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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:23:50 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033646

Secondary Accession Numbers

HMDB33646

Metabolite Identification

Common Name

Viniferifuran

Description

Viniferifuran, also known as amurensin H, belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Viniferifuran has been detected, but not quantified in, alcoholic beverages and fruits. This could make viniferifuran a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Viniferifuran.

Structure

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


  Mrv0541 05061307152D          

 34 38  0  0  0  0            999 V2000
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    2.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3740    3.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  2  0  0  0  0
 16  3  1  0  0  0  0
 17  5  2  0  0  0  0
 17  6  1  0  0  0  0
 18  4  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20  7  2  0  0  0  0
 20  8  1  0  0  0  0
 21  9  2  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 14  2  0  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24 11  1  0  0  0  0
 24 15  2  0  0  0  0
 25 15  1  0  0  0  0
 26 18  1  0  0  0  0
 26 25  2  0  0  0  0
 27 19  1  0  0  0  0
 27 26  1  0  0  0  0
 28 17  1  0  0  0  0
 28 27  2  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 34 28  1  0  0  0  0
M  END

HMDB0033646
     RDKit          3D
Viniferifuran
 54 58  0  0  0  0  0  0  0  0999 V2000
    7.7298   -0.3959   -0.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4119    0.0023   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438   -0.8360   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -0.3719   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    0.9456   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995    1.6006   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    1.1922    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.0610    1.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075   -0.6762    1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222   -1.9218    2.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894   -2.4886    3.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -2.5495    2.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -1.9437    1.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3341   -2.3401    1.3798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.4734    0.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3647   -1.5939    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4228   -1.7236    1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7076   -1.8351    0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9938   -1.8210   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2964   -1.9342   -1.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9180   -1.6894   -1.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6336   -1.5784   -1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011   -0.4044    0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    0.7757   -0.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2978    1.7033    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083    2.8502   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5763    3.7655    0.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181    3.0512   -1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639    2.1345   -2.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205    2.4312   -3.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9567    0.9898   -1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0705   -0.7014    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8724    1.8089   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557    1.3576   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2326   -0.5141   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5329   -1.9153   -0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2329   -1.0856   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4060    2.6445   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    1.9034    0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1765    2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1952   -2.2464    4.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -3.5113    2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -1.7376    2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5387   -1.9374    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6949   -2.8253   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993   -1.6742   -2.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780   -1.4741   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    1.5647    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8324    4.5778   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197    3.9402   -2.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0642    2.9763   -3.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2964    0.2853   -2.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382    2.8807   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9874    2.0555   -0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 23 32  1  0
  5 33  1  0
 33 34  2  0
 34  2  1  0
 32  8  1  0
 32 13  2  0
 22 16  1  0
 31 24  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 30 51  1  0
 31 52  1  0
 33 53  1  0
 34 54  1  0
M  END


  Mrv0541 05061307152D          

 34 38  0  0  0  0            999 V2000
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    2.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3740    3.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  2  0  0  0  0
 16  3  1  0  0  0  0
 17  5  2  0  0  0  0
 17  6  1  0  0  0  0
 18  4  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20  7  2  0  0  0  0
 20  8  1  0  0  0  0
 21  9  2  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 14  2  0  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24 11  1  0  0  0  0
 24 15  2  0  0  0  0
 25 15  1  0  0  0  0
 26 18  1  0  0  0  0
 26 25  2  0  0  0  0
 27 19  1  0  0  0  0
 27 26  1  0  0  0  0
 28 17  1  0  0  0  0
 28 27  2  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 34 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033646

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\C=C/C2=CC(O)=CC3=C2C(=C(O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H20O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,29-33H/b4-1-

> <INCHI_KEY>
MTRJOEZPTJRJOB-RJRFIUFISA-N

> <FORMULA>
C28H20O6

> <MOLECULAR_WEIGHT>
452.4548

> <EXACT_MASS>
452.125988372

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
48.053998610918654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-1-benzofuran-3-yl]benzene-1,3-diol

