the polymerization of tubulin, enhances the extension of neurites and protects neurons against neurotoxic agents

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

Canonical Smiles

CC(=O)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC)C)C

IUPAC Name

1-[(3S,8S,9S,10R,13S,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

InChIKey

ZVGQOQHAMHMMNE-BIBIXIOVSA-N

INCHI

1S/C22H34O2/c1-14(23)18-7-8-19-17-6-5-15-13-16(24-4)9-11-21(15,2)20(17)10-12-22(18,19)3/h5,16-20H,6-13H2,1-4H3/t16-,17-,18+,19-,20-,21-,22+/m0/s1

Isomeric SMILES

CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC)C)C

Alternate CAS

511-26-2

PubChem CID

233254

NSC Number

31617

Molecular Weight

330.50

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: Pregnane steroids
• Alternative Parents: 20-oxosteroids Delta-5-steroids Ketones Dialkyl ethers Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Pregnane-skeleton - 20-oxosteroid - Oxosteroid - Delta-5-steroid - Ketone - Ether - Dialkyl ether - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton.
• 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

Chemical and Physical Properties

• Solubility: DMSO : 25 mg/mL (75.64 mM; Need ultrasonic)
• Molecular Weight: 330.500 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 330.256 Da
• Monoisotopic Mass: 330.256 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 564.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• 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

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 511-26-2, the molecular formula is C22H34O2, and the molecular weight is 330.50 g/mol. InChIKey ZVGQOQHAMHMMNE-BIBIXIOVSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.