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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:52 UTC

Update Date

2022-03-07 02:52:37 UTC

HMDB ID

HMDB0030598

Secondary Accession Numbers

HMDB30598

Metabolite Identification

Common Name

(-)-Wikstromol

Description

(-)-Wikstromol belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety (-)-Wikstromol is found, on average, in the highest concentration within sesames (Sesamum orientale) (-)-Wikstromol has also been detected, but not quantified in, fruits. This could make (-)-wikstromol a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on (-)-Wikstromol.

Structure

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


  Mrv0541 05061305222D          

 27 29  0  0  0  0            999 V2000
    2.7452    0.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0686    4.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6055    3.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3913   -0.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506    4.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633    1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    1.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9645    3.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6674    2.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029    0.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502    0.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125    3.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4480    1.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760   -0.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9026    4.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475    0.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7096    4.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7828    1.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.7654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    5.4243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675    1.4427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634    2.2858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1321    0.8485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616    5.0812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279    0.4032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17  8  1  0  0  0  0
 17 15  2  0  0  0  0
 18  9  1  0  0  0  0
 18 16  2  0  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 19  2  0  0  0  0
 24 20  1  0  0  0  0
 25  1  1  0  0  0  0
 25 17  1  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  0  0  0  0
 27 11  1  0  0  0  0
 27 19  1  0  0  0  0
M  END

HMDB0030598
     RDKit          3D
(-)-Wikstromol
 49 51  0  0  0  0  0  0  0  0999 V2000
    1.9405   -2.1274    2.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237   -0.8379    2.6524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6139    0.1582    1.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3419   -0.0161    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379    0.9835   -0.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    0.7731   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9259    1.1889   -2.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6890    2.7061   -2.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635    2.6790   -0.9011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2671    1.4537   -0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461    1.2183    0.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3090    0.7109   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777    1.3275   -2.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5611   -0.7412   -1.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8319   -1.0158   -1.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211   -0.9457   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389   -1.2095   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157   -1.5456    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4174   -1.8182    0.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0551   -1.6285    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -1.9710    2.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241   -2.0645    3.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8577   -1.3549    0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236    2.2284   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2899    2.3976    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915    1.3910    2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3741    1.6113    3.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8534   -2.1788    2.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -2.8020    3.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -2.4746    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9736   -1.0107    0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150   -0.2777   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0136    1.3559   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    1.0321   -3.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375    3.3107   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1873    2.9548   -2.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1709    1.4176   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2532   -1.3771   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6866   -1.0809   -2.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0425   -0.6827   -2.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1547   -1.1457   -1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2954   -1.7695    0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -1.1938    2.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421   -2.9713    2.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578   -2.1045    4.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -1.4376    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942    3.0427   -0.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723    3.3812    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7224    2.4606    3.8031 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
 12 14  1  0
 14 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  0
  8 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END


  Mrv0541 05061305222D          

 27 29  0  0  0  0            999 V2000
    2.7452    0.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0686    4.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6055    3.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3913   -0.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506    4.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633    1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    1.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9645    3.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6674    2.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029    0.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502    0.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125    3.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4480    1.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760   -0.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9026    4.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475    0.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7096    4.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7828    1.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.7654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    5.4243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5675    1.4427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634    2.2858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1321    0.8485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616    5.0812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279    0.4032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17  8  1  0  0  0  0
 17 15  2  0  0  0  0
 18  9  1  0  0  0  0
 18 16  2  0  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23 19  2  0  0  0  0
 24 20  1  0  0  0  0
 25  1  1  0  0  0  0
 25 17  1  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  0  0  0  0
 27 11  1  0  0  0  0
 27 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030598

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(CC2COC(=O)C2(O)CC2=CC(OC)=C(O)C=C2)=C1

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

> <INCHI_KEY>
ZITBJWXLODLDRH-UHFFFAOYSA-N

> <FORMULA>
C20H22O7

> <MOLECULAR_WEIGHT>
374.3845

> <EXACT_MASS>
374.136553058

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.03825495579537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
2.430006655000001