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
6.168835491333333

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.876946052535954

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.312506853709769

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6793389864260435

> <JCHEM_POLAR_SURFACE_AREA>
114.29

> <JCHEM_REFRACTIVITY>
130.40829999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-1-benzofuran-3-yl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033646
     RDKit          3D
Viniferifuran
 54 58  0  0  0  0  0  0  0  0999 V2000
    7.7298   -0.3959   -0.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4119    0.0023   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438   -0.8360   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -0.3719   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    0.9456   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995    1.6006   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    1.1922    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.0610    1.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075   -0.6762    1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222   -1.9218    2.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894   -2.4886    3.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -2.5495    2.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -1.9437    1.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3341   -2.3401    1.3798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.4734    0.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3647   -1.5939    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4228   -1.7236    1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7076   -1.8351    0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9938   -1.8210   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2964   -1.9342   -1.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9180   -1.6894   -1.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6336   -1.5784   -1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011   -0.4044    0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    0.7757   -0.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2978    1.7033    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083    2.8502   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5763    3.7655    0.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181    3.0512   -1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639    2.1345   -2.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205    2.4312   -3.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9567    0.9898   -1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0705   -0.7014    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8724    1.8089   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557    1.3576   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2326   -0.5141   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5329   -1.9153   -0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2329   -1.0856   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4060    2.6445   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    1.9034    0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1765    2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1952   -2.2464    4.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -3.5113    2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -1.7376    2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5387   -1.9374    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6949   -2.8253   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993   -1.6742   -2.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780   -1.4741   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    1.5647    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8324    4.5778   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197    3.9402   -2.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0642    2.9763   -3.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2964    0.2853   -2.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382    2.8807   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9874    2.0555   -0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 23 32  1  0
  5 33  1  0
 33 34  2  0
 34  2  1  0
 32  8  1  0
 32 13  2  0
 22 16  1  0
 31 24  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 30 51  1  0
 31 52  1  0
 33 53  1  0
 34 54  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       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.122   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.455   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.340   3.801   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.877   4.625   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.895   6.410   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.788   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.864   5.265   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.401   6.090   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.789   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.743   0.770   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.642   5.585   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.431   7.234   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1    4   16                                                       
CONECT    2    7   16                                                       
CONECT    3    8   16                                                       
CONECT    4    1   18                                                       
CONECT    5    9   17                                                       
CONECT    6   10   17                                                       
CONECT    7    2   20                                                       
CONECT    8    3   20                                                       
CONECT    9    5   21                                                       
CONECT   10    6   21                                                       
CONECT   11   18   24                                                       
CONECT   12   19   22                                                       
CONECT   13   19   23                                                       
