Matairesinoside - Moligand™,≥98% , CAS No.23202-85-9

CAS: 23202-85-9 Cat. No.: M664445 Molecular Weight: 520.53 EC Number: 882-545-1

GRADE & PURITY Moligand™, ≥98%

Synonyms

(3R,4R)-4-(4-Hydroxy-3-methoxybenzyl)-3-(3-methoxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)dihydrofuran-2(3H)-one

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Matairesinoside is a lignan isolated from the bark of Japanese benzoin (Styrax japonica S. et Z). It possesses antibacterial and antioxidant properties and can act as an inhibitor of viral and cell fusion. Studies have shown that Matairesinoside is a potent inhibitor of ANO1, a target involved in the progression of lung cancer. Molecular simulation and site-directed mutagenesis experiments have confirmed its targeting effect. Matairesinoside significantly inhibits the proliferation, migration, and invasion of lung cancer cells and induces apoptosis.

Specifications

Synonyms

(3R, 4R)-4-(4-Hydroxy-3-methoxybenzyl)-3-(3-methoxy-4-(((2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzyl)dihydrofuran-2(3H)-one

Specifications & Purity

Moligand™, ≥98%

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O
• IUPAC Name: (3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
• InChIKey: AAGCATAPYOEULE-LHHMAMHXSA-N
• INCHI: 1S/C26H32O11/c1-33-19-9-13(3-5-17(19)28)7-15-12-35-25(32)16(15)8-14-4-6-18(20(10-14)34-2)36-26-24(31)23(30)22(29)21(11-27)37-26/h3-6,9-10,15-16,21-24,26-31H,7-8,11-12H2,1-2H3/t15-,16+,21+,22+,23-,24+,26+/m0/s1
• Isomeric SMILES: COC1=C(C=CC(=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O
• Alternate CAS: 23202-85-9
• Molecular Weight: 520.53

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lignans, neolignans and related compounds
    • Class Lignan glycosides

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• Class: Lignan glycosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Lignan glycosides
• Alternative Parents: Dibenzylbutyrolactone lignans Lignan lactones Phenolic glycosides Fatty acyl glycosides of mono- and disaccharides Alkyl glycosides O-glycosyl compounds Methoxyphenols Anisoles Phenoxy compounds Methoxybenzenes 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Oxanes Gamma butyrolactones Monosaccharides Tetrahydrofurans Carboxylic acid esters Secondary alcohols Acetals Oxacyclic compounds Polyols Monocarboxylic acids and derivatives Hydrocarbon derivatives Carbonyl compounds Primary alcohols Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Lignan glycoside - Dibenzylbutyrolactone - Lignan lactone - Tetrahydrofuran lignan - 9,9p-epoxylignan - Furanoid lignan - Phenolic glycoside - Fatty acyl glycoside of mono- or disaccharide - Fatty acyl glycoside - Alkyl glycoside - Glycosyl compound - O-glycosyl compound - Methoxyphenol - Phenol ether - Phenoxy compound - Methoxybenzene - Anisole - Phenol - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Fatty acyl - Gamma butyrolactone - Benzenoid - Monosaccharide - Oxane - Tetrahydrofuran - Secondary alcohol - Lactone - Carboxylic acid ester - Polyol - Monocarboxylic acid or derivatives - Acetal - Carboxylic acid derivative - Oxacycle - Ether - Organoheterocyclic compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Primary alcohol - Alcohol - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.
• 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)

H9 (1832 Activities)

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Associated Targets(non-human)

Human immunodeficiency virus 1 (70413 Activities)

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RAW264.7 (28094 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Molecular Weight: 520.500 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 9
• Exact Mass: 520.194 Da
• Monoisotopic Mass: 520.194 Da
• Topological Polar Surface Area: 164.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 737.000
• 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