Pinoresinol (Compound)

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ID	33
Name	Pinoresinol
Synonyms	(+)-Pinoresinol
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE000033 (Pinoresinol) 3D Structure for EE000033 (Pinoresinol) 73399 -OEChem-10181916033D 48 51 0 1 0 0 0 0 0999 V2000 -1.0631 -2.0583 0.3194 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0079 1.0567 1.1121 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8720 1.4305 1.0430 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6130 1.8984 -0.6629 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9514 -0.1631 -0.9626 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0691 -0.3697 0.0174 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5642 0.1643 -0.4158 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6781 -0.6807 -0.5010 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4936 -0.6886 0.4581 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4543 -0.2680 0.7569 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1353 -2.0920 -0.4681 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0713 1.4323 0.2452 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9492 -0.5460 0.0820 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9510 -0.2919 0.5581 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7538 0.3854 0.7403 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6050 0.8241 0.0333 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4928 -1.3455 -0.9248 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6838 -1.4299 0.8992 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0983 0.5174 0.3926 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9877 0.8022 -0.1499 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8373 -1.2138 -1.2723 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0664 -1.4520 0.7157 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6400 -0.2824 -0.6138 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7184 -0.3358 0.1913 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9305 2.7431 0.4880 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7476 1.9633 -2.0813 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0049 0.3620 -1.3995 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2550 -0.4868 -1.4124 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3781 -0.4494 1.5231 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2009 -0.9046 1.6144 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1438 -2.4254 -1.4735 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8330 -2.8196 -0.0444 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3338 2.1269 -0.4986 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8411 1.9534 0.8212 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3367 1.0118 1.5250 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0498 1.7157 -0.2464 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8855 -2.0707 -1.4592 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1877 -2.3064 1.3075 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2528 -1.8382 -2.0585 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6299 -2.3418 0.9831 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3671 0.4970 -0.3816 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3597 0.4966 -0.3161 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3084 2.7148 -0.5389 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9412 3.2111 0.5106 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6144 3.3418 1.0958 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7623 2.0082 -2.5561 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3067 1.1013 -2.4589 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2982 2.8741 -2.3317 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 1 11 1 0 0 0 0 2 10 1 0 0 0 0 2 12 1 0 0 0 0 3 19 1 0 0 0 0 3 25 1 0 0 0 0 4 20 1 0 0 0 0 4 26 1 0 0 0 0 5 23 1 0 0 0 0 5 41 1 0 0 0 0 6 24 1 0 0 0 0 6 42 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 7 12 1 0 0 0 0 7 27 1 0 0 0 0 8 10 1 0 0 0 0 8 11 1 0 0 0 0 8 28 1 0 0 0 0 9 13 1 0 0 0 0 9 29 1 0 0 0 0 10 14 1 0 0 0 0 10 30 1 0 0 0 0 11 31 1 0 0 0 0 11 32 1 0 0 0 0 12 33 1 0 0 0 0 12 34 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 15 35 1 0 0 0 0 16 20 1 0 0 0 0 16 36 1 0 0 0 0 17 21 2 0 0 0 0 17 37 1 0 0 0 0 18 22 2 0 0 0 0 18 38 1 0 0 0 0 19 23 2 0 0 0 0 20 24 2 0 0 0 0 21 23 1 0 0 0 0 21 39 1 0 0 0 0 22 24 1 0 0 0 0 22 40 1 0 0 0 0 25 43 1 0 0 0 0 25 44 1 0 0 0 0 25 45 1 0 0 0 0 26 46 1 0 0 0 0 26 47 1 0 0 0 0 26 48 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 73399 > <PUBCHEM_CONFORMER_RMSD> 0.8 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 5 19 18 10 15 2 6 9 12 21 4 7 14 20 16 3 22 17 11 8 13 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 32 1 -0.56 10 0.42 11 0.28 12 0.28 13 -0.14 14 -0.14 15 -0.15 16 -0.15 17 -0.15 18 -0.15 19 0.08 2 -0.56 20 0.08 21 -0.15 22 -0.15 23 0.08 24 0.08 25 0.28 26 0.28 3 -0.36 35 0.15 36 0.15 37 0.15 38 0.15 39 0.15 4 -0.36 40 0.15 41 0.45 42 0.45 5 -0.53 6 -0.53 9 0.42 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 5.2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 10 1 1 acceptor 1 2 acceptor 1 3 acceptor 1 4 acceptor 1 5 donor 1 6 donor 5 1 7 8 9 11 rings 5 2 7 8 10 12 rings 6 13 15 17 19 21 23 rings 6 14 16 18 20 22 24 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 26 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 4 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_DEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_UDEF_STEREO_COUNT> 0 > <PUBCHEM_ISOTOPIC_ATOM_COUNT> 0 > <PUBCHEM_COMPONENT_COUNT> 1 > <PUBCHEM_CACTVS_TAUTO_COUNT> 5 > <PUBCHEM_CONFORMER_ID> 00011EB700000001 > <PUBCHEM_MMFF94_ENERGY> 98.9369 > <PUBCHEM_FEATURE_SELFOVERLAP> 51.229 > <PUBCHEM_SHAPE_FINGERPRINT> 10 15 14851606617484656980 10554248 39 18268418054193539479 10638233 991 18336267928500561357 10906281 52 18339376205101653739 11315181 36 16988561329526524331 12166972 35 18059851809743543049 12236239 1 18410293618281584130 12730499 353 16298384648399153514 12788726 201 18131082502091183376 13167372 99 18409167671410027024 13533116 47 15936674988099755992 13782708 43 13614250256401166716 13785724 45 17762053242720645746 14251764 18 18411978053042302379 14528608 73 18342455988942471620 14790565 3 18410857667757423136 14856354 85 18272370906154393487 15048467 5 18040432230740724204 15183329 4 18411416211063608815 15840311 113 17822016414657189269 1601671 61 18202561756959182049 18681886 176 17703777155057677835 19489759 90 16415479350759370531 20281389 69 18413386536249094153 21033648 29 16878488116563027773 21150785 3 18261951950959663199 21236236 1 18411978027689444177 21267235 1 18131067178217322831 21709351 56 17917418840135232261 23081809 10 18410570699549098419 23402539 116 18130782356817192091 23522609 53 18339381702560202481 23559900 14 17630875191628462689 23569914 152 13537438185180560113 2838139 119 18342736321336815617 29717793 49 18272375270083752446 3004659 81 18410291403033533938 34797466 226 15357704058733937886 397830 11 15937272125312740993 4073 2 17895197752570789658 4340502 62 16515401867906108090 5104073 3 17822849909491333754 59755656 215 16702306745256723215 59755656 520 18260543438289993915 6327066 14 18124874557163793709 6328613 192 18408042930938664825 > <PUBCHEM_SHAPE_MULTIPOLES> 499.85 18.18 2.1 1.17 0.49 0.64 0.36 6.07 2.66 0.33 0.18 -0.29 0.25 -2.81 > <PUBCHEM_SHAPE_SELFOVERLAP> 1092.255 > <PUBCHEM_SHAPE_VOLUME> 275.2 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Lignans, neolignans and related compounds > Furanoid lignans
CAS number	487-36-5
PubChem ID	73399
ChEBI ID	40
FooDB ID	FDB002760
HMDB ID

Chemical data

MolDBi data

IUPAC Name	4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol
Traditional IUPAC Name	pinoresinol
Formula	C20H22O6
InChI	InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1
InChI Key	HGXBRUKMWQGOIE-AFHBHXEDSA-N
Molecular weight	358.3851
Exact mass	358.141638436
SMILES	[H][C@]12CO[C@H](C3=CC(OC)=C(O)C=C3)[C@@]1([H])CO[C@@H]2C1=CC(OC)=C(O)C=C1

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.
Kingdom	Organic compounds
Super Class	Lignans, neolignans and related compounds
Class	Furanoid lignans
Sub Class	Not Available
Direct Parent	Furanoid lignans
Alternative Parents	Furofuran lignans Methoxyphenols Phenoxy compounds Methoxybenzenes Furofurans Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Tetrahydrofurans Oxacyclic compounds Dialkyl ethers Hydrocarbon derivatives

Publications with Pinoresinol

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 Pinoresinol 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 Pinoresinol 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 Pinoresinol 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 Pinoresinol 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 Pinoresinol 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