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.240121512850894

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.641583479050139

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1112111780119625

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
97.08959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030598
     RDKit          3D
(-)-Wikstromol
 49 51  0  0  0  0  0  0  0  0999 V2000
    1.9405   -2.1274    2.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237   -0.8379    2.6524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6139    0.1582    1.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3419   -0.0161    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379    0.9835   -0.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    0.7731   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9259    1.1889   -2.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6890    2.7061   -2.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635    2.6790   -0.9011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2671    1.4537   -0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461    1.2183    0.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3090    0.7109   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777    1.3275   -2.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5611   -0.7412   -1.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8319   -1.0158   -1.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211   -0.9457   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389   -1.2095   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157   -1.5456    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4174   -1.8182    0.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0551   -1.6285    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -1.9710    2.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241   -2.0645    3.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8577   -1.3549    0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236    2.2284   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2899    2.3976    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915    1.3910    2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3741    1.6113    3.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8534   -2.1788    2.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -2.8020    3.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -2.4746    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9736   -1.0107    0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150   -0.2777   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0136    1.3559   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    1.0321   -3.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375    3.3107   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1873    2.9548   -2.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1709    1.4176   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2532   -1.3771   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6866   -1.0809   -2.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0425   -0.6827   -2.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1547   -1.1457   -1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2954   -1.7695    0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -1.1938    2.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421   -2.9713    2.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578   -2.1045    4.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -1.4376    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942    3.0427   -0.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723    3.3812    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7224    2.4606    3.8031 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
 12 14  1  0
 14 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  0
  8 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.124   0.553   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.595   9.165   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.414   0.156   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.997   6.052   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.730  -0.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.521   7.516   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.238   2.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.371   2.138   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.534   6.876   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.979   4.267   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.179   0.753   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.094   1.663   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.503   5.731   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.703   2.217   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.195  -0.398   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.552   8.661   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.515   1.108   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.058   8.340   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.195   2.217   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.949   3.122   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.339  -1.429   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.076  10.125   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.659   2.693   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.918   4.267   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.980   1.584   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -6.088   9.485   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.719   0.753   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3    5   12                                                       
CONECT    4    6   13                                                       
CONECT    5    3   15                                                       
CONECT    6    4   16                                                       
CONECT    7   12   14                                                       
CONECT    8   12   17                                                       
CONECT    9   13   18                                                       
CONECT   10   13   20                                                       
CONECT   11   14   27                                                       
CONECT   12    3    7    8                                                  
CONECT   13    4    9   10                                                  
CONECT   14    7   11   20                                                  
CONECT   15    5   17   21                                                  
CONECT   16    6   18   22                                                  
CONECT   17    8   15   25                                                  
CONECT   18    9   16   26                                                  
CONECT   19   20   23   27                                                  
CONECT   20   10   14   19   24                                             
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   19                                                            
CONECT   24   20                                                            
CONECT   25    1   17                                                       
CONECT   26    2   18                                                       
CONECT   27   11   19                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0030598
HETATM    1  C1  UNL     1       1.940  -2.127   2.336  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.424  -0.838   2.652  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.614   0.158   1.710  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.342  -0.016   0.347  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.538   0.983  -0.571  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.237   0.773  -1.982  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.926   1.189  -2.494  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.689   2.706  -2.281  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.364   2.679  -0.901  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.267   1.454  -0.569  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.646   1.218   0.587  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.309   0.711  -1.815  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.378   1.327  -2.574  1.00  0.00           O  
HETATM   14  C10 UNL     1      -0.561  -0.741  -1.796  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.832  -1.016  -1.078  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.021  -0.946  -1.774  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.239  -1.210  -1.158  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.216  -1.546   0.180  1.00  0.00           C  
HETATM   19  O5  UNL     1      -5.417  -1.818   0.837  1.00  0.00           O  
HETATM   20  C15 UNL     1      -3.055  -1.629   0.915  1.00  0.00           C  
HETATM   21  O6  UNL     1      -3.098  -1.971   2.255  1.00  0.00           O  
HETATM   22  C16 UNL     1      -1.924  -2.065   3.035  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.858  -1.355   0.252  1.00  0.00           C  
HETATM   24  C18 UNL     1       3.024   2.228  -0.173  1.00  0.00           C  
HETATM   25  C19 UNL     1       3.290   2.398   1.166  1.00  0.00           C  
HETATM   26  C20 UNL     1       3.091   1.391   2.087  1.00  0.00           C  
HETATM   27  O7  UNL     1       3.374   1.611   3.420  1.00  0.00           O  
HETATM   28  H1  UNL     1       0.853  -2.179   2.217  1.00  0.00           H  
HETATM   29  H2  UNL     1       2.302  -2.802   3.140  1.00  0.00           H  
HETATM   30  H3  UNL     1       2.487  -2.475   1.410  1.00  0.00           H  
HETATM   31  H4  UNL     1       1.974  -1.011   0.088  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.415  -0.278  -2.309  1.00  0.00           H  
HETATM   33  H6  UNL     1       3.014   1.356  -2.564  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.915   1.032  -3.596  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.538   3.311  -2.555  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.187   2.955  -2.884  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.171   1.418  -1.996  1.00  0.00           H  
HETATM   38  H11 UNL     1       0.253  -1.377  -1.418  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.687  -1.081  -2.872  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.043  -0.683  -2.822  1.00  0.00           H  
HETATM   41  H14 UNL     1      -5.155  -1.146  -1.732  1.00  0.00           H  
HETATM   42  H15 UNL     1      -6.295  -1.769   0.337  1.00  0.00           H  
HETATM   43  H16 UNL     1      -1.273  -1.194   2.841  1.00  0.00           H  
HETATM   44  H17 UNL     1      -1.342  -2.971   2.755  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.258  -2.104   4.095  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.960  -1.438   0.844  1.00  0.00           H  
HETATM   47  H20 UNL     1       3.194   3.043  -0.872  1.00  0.00           H  
HETATM   48  H21 UNL     1       3.672   3.381   1.474  1.00  0.00           H  
HETATM   49  H22 UNL     1       3.722   2.461   3.803  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   14
CONECT   13   37
CONECT   14   15   38   39
CONECT   15   16   16   23
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   20
CONECT   19   42
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   43   44   45
CONECT   23   46
CONECT   24   25   47
CONECT   25   26   26   48
CONECT   26   27
CONECT   27   49
END

HMDB0030598
     RDKit          3D
(-)-Wikstromol
 49 51  0  0  0  0  0  0  0  0999 V2000
    1.9405   -2.1274    2.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237   -0.8379    2.6524 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6139    0.1582    1.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3419   -0.0161    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379    0.9835   -0.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    0.7731   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9259    1.1889   -2.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6890    2.7061   -2.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635    2.6790   -0.9011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2671    1.4537   -0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461    1.2183    0.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3090    0.7109   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777    1.3275   -2.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5611   -0.7412   -1.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8319   -1.0158   -1.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211   -0.9457   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389   -1.2095   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157   -1.5456    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4174   -1.8182    0.8375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0551   -1.6285    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -1.9710    2.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241   -2.0645    3.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8577   -1.3549    0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236    2.2284   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2899    2.3976    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915    1.3910    2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3741    1.6113    3.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8534   -2.1788    2.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -2.8020    3.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -2.4746    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9736   -1.0107    0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150   -0.2777   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0136    1.3559   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9149    1.0321   -3.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375    3.3107   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1873    2.9548   -2.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1709    1.4176   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2532   -1.3771   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6866   -1.0809   -2.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0425   -0.6827   -2.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1547   -1.1457   -1.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2954   -1.7695    0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -1.1938    2.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421   -2.9713    2.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578   -2.1045    4.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -1.4376    0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942    3.0427   -0.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723    3.3812    1.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7224    2.4606    3.8031 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
 12 14  1  0
 14 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  0
  8 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Nortrachelogenin	HMDB
(-)-Nortrachelogenin	HMDB
arbo 6	HMDB
Dibenzylbutyrolactone	HMDB
Nortrachelogenin	HMDB, MeSH
Wikstromol	HMDB, MeSH
Nortrachelogenin, (3R-cis)-isomer	MeSH
Dihydro-3-hydroxy-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-2(3H)-furanone	MeSH
8'-(R)-4,4',8-Trihydroxy-3,3'-dimethoxylignanolide	MeSH

Chemical Formula

C₂₀H₂₂O₇

Average Molecular Weight

374.3845

Monoisotopic Molecular Weight

374.136553058

IUPAC Name

3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Traditional Name

3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

CAS Registry Number

34444-37-6

SMILES

COC1=C(O)C=CC(CC2COC(=O)C2(O)CC2=CC(OC)=C(O)C=C2)=C1

InChI Identifier

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

InChI Key

ZITBJWXLODLDRH-UHFFFAOYSA-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
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Gamma butyrolactone
Benzenoid
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030598)
Cytoplasm (HMDB: HMDB0030598)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030598)

