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 16:47:09 UTC

Update Date

2021-09-22 16:47:09 UTC

HMDB ID

HMDB0301740

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Oxomatairesinol

Description

7-oxomatairesinol is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. 7-oxomatairesinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7-oxomatairesinol can be found in sesame, which makes 7-oxomatairesinol a potential biomarker for the consumption of this food product.

Structure

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

  Mrv1652309271714092D          

 27 29  0  0  1  0            999 V2000
    5.6091   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284   -2.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    0.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678    1.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 15 23  1  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0301740
     RDKit          3D
7-Oxomatairesinol
 47 49  0  0  0  0  0  0  0  0999 V2000
   -6.0307    0.4767   -2.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8244   -0.7020   -1.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7384   -0.9443   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7110   -0.0220   -0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6394   -0.2858    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5716    0.6835    0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3959    0.4462   -0.6587 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9184    0.5008   -2.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1491    1.9074   -2.2025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0559    2.5561   -1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    3.6899   -1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478    1.6725   -0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    1.4477   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855    1.9217   -1.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7017    0.6891    0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995    0.1586    1.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9028   -0.5072    2.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2539   -0.6276    2.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0290   -1.3080    3.0776 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8641   -0.0958    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1471   -0.1838    0.7840 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4023   -0.2638    0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0562    0.5688    0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.4909    0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6328   -2.4210    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6920   -2.1555   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7193   -3.0562   -0.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1145    0.9183   -2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7174    0.2008   -3.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5485    1.2320   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8027    0.9056   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    1.7243    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291    0.7750    1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1277   -0.5022   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -0.0938   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0755    0.2219   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911    2.1696    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0664    0.2147    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382   -0.9306    3.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -1.3813    2.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8866    0.5442   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0238   -0.3069    1.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6989   -1.2518    0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5416    0.9845   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884   -1.7588    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5564   -3.3622    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5312   -2.9586   -0.9400 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  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 12  7  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  8 36  1  0
 12 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 27 47  1  0
M  END

  Mrv1652309271714092D          

 27 29  0  0  1  0            999 V2000
    5.6091   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284   -2.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    0.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678    1.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 15 23  1  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301740

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C[C@H]2COC(=O)C2C(=O)C2=CC=C(O)C(OC)=C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O7/c1-25-16-8-11(3-5-14(16)21)7-13-10-27-20(24)18(13)19(23)12-4-6-15(22)17(9-12)26-2/h3-6,8-9,13,18,21-22H,7,10H2,1-2H3/t13-,18?/m0/s1

> <INCHI_KEY>
IHQUAAXBXPJDEX-FVRDMJKUSA-N

> <FORMULA>
C20H20O7

> <MOLECULAR_WEIGHT>
372.3686

> <EXACT_MASS>
372.120902994

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.30764909429029

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-3-(4-hydroxy-3-methoxybenzoyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
2.6593415213333333

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.924923797858973

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.212016779246076

> <JCHEM_PKA_STRONGEST_BASIC>
-4.592832609798387

> <JCHEM_POLAR_SURFACE_AREA>
102.28999999999999

> <JCHEM_REFRACTIVITY>
96.4727

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-3-(4-hydroxy-3-methoxybenzoyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301740
     RDKit          3D
7-Oxomatairesinol
 47 49  0  0  0  0  0  0  0  0999 V2000
   -6.0307    0.4767   -2.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8244   -0.7020   -1.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7384   -0.9443   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7110   -0.0220   -0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6394   -0.2858    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5716    0.6835    0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3959    0.4462   -0.6587 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9184    0.5008   -2.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1491    1.9074   -2.2025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0559    2.5561   -1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    3.6899   -1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478    1.6725   -0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    1.4477   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855    1.9217   -1.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7017    0.6891    0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995    0.1586    1.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9028   -0.5072    2.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2539   -0.6276    2.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0290   -1.3080    3.0776 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8641   -0.0958    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1471   -0.1838    0.7840 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4023   -0.2638    0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0562    0.5688    0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.4909    0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6328   -2.4210    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6920   -2.1555   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7193   -3.0562   -0.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1145    0.9183   -2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7174    0.2008   -3.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5485    1.2320   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8027    0.9056   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    1.7243    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291    0.7750    1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1277   -0.5022   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -0.0938   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0755    0.2219   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911    2.1696    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0664    0.2147    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382   -0.9306    3.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -1.3813    2.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8866    0.5442   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0238   -0.3069    1.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6989   -1.2518    0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5416    0.9845   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884   -1.7588    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5564   -3.3622    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5312   -2.9586   -0.9400 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  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 12  7  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  8 36  1  0
 12 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 27 47  1  0
M  END

HEADER    PROTEIN                                 27-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-17         0                                  
HETATM    1  C   UNK     0      10.470  -0.115   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.137  -0.885   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.803  -0.115   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.469  -0.885   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.802  -0.885   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.572  -4.795   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.127  -6.041   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.091  -2.854   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.053  -3.885   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.771  -1.348   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.693  -0.872   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.014   0.634   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.131   1.665   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.189   3.171   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.595   1.189   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.740   2.219   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.204   1.743   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.916  -0.318   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.803   1.425   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.137   2.195   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    7   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   15                                                       
CONECT   24    5   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    3   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0301740
HETATM    1  C1  UNL     1      -6.031   0.477  -2.434  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.824  -0.702  -1.686  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.738  -0.944  -0.868  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.711  -0.022  -0.701  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.639  -0.286   0.122  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.572   0.684   0.267  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.396   0.446  -0.659  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.918   0.501  -2.059  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.149   1.907  -2.203  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.056   2.556  -1.615  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.384   3.690  -1.960  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.448   1.673  -0.556  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.907   1.448  -0.730  1.00  0.00           C  
HETATM   14  O4  UNL     1       2.485   1.922  -1.747  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.702   0.689   0.249  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.099   0.159   1.360  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.903  -0.507   2.298  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.254  -0.628   2.112  1.00  0.00           C  
HETATM   19  O5  UNL     1       5.029  -1.308   3.078  1.00  0.00           O  
HETATM   20  C15 UNL     1       4.864  -0.096   0.997  1.00  0.00           C  
HETATM   21  O6  UNL     1       6.147  -0.184   0.784  1.00  0.00           O  
HETATM   22  C16 UNL     1       7.402  -0.264   0.564  1.00  0.00           C  
HETATM   23  C17 UNL     1       4.056   0.569   0.060  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.603  -1.491   0.782  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.633  -2.421   0.615  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.692  -2.156  -0.200  1.00  0.00           C  
HETATM   27  O7  UNL     1      -5.719  -3.056  -0.382  1.00  0.00           O  
HETATM   28  H1  UNL     1      -5.114   0.918  -2.818  1.00  0.00           H  
HETATM   29  H2  UNL     1      -6.717   0.201  -3.286  1.00  0.00           H  
HETATM   30  H3  UNL     1      -6.548   1.232  -1.782  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.803   0.906  -1.250  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.933   1.724   0.005  1.00  0.00           H  
HETATM   33  H6  UNL     1      -1.229   0.775   1.316  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.128  -0.502  -0.431  1.00  0.00           H  
HETATM   35  H8  UNL     1      -1.809  -0.094  -2.261  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.075   0.222  -2.760  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.291   2.170   0.467  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.066   0.215   1.584  1.00  0.00           H  
HETATM   39  H12 UNL     1       2.438  -0.931   3.185  1.00  0.00           H  
HETATM   40  H13 UNL     1       6.033  -1.381   2.894  1.00  0.00           H  
HETATM   41  H14 UNL     1       7.887   0.544  -0.076  1.00  0.00           H  
HETATM   42  H15 UNL     1       8.024  -0.307   1.533  1.00  0.00           H  
HETATM   43  H16 UNL     1       7.699  -1.252   0.082  1.00  0.00           H  
HETATM   44  H17 UNL     1       4.542   0.984  -0.816  1.00  0.00           H  
HETATM   45  H18 UNL     1      -1.788  -1.759   1.440  1.00  0.00           H  
HETATM   46  H19 UNL     1      -3.556  -3.362   1.158  1.00  0.00           H  
HETATM   47  H20 UNL     1      -6.531  -2.959  -0.940  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   32   33
CONECT    7    8   12   34
CONECT    8    9   35   36
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   37
CONECT   13   14   14   15
CONECT   15   16   16   23
CONECT   16   17   38
CONECT   17   18   18   39
CONECT   18   19   20
CONECT   19   40
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   41   42   43
CONECT   23   44
CONECT   24   25   45
CONECT   25   26   26   46
CONECT   26   27
CONECT   27   47
END

HMDB0301740
     RDKit          3D
7-Oxomatairesinol
 47 49  0  0  0  0  0  0  0  0999 V2000
   -6.0307    0.4767   -2.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8244   -0.7020   -1.6863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7384   -0.9443   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7110   -0.0220   -0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6394   -0.2858    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5716    0.6835    0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3959    0.4462   -0.6587 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9184    0.5008   -2.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1491    1.9074   -2.2025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0559    2.5561   -1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3839    3.6899   -1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478    1.6725   -0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9068    1.4477   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855    1.9217   -1.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7017    0.6891    0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995    0.1586    1.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9028   -0.5072    2.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2539   -0.6276    2.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0290   -1.3080    3.0776 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8641   -0.0958    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1471   -0.1838    0.7840 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4023   -0.2638    0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0562    0.5688    0.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.4909    0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6328   -2.4210    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6920   -2.1555   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7193   -3.0562   -0.3820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1145    0.9183   -2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7174    0.2008   -3.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5485    1.2320   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8027    0.9056   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    1.7243    0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291    0.7750    1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1277   -0.5022   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -0.0938   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0755    0.2219   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911    2.1696    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0664    0.2147    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382   -0.9306    3.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -1.3813    2.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8866    0.5442   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0238   -0.3069    1.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6989   -1.2518    0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5416    0.9845   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884   -1.7588    1.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5564   -3.3622    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5312   -2.9586   -0.9400 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  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 12  7  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  1
  8 35  1  0
  8 36  1  0
 12 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 27 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₇

Average Molecular Weight

372.3686

Monoisotopic Molecular Weight

372.120902994

IUPAC Name

(4R)-3-(4-hydroxy-3-methoxybenzoyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Traditional Name

(4R)-3-(4-hydroxy-3-methoxybenzoyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(C[C@H]2COC(=O)C2C(=O)C2=CC=C(O)C(OC)=C2)=CC=C1O

InChI Identifier

InChI=1S/C20H20O7/c1-25-16-8-11(3-5-14(16)21)7-13-10-27-20(24)18(13)19(23)12-4-6-15(22)17(9-12)26-2/h3-6,8-9,13,18,21-22H,7,10H2,1-2H3/t13-,18?/m0/s1

InChI Key

IHQUAAXBXPJDEX-FVRDMJKUSA-N

Chemical 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

Substituents

Dibenzylbutyrolactone
Lignan lactone
Alkyl-phenylketone
Methoxyphenol
Phenylketone
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
1,3-dicarbonyl compound
Monocyclic benzene moiety
Gamma butyrolactone
Tetrahydrofuran
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Organoheterocyclic compound
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301740)

Food

Herb and spice

Oilseed crop

Sesame (FooDB: FOOD00170)

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	3.17	ALOGPS
logP	2.66	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.21	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.47 m³·mol⁻¹	ChemAxon
Polarizability	37.31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	188.69	32859911
AllCCS	[M+H-H2O]+	185.593	32859911
AllCCS	[M+Na]+	192.377	32859911
AllCCS	[M+NH4]+	191.555	32859911
AllCCS	[M-H]-	190.2	32859911
AllCCS	[M+Na-2H]-	190.245	32859911
AllCCS	[M+HCOO]-	190.446	32859911
DeepCCS	[M+H]+	180.548	30932474
DeepCCS	[M-H]-	178.19	30932474
DeepCCS	[M-2H]-	212.151	30932474
DeepCCS	[M+Na]+	187.295	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 - 7-Oxomatairesinol 10V, Positive-QTOF	splash10-00di-0319000000-235bc8fe802a66940d5b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 20V, Positive-QTOF	splash10-0fdk-0957000000-00f78676dd88966891d8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 40V, Positive-QTOF	splash10-0w4j-1900000000-abc7d5b18cee1415825c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 10V, Negative-QTOF	splash10-00di-0019000000-781981be80b86c585ea9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 20V, Negative-QTOF	splash10-05fr-0698000000-2a5392ae99608b88672e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 40V, Negative-QTOF	splash10-0553-1933000000-fc4b1326d81bc36c607e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 10V, Positive-QTOF	splash10-00di-0439000000-a4f7100c2c3f76eadcce	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 20V, Positive-QTOF	splash10-0uk9-0921000000-b0adfe717a4924ba13c7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 40V, Positive-QTOF	splash10-0udr-4947000000-393f65f1b26bcd684090	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 10V, Negative-QTOF	splash10-00di-0009000000-0d6c6ecec4d5bdb9a5db	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 20V, Negative-QTOF	splash10-05nr-0339000000-52eaced299a058986a96	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Oxomatairesinol 40V, Negative-QTOF	splash10-014i-0449000000-53f8731928ac6c633a14	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

FDB000329

KNApSAcK ID

Not Available

Chemspider ID

59696174

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 7-Oxomatairesinol (HMDB0301740)

MOL for HMDB0301740 (7-Oxomatairesinol)

3D MOL for HMDB0301740 (7-Oxomatairesinol)

3D SDF for HMDB0301740 (7-Oxomatairesinol)

3D-SDF for HMDB0301740 (7-Oxomatairesinol)

PDB for HMDB0301740 (7-Oxomatairesinol)

3D PDB for HMDB0301740 (7-Oxomatairesinol)

SMILES for HMDB0301740 (7-Oxomatairesinol)

INCHI for HMDB0301740 (7-Oxomatairesinol)

Structure for HMDB0301740 (7-Oxomatairesinol)

3D Structure for HMDB0301740 (7-Oxomatairesinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra