Matairesinol is one of the principle lignands present in dietary fiber. Metabolized by enteric bacteria to enterolactone and enterodiol. Matairesinol displays an inverse association between serum enterolactone levels and serum isoprostane levels. This implies a protective effect against oxidative injury. Matairesinol is an inhibitor of Mdr-1.

Specifications

Synonyms

Specifications & Purity

≥98%

Storage

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.

Purity

≥98%

Product Properties

pKa	pKa: 10.02

Names and Identifiers

Pubchem Sid	504756810
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504756810
Canonical Smiles	COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)O
IUPAC Name	(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
InChIKey	MATGKVZWFZHCLI-LSDHHAIUSA-N
INCHI	1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1
Isomeric SMILES	COC1=C(C=CC(=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)O
WGK Germany	3
Molecular Weight	358.39
Beilstein	7826317
Reaxy-Rn	93882
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=93882&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

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📊 Datasheet

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lignans, neolignans and related compounds
  - Class Furanoid lignans
    - Subclass Tetrahydrofuran lignans
      - Level5 9,9'-epoxylignans
        Level6 Dibenzylbutyrolactone lignans

Kingdom	Organic compounds
Superclass	Lignans, neolignans and related compounds
Class	Furanoid lignans
Subclass	Tetrahydrofuran lignans
Intermediate Tree Nodes	9,9'-epoxylignans
Direct Parent	Dibenzylbutyrolactone lignans
Alternative Parents	Lignan lactones Methoxyphenols Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Gamma butyrolactones Tetrahydrofurans Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework	Aromatic heteromonocyclic compounds
Substituents	Dibenzylbutyrolactone - Lignan lactone - Methoxyphenol - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Monocyclic benzene moiety - Benzenoid - Gamma butyrolactone - Tetrahydrofuran - Carboxylic acid ester - Lactone - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Ether - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety.
External Descriptors	Lignans
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

3D Structure

Associated Targets(Human)

SHBG Tchem Sex hormone-binding globulin (1 Activities)

Discover Target: SHBG

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

HL-60 (67320 Activities)

Lot Number	Certificate Type	Date	Item
A2623123	Certificate of Analysis	Jan 31, 2026	M332694
K2221067	Certificate of Analysis	Sep 24, 2025	M332694
K2221068	Certificate of Analysis	Sep 24, 2025	M332694
K2221086	Certificate of Analysis	Sep 24, 2025	M332694
C2504084	Certificate of Analysis	Sep 16, 2022	M332694
L2418190	Certificate of Analysis	Sep 16, 2022	M332694

Solubility	Soluble in water (0.25 mg/ml) at 25° C, ethanol (2 mg/ml), DMSO (30 mg/ml), DMSO:PBS(PH7.2)(1:4) (0.25 mg/ml), and DMF (30 mg/ml).
Sensitivity	Moisture sensitive
Refractive Index	n20D1.61
Boil Point(°C)	~593.0° C at 760 mmHg (Predicted)
Melt Point(°C)	225.16° C (Predicted)
Molecular Weight	358.400 g/mol
XLogP3	3.300
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Exact Mass	358.142 Da
Monoisotopic Mass	358.142 Da
Topological Polar Surface Area	85.200 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	469.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
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

Matairesinol - ≥98% , CAS No.580-72-3

Why this grade

Storage & shipping

Quality documents

Literature proof

Overview

Specifications

Documentation

📋 Safety Data Sheet (SDS)

✅ Certificate of Analysis (COA)

📊 Datasheet

🔬 Specification Sheet

Advanced Data

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