Source

Endogenous

Endogenous (HMDB: HMDB0030598)

Plant

Plant (HMDB: HMDB0030598)

Exogenous

Food

Food (HMDB: HMDB0030598)

Herb and spice

Oilseed crop

Sesame (FooDB: FOOD00170)

Fruit

Fruits (FooDB: FOOD00871)

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	609.20 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2515 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.920 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	1.88	ALOGPS
logP	2.43	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.64	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	97.09 m³·mol⁻¹	ChemAxon
Polarizability	38.04 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
DarkChem	[M+H]+	188.219	31661259
DarkChem	[M-H]-	189.894	31661259
DeepCCS	[M+H]+	193.916	30932474
DeepCCS	[M-H]-	191.558	30932474
DeepCCS	[M-2H]-	225.682	30932474
DeepCCS	[M+Na]+	200.969	30932474
AllCCS	[M+H]+	189.6	32859911
AllCCS	[M+H-H2O]+	186.5	32859911
AllCCS	[M+NH4]+	192.4	32859911
AllCCS	[M+Na]+	193.2	32859911
AllCCS	[M-H]-	191.3	32859911
AllCCS	[M+Na-2H]-	191.5	32859911
AllCCS	[M+HCOO]-	191.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Wikstromol	COC1=C(O)C=CC(CC2COC(=O)C2(O)CC2=CC(OC)=C(O)C=C2)=C1	5250.9	Standard polar	33892256
(-)-Wikstromol	COC1=C(O)C=CC(CC2COC(=O)C2(O)CC2=CC(OC)=C(O)C=C2)=C1	3251.2	Standard non polar	33892256
(-)-Wikstromol	COC1=C(O)C=CC(CC2COC(=O)C2(O)CC2=CC(OC)=C(O)C=C2)=C1	3239.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Wikstromol,1TMS,isomer #1	COC1=CC(CC2(O)C(=O)OCC2CC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	3245.1	Semi standard non polar	33892256
(-)-Wikstromol,1TMS,isomer #2	COC1=CC(CC2COC(=O)C2(CC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3218.5	Semi standard non polar	33892256
(-)-Wikstromol,1TMS,isomer #3	COC1=CC(CC2COC(=O)C2(O)CC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	3229.9	Semi standard non polar	33892256
(-)-Wikstromol,2TMS,isomer #1	COC1=CC(CC2(O[Si](C)(C)C)C(=O)OCC2CC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	3225.8	Semi standard non polar	33892256
(-)-Wikstromol,2TMS,isomer #2	COC1=CC(CC2COC(=O)C2(O)CC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C	3230.3	Semi standard non polar	33892256
(-)-Wikstromol,2TMS,isomer #3	COC1=CC(CC2COC(=O)C2(CC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	3208.0	Semi standard non polar	33892256
(-)-Wikstromol,3TMS,isomer #1	COC1=CC(CC2COC(=O)C2(CC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3214.7	Semi standard non polar	33892256
(-)-Wikstromol,1TBDMS,isomer #1	COC1=CC(CC2(O)C(=O)OCC2CC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O	3500.3	Semi standard non polar	33892256
(-)-Wikstromol,1TBDMS,isomer #2	COC1=CC(CC2COC(=O)C2(CC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	3517.7	Semi standard non polar	33892256
(-)-Wikstromol,1TBDMS,isomer #3	COC1=CC(CC2COC(=O)C2(O)CC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O	3485.8	Semi standard non polar	33892256
(-)-Wikstromol,2TBDMS,isomer #1	COC1=CC(CC2(O[Si](C)(C)C(C)(C)C)C(=O)OCC2CC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O	3749.4	Semi standard non polar	33892256
(-)-Wikstromol,2TBDMS,isomer #2	COC1=CC(CC2COC(=O)C2(O)CC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C(C)(C)C	3730.6	Semi standard non polar	33892256
(-)-Wikstromol,2TBDMS,isomer #3	COC1=CC(CC2COC(=O)C2(CC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O	3725.8	Semi standard non polar	33892256
(-)-Wikstromol,3TBDMS,isomer #1	COC1=CC(CC2COC(=O)C2(CC2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3951.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Wikstromol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0901000000-78e3c7cf8158232e1495	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Wikstromol GC-MS (3 TMS) - 70eV, Positive	splash10-003r-2031090000-c8fb8418fd6953dad145	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Wikstromol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Wikstromol , negative-QTOF	splash10-00di-0119000000-2905fe9482c8ec5017ef	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Wikstromol LC-ESI-qTof , Positive-QTOF	splash10-000i-0930000000-fe78dc9c087a79e0d798	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Wikstromol , positive-QTOF	splash10-000i-0930000000-fe78dc9c087a79e0d798	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Wikstromol , positive-QTOF	splash10-000i-0911000000-ec4863cd8d55422e9f76	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 10V, Negative-QTOF	splash10-00dr-0079000000-9d1e94ab28622937cec5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 20V, Negative-QTOF	splash10-0079-0469000000-5e6c162ac7baf304061d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 40V, Negative-QTOF	splash10-0ads-0954000000-b7b2e200baf1fb72d553	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 10V, Negative-QTOF	splash10-00dr-0079000000-9d1e94ab28622937cec5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 20V, Negative-QTOF	splash10-0079-0469000000-5e6c162ac7baf304061d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 40V, Negative-QTOF	splash10-0ads-0954000000-b7b2e200baf1fb72d553	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 10V, Negative-QTOF	splash10-00di-0019000000-419b539150dca3678a6a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 20V, Negative-QTOF	splash10-00di-0229000000-0f88eecb98483341b7f9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 40V, Negative-QTOF	splash10-00di-1669000000-e5efde8fb414170b7337	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 10V, Positive-QTOF	splash10-004i-0319000000-dd9ef3e03c550e5f0ef2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 20V, Positive-QTOF	splash10-000i-0946000000-6564c7dba5c7dc863e64	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 40V, Positive-QTOF	splash10-01p9-1900000000-f69fe05a373b7d4b49cf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 10V, Positive-QTOF	splash10-004i-0319000000-dd9ef3e03c550e5f0ef2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 20V, Positive-QTOF	splash10-000i-0946000000-6564c7dba5c7dc863e64	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 40V, Positive-QTOF	splash10-01p9-1900000000-f69fe05a373b7d4b49cf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 10V, Positive-QTOF	splash10-004i-0409000000-eb78288de8a68839bc4f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 20V, Positive-QTOF	splash10-0a4r-0921000000-357782c3854c3e65ee64	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Wikstromol 40V, Positive-QTOF	splash10-000i-1920000000-1a2efb46507e034975e7	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

