Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 21:16:40 UTC

Update Date

2021-09-22 21:16:40 UTC

HMDB ID

HMDB0301808

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+)-Pinoresinolin

Description

(+)-pinoresinolin is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety (+)-pinoresinolin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-pinoresinolin can be found in burdock, which makes (+)-pinoresinolin a potential biomarker for the consumption of this food product.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 02241212132D          

 27 30  0  0  0  0            999 V2000
    1.0312    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1747    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5267    1.4336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    1.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3977    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161    0.8276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4512    0.4530    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3221   -0.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327    0.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007    0.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152    0.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3297    0.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3297   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    0.8275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0442   -0.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152   -1.6475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2 11  1  6  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 16 11  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 12 16  1  0  0  0  0
 13 24  1  6  0  0  0
  5 17  1  0  0  0  0
 18 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0301808
     RDKit          3D
(+)-Pinoresinolin
 49 52  0  0  0  0  0  0  0  0999 V2000
   -5.9898    1.5619   -1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4250    0.4930   -0.7839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6251   -0.2487    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649   -0.0467    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4921   -0.8069    1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435   -0.6479    1.2401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677    0.3210    0.6075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7350    1.1726    1.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    1.4028    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9682    0.0042    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9774   -0.0373   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3022    0.4767   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5926    1.8151    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874    2.1883    0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9146    1.2846    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2142    1.7063    0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -0.0696    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6591   -0.9793    0.5032 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269   -2.3590    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314   -0.4425    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3348    0.6690   -1.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0108    0.2725   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2834   -0.4024   -0.1620 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1634   -1.8291    1.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936   -2.0662    1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2355   -1.2739    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5850   -1.5319    0.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2540    1.1692   -2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8676    1.9813   -2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134    2.3781   -1.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8235    0.7496   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036    0.9879   -0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    2.0106    0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1438    1.8455    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -0.6608    1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150   -1.0958   -0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8222    2.5633   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1668    3.2452    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9212    0.9920    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8428   -2.5495   -0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2184   -3.0040    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788   -2.6672    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437   -1.5143   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -0.4214   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.1780   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4130   -1.4797   -0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -2.4354    2.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9903   -2.8671    2.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2287   -1.0321    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23  7  1  0
 23 10  1  0
 20 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  7 32  1  6
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  6
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END

  Mrv0541 02241212132D          

 27 30  0  0  0  0            999 V2000
    1.0312    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0312   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1747    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5267    1.4336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3416    1.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3977    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161    0.8276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4512    0.4530    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3221   -0.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072   -0.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327    0.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007    0.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152    0.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3297    0.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3297   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    0.8275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0442   -0.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152   -1.6475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007   -2.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2 11  1  6  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 16 11  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 12 16  1  0  0  0  0
 13 24  1  6  0  0  0
  5 17  1  0  0  0  0
 18 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301808

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O[C@H]2OCC3[C@@H]2COC3C2=CC(OC)=C(O)C=C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O7/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)27-12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13?,14-,19?,20+/m0/s1

> <INCHI_KEY>
IABRXERCCIPDNL-IAEFTCJHSA-N

> <FORMULA>
C20H22O7

> <MOLECULAR_WEIGHT>
374.3845

> <EXACT_MASS>
374.136553058

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
38.69460907430382

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(3aR,4R)-4-(4-hydroxy-3-methoxyphenoxy)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
2.568618728333332

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.432847690992746

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.75551043938018

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8276857252946193

> <JCHEM_POLAR_SURFACE_AREA>
86.61000000000001

> <JCHEM_REFRACTIVITY>
95.90040000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3aR,4R)-4-(4-hydroxy-3-methoxyphenoxy)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301808
     RDKit          3D
(+)-Pinoresinolin
 49 52  0  0  0  0  0  0  0  0999 V2000
   -5.9898    1.5619   -1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4250    0.4930   -0.7839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6251   -0.2487    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649   -0.0467    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4921   -0.8069    1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435   -0.6479    1.2401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677    0.3210    0.6075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7350    1.1726    1.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    1.4028    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9682    0.0042    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9774   -0.0373   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3022    0.4767   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5926    1.8151    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874    2.1883    0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9146    1.2846    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2142    1.7063    0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -0.0696    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6591   -0.9793    0.5032 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269   -2.3590    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314   -0.4425    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3348    0.6690   -1.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0108    0.2725   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2834   -0.4024   -0.1620 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1634   -1.8291    1.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936   -2.0662    1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2355   -1.2739    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5850   -1.5319    0.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2540    1.1692   -2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8676    1.9813   -2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134    2.3781   -1.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8235    0.7496   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036    0.9879   -0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    2.0106    0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1438    1.8455    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -0.6608    1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150   -1.0958   -0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8222    2.5633   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1668    3.2452    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9212    0.9920    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8428   -2.5495   -0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2184   -3.0040    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788   -2.6672    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437   -1.5143   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -0.4214   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.1780   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4130   -1.4797   -0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -2.4354    2.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9903   -2.8671    2.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2287   -1.0321    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23  7  1  0
 23 10  1  0
 20 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  7 32  1  6
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  6
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.925   1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.591   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.591  -1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.925  -1.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.259  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.259   0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.592   1.155   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.926   0.385   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.983   2.676   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.504   2.917   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.742   1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.203   1.545   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.576   0.846   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.335  -0.675   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.813  -0.916   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.114   0.456   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.592  -1.925   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -7.281   0.775   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.615   1.545   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.949   0.775   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.949  -0.765   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.615  -1.535   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.281  -0.765   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.948   1.545   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0     -11.283  -1.535   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -8.615  -3.075   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -7.281  -3.845   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9   10   11                                                       
CONECT   10    9   12                                                       
CONECT   11    2    9   16                                                  
CONECT   12   10   13   16                                                  
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   11   15   12                                                  
CONECT   17    5                                                            
CONECT   18   19   23   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   26                                                  
CONECT   23   18   22                                                       
CONECT   24   13   18                                                       
CONECT   25   21                                                            
CONECT   26   22   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0301808
HETATM    1  C1  UNL     1      -5.990   1.562  -1.585  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.425   0.493  -0.784  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.625  -0.249   0.043  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.265  -0.047   0.207  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.492  -0.807   1.043  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.144  -0.648   1.240  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.368   0.321   0.608  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.735   1.173   1.517  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.549   1.403   1.028  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.968   0.004   0.632  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.977  -0.037  -0.470  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.302   0.477  -0.147  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.593   1.815   0.000  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.887   2.188   0.309  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.915   1.285   0.479  1.00  0.00           C  
HETATM   16  O4  UNL     1       7.214   1.706   0.792  1.00  0.00           O  
HETATM   17  C13 UNL     1       5.617  -0.070   0.330  1.00  0.00           C  
HETATM   18  O5  UNL     1       6.659  -0.979   0.503  1.00  0.00           O  
HETATM   19  C14 UNL     1       6.327  -2.359   0.344  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.331  -0.443   0.023  1.00  0.00           C  
HETATM   21  O6  UNL     1       1.335   0.669  -1.481  1.00  0.00           O  
HETATM   22  C16 UNL     1       0.011   0.272  -1.474  1.00  0.00           C  
HETATM   23  C17 UNL     1      -0.283  -0.402  -0.162  1.00  0.00           C  
HETATM   24  C18 UNL     1      -4.163  -1.829   1.746  1.00  0.00           C  
HETATM   25  C19 UNL     1      -5.494  -2.066   1.620  1.00  0.00           C  
HETATM   26  C20 UNL     1      -6.235  -1.274   0.764  1.00  0.00           C  
HETATM   27  O7  UNL     1      -7.585  -1.532   0.650  1.00  0.00           O  
HETATM   28  H1  UNL     1      -5.254   1.169  -2.315  1.00  0.00           H  
HETATM   29  H2  UNL     1      -6.868   1.981  -2.115  1.00  0.00           H  
HETATM   30  H3  UNL     1      -5.513   2.378  -1.039  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.823   0.750  -0.361  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.904   0.988  -0.094  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.507   2.011   0.090  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.144   1.845   1.823  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.157  -0.661   1.471  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.015  -1.096  -0.828  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.822   2.563  -0.124  1.00  0.00           H  
HETATM   38  H11 UNL     1       5.167   3.245   0.436  1.00  0.00           H  
HETATM   39  H12 UNL     1       7.921   0.992   0.904  1.00  0.00           H  
HETATM   40  H13 UNL     1       5.843  -2.549  -0.624  1.00  0.00           H  
HETATM   41  H14 UNL     1       7.218  -3.004   0.500  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.579  -2.667   1.130  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.144  -1.514  -0.085  1.00  0.00           H  
HETATM   44  H17 UNL     1      -0.205  -0.421  -2.332  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.627   1.178  -1.589  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.413  -1.480  -0.216  1.00  0.00           H  
HETATM   47  H20 UNL     1      -3.571  -2.435   2.407  1.00  0.00           H  
HETATM   48  H21 UNL     1      -5.990  -2.867   2.178  1.00  0.00           H  
HETATM   49  H22 UNL     1      -8.229  -1.032   0.067  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   31
CONECT    5    6   24   24
CONECT    6    7
CONECT    7    8   23   32
CONECT    8    9
CONECT    9   10   33   34
CONECT   10   11   23   35
CONECT   11   12   21   36
CONECT   12   13   13   20
CONECT   13   14   37
CONECT   14   15   15   38
CONECT   15   16   17
CONECT   16   39
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   40   41   42
CONECT   20   43
CONECT   21   22
CONECT   22   23   44   45
CONECT   23   46
CONECT   24   25   47
CONECT   25   26   26   48
CONECT   26   27
CONECT   27   49
END

HMDB0301808
     RDKit          3D
(+)-Pinoresinolin
 49 52  0  0  0  0  0  0  0  0999 V2000
   -5.9898    1.5619   -1.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4250    0.4930   -0.7839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6251   -0.2487    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649   -0.0467    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4921   -0.8069    1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435   -0.6479    1.2401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677    0.3210    0.6075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7350    1.1726    1.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    1.4028    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9682    0.0042    0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9774   -0.0373   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3022    0.4767   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5926    1.8151    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874    2.1883    0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9146    1.2846    0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2142    1.7063    0.7924 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -0.0696    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6591   -0.9793    0.5032 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269   -2.3590    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314   -0.4425    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3348    0.6690   -1.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0108    0.2725   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2834   -0.4024   -0.1620 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1634   -1.8291    1.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936   -2.0662    1.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2355   -1.2739    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5850   -1.5319    0.6504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2540    1.1692   -2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8676    1.9813   -2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134    2.3781   -1.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8235    0.7496   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036    0.9879   -0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066    2.0106    0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1438    1.8455    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -0.6608    1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150   -1.0958   -0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8222    2.5633   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1668    3.2452    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9212    0.9920    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8428   -2.5495   -0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2184   -3.0040    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788   -2.6672    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437   -1.5143   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -0.4214   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.1780   -1.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4130   -1.4797   -0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -2.4354    2.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9903   -2.8671    2.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2287   -1.0321    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23  7  1  0
 23 10  1  0
 20 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  7 32  1  6
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  6
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₇

Average Molecular Weight

374.3845

Monoisotopic Molecular Weight

374.136553058

IUPAC Name

4-[(3aR,4R)-4-(4-hydroxy-3-methoxyphenoxy)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

Traditional Name

4-[(3aR,4R)-4-(4-hydroxy-3-methoxyphenoxy)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

CAS Registry Number

204253-92-9

SMILES

COC1=CC(O[C@H]2OCC3[C@@H]2COC3C2=CC(OC)=C(O)C=C2)=CC=C1O

InChI Identifier

InChI=1S/C20H22O7/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)27-12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13?,14-,19?,20+/m0/s1

InChI Key

IABRXERCCIPDNL-IAEFTCJHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
4-alkoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Furofuran
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Tetrahydrofuran
Acetal
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301808)

Food

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.15	ALOGPS
logP	2.57	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.61 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.9 m³·mol⁻¹	ChemAxon
Polarizability	38.69 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	189.245	32859911
AllCCS	[M+H-H2O]+	186.347	32859911
AllCCS	[M+Na]+	192.689	32859911
AllCCS	[M+NH4]+	191.922	32859911
AllCCS	[M-H]-	190.31	32859911
AllCCS	[M+Na-2H]-	190.231	32859911
AllCCS	[M+HCOO]-	190.29	32859911
DeepCCS	[M+H]+	185.5	30932474
DeepCCS	[M-H]-	183.142	30932474
DeepCCS	[M-2H]-	217.229	30932474
DeepCCS	[M+Na]+	192.317	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 10V, Positive-QTOF	splash10-004i-0219000000-3864acab5e2eb857b1bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 20V, Positive-QTOF	splash10-0kbo-0496000000-1f112e390ad2a7386b07	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 40V, Positive-QTOF	splash10-001c-4910000000-e4f17d47c3496daefe9e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 10V, Negative-QTOF	splash10-00di-0109000000-4c35931175cc109d8edf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 20V, Negative-QTOF	splash10-0abi-0359000000-14c217f5ef364173db37	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 40V, Negative-QTOF	splash10-0kii-4912000000-c4b924adc2de0de11d4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 10V, Positive-QTOF	splash10-004r-0169000000-3c95426a98d2efa2f59f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 20V, Positive-QTOF	splash10-06tu-0976000000-b36b62a5932d7bba93e3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 40V, Positive-QTOF	splash10-052o-1971000000-f738d434db0e77f0bfcb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 10V, Negative-QTOF	splash10-00di-0219000000-aed2745157ec1f5e2886	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 20V, Negative-QTOF	splash10-00di-0938000000-ea6b5d47e89230400812	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pinoresinolin 40V, Negative-QTOF	splash10-00di-0901000000-62b6880a12ff90280dec	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001443

KNApSAcK ID

Not Available

Chemspider ID

59696188

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for (+)-Pinoresinolin (HMDB0301808)

MOL for HMDB0301808 ((+)-Pinoresinolin)

3D MOL for HMDB0301808 ((+)-Pinoresinolin)

3D SDF for HMDB0301808 ((+)-Pinoresinolin)

3D-SDF for HMDB0301808 ((+)-Pinoresinolin)

PDB for HMDB0301808 ((+)-Pinoresinolin)

3D PDB for HMDB0301808 ((+)-Pinoresinolin)

SMILES for HMDB0301808 ((+)-Pinoresinolin)

INCHI for HMDB0301808 ((+)-Pinoresinolin)

Structure for HMDB0301808 ((+)-Pinoresinolin)

3D Structure for HMDB0301808 ((+)-Pinoresinolin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra