Matairesinol (Compound)

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ID	35
Name	Matairesinol
Synonyms	(-)-Matairesinol
Structure	MOL SDF PDB SMILES InChI Structure for EE000035 (Matairesinol) 3D Structure for EE000035 (Matairesinol) Mrv1652309272007272D 26 28 0 0 0 0 999 V2000 10001.1293 9998.5131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10002.557510000.9863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10001.706410001.4768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10003.985710000.1620 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9998.8698 9998.5131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9997.442010000.9863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9998.155910001.3965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9996.014210000.1620 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9998.5629 9999.9514 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10000.011010000.1901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9999.3436 9999.7051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9999.5985 9998.9205 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10000.4235 9998.9205 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10000.6784 9999.7051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9997.441910000.1620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9996.7275 9999.7495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9996.7275 9998.9244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9997.4419 9998.5119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9998.1564 9998.9244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9998.1564 9999.7495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10003.2727 9999.7495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10002.558310000.1619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10001.8437 9999.7493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10001.8437 9998.9244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10002.5582 9998.5119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10003.2727 9998.9244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2 3 1 0 0 0 0 6 7 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 10 11 1 0 0 0 0 10 14 1 0 0 0 0 13 1 1 6 0 0 0 12 5 1 1 0 0 0 11 9 2 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 20 15 1 0 0 0 0 21 22 2 0 0 0 0 22 23 1 0 0 0 0 23 24 2 0 0 0 0 24 25 1 0 0 0 0 25 26 2 0 0 0 0 26 21 1 0 0 0 0 1 24 1 0 0 0 0 22 2 1 0 0 0 0 21 4 1 0 0 0 0 5 19 1 0 0 0 0 15 6 1 0 0 0 0 16 8 1 0 0 0 0 M END > <DATABASE_ID> EE000035 > <DATABASE_NAME> test > <SMILES> COC1=C(O)C=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC(OC)=C(O)C=C2)=C1 > <INCHI_IDENTIFIER> 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 > <INCHI_KEY> MATGKVZWFZHCLI-LSDHHAIUSA-N > <FORMULA> C20H22O6 > <MOLECULAR_WEIGHT> 358.3851 > <EXACT_MASS> 358.141638436 > <JCHEM_ACCEPTOR_COUNT> 5 > <JCHEM_ATOM_COUNT> 48 > <JCHEM_AVERAGE_POLARIZABILITY> 36.8600588964603 > <JCHEM_BIOAVAILABILITY> 1 > <JCHEM_DONOR_COUNT> 2 > <JCHEM_FORMAL_CHARGE> 0 > <JCHEM_GHOSE_FILTER> 1 > <JCHEM_IUPAC> (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one > <ALOGPS_LOGP> 2.79 > <JCHEM_LOGP> 3.2917825110000005 > <ALOGPS_LOGS> -4.47 > <JCHEM_MDDR_LIKE_RULE> 1 > <JCHEM_NUMBER_OF_RINGS> 3 > <JCHEM_PHYSIOLOGICAL_CHARGE> 0 > <JCHEM_PKA> 10.246760875760991 > <JCHEM_PKA_STRONGEST_ACIDIC> 9.644700805894656 > <JCHEM_PKA_STRONGEST_BASIC> -4.5896887507776425 > <JCHEM_POLAR_SURFACE_AREA> 85.22000000000001 > <JCHEM_REFRACTIVITY> 95.6344 > <JCHEM_ROTATABLE_BOND_COUNT> 6 > <JCHEM_RULE_OF_FIVE> 1 > <ALOGPS_SOLUBILITY> 1.21e-02 g/l > <JCHEM_TRADITIONAL_IUPAC> matairesinol > <JCHEM_VEBER_RULE> 0 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9'-epoxylignans > Dibenzylbutyrolactone lignans
CAS number	580-72-3
PubChem ID	119205
ChEBI ID	6698
FooDB ID	FDB014417
HMDB ID	HMDB0035698

Chemical data

MolDBi data

IUPAC Name	(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Traditional IUPAC Name	matairesinol
Formula	C20H22O6
InChI	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
InChI Key	MATGKVZWFZHCLI-LSDHHAIUSA-N
Molecular weight	358.3851
Exact mass	358.141638436
SMILES	[H][C@]1(CC2=CC=C(O)C(OC)=C2)COC(=O)[C@]1([H])CC1=CC=C(O)C(OC)=C1

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety.
Kingdom	Organic compounds
Super Class	Lignans, neolignans and related compounds
Class	Furanoid lignans
Sub Class	Tetrahydrofuran lignans
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

Publications with Matairesinol

ID	Title	First author	Authors	Year	Journal	Volume	Issue	Pages	PubMed ID	DOI	Study design	No. of Biomarkers	No. of Intake values	No. of Concentration values	No. of Reproducibility values	No. of Correlation values	No. of Metabolomic associations	No. of Microbiota associations	No. of Cancer associations

Biomarker data

Measurements of Matairesinol in biospecimens

Concentration values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Reproducibility values

ID	Excretion ID	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Arithmetic mean	Geometric mean	Median	Unit	Adjusted on	Reproducibility size	ICC	ICC 95% CI lower	ICC 95% CI upper	CV% WS	CV% BS	VAR WS	VAR BS	Publication

Associations of Matairesinol with exposures

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

Metabolomic associations

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	Intake Assessment method	Intake	Intervention dose	Biospecimen	Analytical method	Biomarker	Structural identification	Feature selection	Area under curve	Sensitivity	Specificity	PLS-DA VIP	Beta coefficient	Beta coefficient p-value	ANOVA p-value	Publication

Microbiota associations

ID	Biomarker	Experimental evidence	Organism	Biospecimen	Antibiotic	Bacterial source	Substrate	Publication

Associations of Matairesinol with cancer risk

Cancer associations

ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	No. of cases	No. of controls	Biospecimen	Analytical method	Biomarker	Biomarker detail	Cancer	Study design	Publication

Exposure data

Measurements of Matairesinol exposures in populations

Intake values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Intake Time definition	Intake assessment tool	Intake food coverage	Intake time coverage	Intake Assessment method	Intake	Intake detail	Food description	Supplement intakes included?	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Associations of Matairesinol exposures with biomarkers

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication