3'-Methoxydaidzein , CAS No.21913-98-4

CAS: 21913-98-4 Cat. No.: M646336 Molecular Weight: 284.26 PubChem CID: 5319422

Synonyms

B0005-220938 | DTXSID30176328 | 3'-Methoxydaidzein | Q27134268 | SCHEMBL2069826 | 7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one | LMPK12050057 | CHEBI:65780 | HY-N1847 | 7,4'-dihydroxy-3'-methoxyisoflavone | 7-hydroxy-3-(4-hydroxy-3-methoxyphen

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

3'-Methoxydaidzein is a isoflavone and a Sodium Channel inhibitor. 3'-Methoxydaidzein inhibits subtypes NaV1.7, NaV1.8 and NaV1.3 with IC 50 of 181 nM, 397 nM, and 505 nM, respectively. 3'-Methoxydaidzein exerts analgesic activity by inhibiting voltage-gated sodium channels

IC50& Target:Nav1.3 505 nM (IC 50 ) Nav1.7 181 nM (IC 50 ) Nav1.8 397 nM (IC 50 )

Specifications

Synonyms

B0005-220938 | DTXSID30176328 | 3'-Methoxydaidzein | Q27134268 | SCHEMBL2069826 | 7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one | LMPK12050057 | CHEBI:65780 | HY-N1847 | 7, 4'-dihydroxy-3'-methoxyisoflavone | 7-hydroxy-3-(4-hydroxy-3-methoxyphen

Biochemical and Physiological Mechanisms

3'-Methoxydaidzein is a isoflavone and a Sodium Channel inhibitor. 3'-Methoxydaidzein inhibits subtypes NaV1.7, NaV1.8 and NaV1.3 with IC 50 of 181 nM, 397 nM, and 505 nM, respectively. 3'-Methoxydaidzein exerts analgesic activity by inhibiting voltage-ga

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.

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: COC1=C(C=CC(=C1)C2=COC3=C(C2=O)C=CC(=C3)O)O
• IUPAC Name: 7-hydroxy-3-(4-hydroxy-3-methoxyphenyl)chromen-4-one
• InChIKey: MUYAUELJBWQNDH-UHFFFAOYSA-N
• INCHI: 1S/C16H12O5/c1-20-15-6-9(2-5-13(15)18)12-8-21-14-7-10(17)3-4-11(14)16(12)19/h2-8,17-18H,1H3
• Isomeric SMILES: COC1=C(C=CC(=C1)C2=COC3=C(C2=O)C=CC(=C3)O)O
• PubChem CID: 5319422
• Molecular Weight: 284.26

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Isoflavonoids
      • Subclass O-methylated isoflavonoids
        • Level5 3'-O-methylated isoflavonoids
          • Level6 3'-O-methylisoflavones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Isoflavonoids
• Subclass: O-methylated isoflavonoids
• Intermediate Tree Nodes: 3'-O-methylated isoflavonoids
• Direct Parent: 3'-O-methylisoflavones
• Alternative Parents: Isoflavones Hydroxyisoflavonoids Chromones Methoxyphenols Phenoxy compounds Methoxybenzenes Anisoles Pyranones and derivatives Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3p-methoxyisoflavone - Hydroxyisoflavonoid - Isoflavone - Chromone - Benzopyran - Methoxyphenol - 1-benzopyran - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Pyranone - Monocyclic benzene moiety - Pyran - Benzenoid - Heteroaromatic compound - Organoheterocyclic compound - Oxacycle - Ether - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 3'-o-methylisoflavones. These are flavones with methoxy groups attached to the C2' atom of the isoflavone backbone.
• External Descriptors: Isoflavonoids

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)

MCF7 (126967 Activities)

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T47D (39041 Activities)

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Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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BV-2 (3710 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 284.260 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 284.068 Da
• Monoisotopic Mass: 284.068 Da
• Topological Polar Surface Area: 76.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 432.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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

References

1. Jie Yuan, Chongyong Gao, Wang Xin, Fanlin Meng, Hong Zhang.  (2025)  Screening and validation of 3’-Methoxydaidzein as a therapeutic agent in ulcerative colitis based on disulfidptosis-associated molecular clusters.  PLoS One,  20  (6): (e0324586).  [PMID:40478904] [10.1371/journal.pone.0324586]