99938

PDB ID

Not Available

ChEBI ID

1007254

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1486851

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Hu K, Kobayashi H, Dong A, Iwasaki S, Yao X: Antifungal, antimitotic and anti-HIV-1 agents from the roots of Wikstroemia indica. Planta Med. 2000 Aug;66(6):564-7. [PubMed:10985087 ]
Ji-Xian G, Handa SS, Pezzuto JM, Kinghorn AD, Farnsworth NR: Plant Anticancer Agents XXXIII. Constituents of Passerina vulgaris1. Planta Med. 1984 Jun;50(3):264-5. [PubMed:17340308 ]
Kato A, Hashimoto Y, Kidokoro M: (+)-Nortrachelogenin, a new pharmacologically active lignan from Wikstroemia indica. J Nat Prod. 1979 Mar-Apr;42(2):159-62. [PubMed:501363 ]
Lee KH, Tagahara K, Suzuki H, Wu RY, Haruna M, Hall IH, Huang HC, Ito K, Iida T, Lai JS: Antitumor agents. 49 tricin, kaempferol-3-O-beta-D-glucopyranoside and (+)-nortrachelogenin, antileukemic principles from Wikstroemia indica. J Nat Prod. 1981 Sep-Oct;44(5):530-5. [PubMed:7320737 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (-)-Wikstromol (HMDB0030598)

MOL for HMDB0030598 ((-)-Wikstromol)

3D MOL for HMDB0030598 ((-)-Wikstromol)

3D SDF for HMDB0030598 ((-)-Wikstromol)

3D-SDF for HMDB0030598 ((-)-Wikstromol)

PDB for HMDB0030598 ((-)-Wikstromol)

3D PDB for HMDB0030598 ((-)-Wikstromol)

SMILES for HMDB0030598 ((-)-Wikstromol)

INCHI for HMDB0030598 ((-)-Wikstromol)

Structure for HMDB0030598 ((-)-Wikstromol)

3D Structure for HMDB0030598 ((-)-Wikstromol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra