Methoxy-X04 - ≥97% , CAS No.863918-78-9

CAS: 863918-78-9 Cat. No.: M276110 Molecular Weight: 344.4

GRADE & PURITY ≥97%

Synonyms

2,5-Bis(2-(4-hydroxyphenyl)vinyl)anisole | 4,4'-[(2-methoxy-1,4-phenylene)di-(1E)-2,1-ethenediyl]bis-pheno

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Description：

Methoxy-X04 is a brain-permeable fluorescent probe for amyloid-β (Aβ) to detect and quantify plaques, tangles, and cerebrovascular amyloid.1 It displays high in vitro binding affinity (Ki = 26.8 nM) for fibrillar β-sheet deposits and is used to image Aβ plaques in the brains of living APP/PS1 mice, a transgenic model of familial Alzheimer's disease.1,2 For in vivo imaging, APP/PS1 mice were injected with methoxy-X04 at a dose of 10 mg/kg, i.p., 24 hours prior to two-photon imaging.2 Methoxy-X04 displays an excitation peak at 750 nm with emission between 460 and 500 nm.2

Specifications

Synonyms

2, 5-Bis(2-(4-hydroxyphenyl)vinyl)anisole | 4, 4'-[(2-methoxy-1, 4-phenylene)di-(1E)-2, 1-ethenediyl]bis-pheno

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Blood-brain barrier permeable amyloid β fluorescent marker. Blue fluorophore. Derivative of Congo Red and Chrysamine G. Selectively binds fibrillar β-sheet deposits with high affinity (K i = 26.8 nM).

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.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504768014
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768014
• Canonical Smiles: COC1=C(C=CC(=C1)C=CC2=CC=C(C=C2)O)C=CC3=CC=C(C=C3)O
• IUPAC Name: 4-[(E)-2-[4-[(E)-2-(4-hydroxyphenyl)ethenyl]-3-methoxyphenyl]ethenyl]phenol
• InChIKey: FGYNZFHVGOFCMD-KHVHPYDTSA-N
• INCHI: 1S/C23H20O3/c1-26-23-16-19(3-2-17-6-12-21(24)13-7-17)5-11-20(23)10-4-18-8-14-22(25)15-9-18/h2-16,24-25H,1H3/b3-2+,10-4+
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C2=CC=C(C=C2)O)/C=C/C3=CC=C(C=C3)O
• Molecular Weight: 344.4
• Reaxy-Rn: 18678256
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=18678256&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Stilbenes

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Stilbenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Stilbenes
• Alternative Parents: Styrenes Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Stilbene - Phenoxy compound - Anisole - Methoxybenzene - Styrene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Benzenoid - Monocyclic benzene moiety - Ether - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
• 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(Human)

APP Tclin Amyloid-beta A4 protein (1 Activities)

Discover Target: APP

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAPT Tclin Microtubule-associated protein tau (2 Activities)

Discover Target: MAPT

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

APP Tclin Amyloid-beta A4 protein (8510 Activities)

Discover Target: APP

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

Associated Targets(non-human)

Mus musculus (284745 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO to 100 mM and in ethanol to 20 mM
• Molecular Weight: 344.400 g/mol
• XLogP3: 5.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 344.141 Da
• Monoisotopic Mass: 344.141 Da
• Topological Polar Surface Area: 49.700 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 456.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1