CONECT   14   22   23                                                       
CONECT   15   24   25                                                       
CONECT   16    1    2    3                                                  
CONECT   17    5    6   28                                                  
CONECT   18    4   11   26                                                  
CONECT   19   12   13   27                                                  
CONECT   20    7    8   29                                                  
CONECT   21    9   10   30                                                  
CONECT   22   12   14   31                                                  
CONECT   23   13   14   32                                                  
CONECT   24   11   15   33                                                  
CONECT   25   15   26   34                                                  
CONECT   26   18   25   27                                                  
CONECT   27   19   26   28                                                  
CONECT   28   17   27   34                                                  
CONECT   29   20                                                            
CONECT   30   21                                                            
CONECT   31   22                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34   25   28                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0033646
HETATM    1  O1  UNL     1       7.730  -0.396  -0.614  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.412   0.002  -0.507  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.344  -0.836  -0.491  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.044  -0.372  -0.381  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.750   0.946  -0.281  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.500   1.601  -0.069  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.453   1.192   0.558  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.319  -0.061   1.239  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.308  -0.676   1.954  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.122  -1.922   2.531  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.189  -2.489   3.249  1.00  0.00           O  
HETATM   12  C10 UNL     1       0.918  -2.550   2.382  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.095  -1.944   1.664  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.334  -2.340   1.380  1.00  0.00           O  
HETATM   15  C12 UNL     1      -1.975  -1.473   0.670  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.365  -1.594   0.181  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.423  -1.724   1.039  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.708  -1.835   0.579  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.994  -1.821  -0.789  1.00  0.00           C  
HETATM   20  O4  UNL     1      -7.296  -1.934  -1.250  1.00  0.00           O  
HETATM   21  C17 UNL     1      -4.918  -1.689  -1.652  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.634  -1.578  -1.177  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.101  -0.404   0.455  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.442   0.776  -0.314  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.298   1.703   0.246  1.00  0.00           C  
HETATM   26  C22 UNL     1      -2.708   2.850  -0.397  1.00  0.00           C  
HETATM   27  O5  UNL     1      -3.576   3.766   0.205  1.00  0.00           O  
HETATM   28  C23 UNL     1      -2.218   3.051  -1.671  1.00  0.00           C  
HETATM   29  C24 UNL     1      -1.364   2.134  -2.243  1.00  0.00           C  
HETATM   30  O6  UNL     1      -0.921   2.431  -3.544  1.00  0.00           O  
HETATM   31  C25 UNL     1      -0.957   0.990  -1.595  1.00  0.00           C  
HETATM   32  C26 UNL     1       0.071  -0.701   1.079  1.00  0.00           C  
HETATM   33  C27 UNL     1       4.872   1.809  -0.300  1.00  0.00           C  
HETATM   34  C28 UNL     1       6.156   1.358  -0.409  1.00  0.00           C  
HETATM   35  H1  UNL     1       8.233  -0.514  -1.464  1.00  0.00           H  
HETATM   36  H2  UNL     1       5.533  -1.915  -0.568  1.00  0.00           H  
HETATM   37  H3  UNL     1       3.233  -1.086  -0.433  1.00  0.00           H  
HETATM   38  H4  UNL     1       2.406   2.645  -0.535  1.00  0.00           H  
HETATM   39  H5  UNL     1       0.547   1.903   0.599  1.00  0.00           H  
HETATM   40  H6  UNL     1       3.270  -0.177   2.136  1.00  0.00           H  
HETATM   41  H7  UNL     1       3.195  -2.246   4.248  1.00  0.00           H  
HETATM   42  H8  UNL     1       0.763  -3.511   2.823  1.00  0.00           H  
HETATM   43  H9  UNL     1      -4.243  -1.738   2.096  1.00  0.00           H  
HETATM   44  H10 UNL     1      -6.539  -1.937   1.269  1.00  0.00           H  
HETATM   45  H11 UNL     1      -7.695  -2.825  -1.447  1.00  0.00           H  
HETATM   46  H12 UNL     1      -5.099  -1.674  -2.726  1.00  0.00           H  
HETATM   47  H13 UNL     1      -2.778  -1.474  -1.839  1.00  0.00           H  
HETATM   48  H14 UNL     1      -2.701   1.565   1.261  1.00  0.00           H  
HETATM   49  H15 UNL     1      -3.832   4.578  -0.321  1.00  0.00           H  
HETATM   50  H16 UNL     1      -2.520   3.940  -2.203  1.00  0.00           H  
HETATM   51  H17 UNL     1      -0.064   2.976  -3.633  1.00  0.00           H  
HETATM   52  H18 UNL     1      -0.296   0.285  -2.043  1.00  0.00           H  
HETATM   53  H19 UNL     1       4.738   2.881  -0.226  1.00  0.00           H  
HETATM   54  H20 UNL     1       6.987   2.055  -0.419  1.00  0.00           H  
CONECT    1    2   35
CONECT    2    3    3   34
CONECT    3    4   36
CONECT    4    5    5   37
CONECT    5    6   33
CONECT    6    7    7   38
CONECT    7    8   39
CONECT    8    9    9   32
CONECT    9   10   40
CONECT   10   11   12   12
CONECT   11   41
CONECT   12   13   42
CONECT   13   14   32   32
CONECT   14   15
CONECT   15   16   23   23
CONECT   16   17   17   22
CONECT   17   18   43
CONECT   18   19   19   44
CONECT   19   20   21
CONECT   20   45
CONECT   21   22   22   46
CONECT   22   47
CONECT   23   24   32
CONECT   24   25   25   31
CONECT   25   26   48
CONECT   26   27   28   28
CONECT   27   49
CONECT   28   29   50
CONECT   29   30   31   31
CONECT   30   51
CONECT   31   52
CONECT   33   34   34   53
CONECT   34   54
END

HMDB0033646
     RDKit          3D
Viniferifuran
 54 58  0  0  0  0  0  0  0  0999 V2000
    7.7298   -0.3959   -0.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4119    0.0023   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3438   -0.8360   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -0.3719   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    0.9456   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995    1.6006   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    1.1922    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.0610    1.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075   -0.6762    1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222   -1.9218    2.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894   -2.4886    3.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -2.5495    2.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -1.9437    1.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3341   -2.3401    1.3798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.4734    0.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3647   -1.5939    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4228   -1.7236    1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7076   -1.8351    0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9938   -1.8210   -0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2964   -1.9342   -1.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9180   -1.6894   -1.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6336   -1.5784   -1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1011   -0.4044    0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    0.7757   -0.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2978    1.7033    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083    2.8502   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5763    3.7655    0.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181    3.0512   -1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639    2.1345   -2.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205    2.4312   -3.5441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9567    0.9898   -1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0705   -0.7014    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8724    1.8089   -0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557    1.3576   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2326   -0.5141   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5329   -1.9153   -0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2329   -1.0856   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4060    2.6445   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    1.9034    0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1765    2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1952   -2.2464    4.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -3.5113    2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -1.7376    2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5387   -1.9374    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6949   -2.8253   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993   -1.6742   -2.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780   -1.4741   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7013    1.5647    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8324    4.5778   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197    3.9402   -2.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0642    2.9763   -3.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2964    0.2853   -2.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382    2.8807   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9874    2.0555   -0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 23 32  1  0
  5 33  1  0
 33 34  2  0
 34  2  1  0
 32  8  1  0
 32 13  2  0
 22 16  1  0
 31 24  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 27 49  1  0
 28 50  1  0
 30 51  1  0
 31 52  1  0
 33 53  1  0
 34 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Amurensin H	MeSH

Chemical Formula

C₂₈H₂₀O₆

Average Molecular Weight

452.4548

Monoisotopic Molecular Weight

452.125988372

IUPAC Name

5-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-1-benzofuran-3-yl]benzene-1,3-diol

Traditional Name

5-[6-hydroxy-2-(4-hydroxyphenyl)-4-[(Z)-2-(4-hydroxyphenyl)ethenyl]-1-benzofuran-3-yl]benzene-1,3-diol

CAS Registry Number

223591-26-2

SMILES

OC1=CC=C(\C=C/C2=CC(O)=CC3=C2C(=C(O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1

InChI Identifier

InChI=1S/C28H20O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,29-33H/b4-1-

InChI Key

MTRJOEZPTJRJOB-RJRFIUFISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
Stilbene
Benzofuran
Styrene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	0.028 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.023 g/L	ALOGPS
logP	4.82	ALOGPS
logP	6.17	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	114.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.41 m³·mol⁻¹	ChemAxon
Polarizability	48.05 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	203.876	30932474
DeepCCS	[M-H]-	201.48	30932474
DeepCCS	[M-2H]-	234.365	30932474
DeepCCS	[M+Na]+	209.788	30932474
AllCCS	[M+H]+	213.3	32859911
AllCCS	[M+H-H2O]+	210.8	32859911
AllCCS	[M+NH4]+	215.6	32859911
AllCCS	[M+Na]+	216.2	32859911
AllCCS	[M-H]-	194.8	32859911
AllCCS	[M+Na-2H]-	194.0	32859911
AllCCS	[M+HCOO]-	193.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Viniferifuran	OC1=CC=C(\C=C/C2=CC(O)=CC3=C2C(=C(O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1	8506.5	Standard polar	33892256
Viniferifuran	OC1=CC=C(\C=C/C2=CC(O)=CC3=C2C(=C(O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1	4100.7	Standard non polar	33892256
Viniferifuran	OC1=CC=C(\C=C/C2=CC(O)=CC3=C2C(=C(O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1	5243.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Viniferifuran,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O)=CC(O)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	4980.6	Semi standard non polar	33892256
Viniferifuran,1TMS,isomer #2	C[Si](C)(C)OC1=CC(/C=C\C2=CC=C(O)C=C2)=C2C(C3=CC(O)=CC(O)=C3)=C(C3=CC=C(O)C=C3)OC2=C1	4973.2	Semi standard non polar	33892256
Viniferifuran,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O)=CC(O)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O)C=C3O2)C=C1	4972.9	Semi standard non polar	33892256
Viniferifuran,1TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC(C2=C(C3=CC=C(O)C=C3)OC3=CC(O)=CC(/C=C\C4=CC=C(O)C=C4)=C23)=C1	4959.1	Semi standard non polar	33892256
Viniferifuran,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C)=CC3=C2C(C2=CC(O)=CC(O)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	4930.4	Semi standard non polar	33892256
Viniferifuran,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O)=CC(O)=C2)=C(C2=CC=C(O[Si](C)(C)C)C=C2)O3)C=C1	4863.3	Semi standard non polar	33892256
Viniferifuran,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O)=CC(O[Si](C)(C)C)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	4893.2	Semi standard non polar	33892256
Viniferifuran,2TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC(C2=C(C3=CC=C(O)C=C3)OC3=CC(O[Si](C)(C)C)=CC(/C=C\C4=CC=C(O)C=C4)=C23)=C1	4920.6	Semi standard non polar	33892256
Viniferifuran,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O)=CC(O)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O[Si](C)(C)C)C=C3O2)C=C1	4908.4	Semi standard non polar	33892256
Viniferifuran,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O)=CC(O[Si](C)(C)C)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O)C=C3O2)C=C1	4870.4	Semi standard non polar	33892256
Viniferifuran,2TMS,isomer #7	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=CC(C2=C(C3=CC=C(O)C=C3)OC3=CC(O)=CC(/C=C\C4=CC=C(O)C=C4)=C23)=C1	4902.3	Semi standard non polar	33892256
Viniferifuran,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C)=CC3=C2C(C2=CC(O)=CC(O)=C2)=C(C2=CC=C(O[Si](C)(C)C)C=C2)O3)C=C1	4724.6	Semi standard non polar	33892256
Viniferifuran,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C)=CC3=C2C(C2=CC(O)=CC(O[Si](C)(C)C)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	4753.2	Semi standard non polar	33892256
Viniferifuran,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O)=CC(O[Si](C)(C)C)=C2)=C(C2=CC=C(O[Si](C)(C)C)C=C2)O3)C=C1	4682.5	Semi standard non polar	33892256
Viniferifuran,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	4726.9	Semi standard non polar	33892256
Viniferifuran,3TMS,isomer #5	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=CC(C2=C(C3=CC=C(O)C=C3)OC3=CC(O[Si](C)(C)C)=CC(/C=C\C4=CC=C(O)C=C4)=C23)=C1	4765.3	Semi standard non polar	33892256
Viniferifuran,3TMS,isomer #6	C[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O)=CC(O[Si](C)(C)C)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O[Si](C)(C)C)C=C3O2)C=C1	4725.6	Semi standard non polar	33892256
Viniferifuran,3TMS,isomer #7	C[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O)C=C3O2)C=C1	4691.5	Semi standard non polar	33892256
Viniferifuran,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C)=CC3=C2C(C2=CC(O)=CC(O[Si](C)(C)C)=C2)=C(C2=CC=C(O[Si](C)(C)C)C=C2)O3)C=C1	4580.7	Semi standard non polar	33892256
Viniferifuran,4TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C)=CC3=C2C(C2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	4618.8	Semi standard non polar	33892256
Viniferifuran,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2)=C(C2=CC=C(O[Si](C)(C)C)C=C2)O3)C=C1	4578.4	Semi standard non polar	33892256
Viniferifuran,4TMS,isomer #4	C[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O[Si](C)(C)C)C=C3O2)C=C1	4591.1	Semi standard non polar	33892256
Viniferifuran,5TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C)=CC3=C2C(C2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2)=C(C2=CC=C(O[Si](C)(C)C)C=C2)O3)C=C1	4513.1	Semi standard non polar	33892256
Viniferifuran,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O)=CC(O)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	5257.8	Semi standard non polar	33892256
Viniferifuran,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(/C=C\C2=CC=C(O)C=C2)=C2C(C3=CC(O)=CC(O)=C3)=C(C3=CC=C(O)C=C3)OC2=C1	5238.7	Semi standard non polar	33892256
Viniferifuran,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O)=CC(O)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O)C=C3O2)C=C1	5236.6	Semi standard non polar	33892256
Viniferifuran,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(C2=C(C3=CC=C(O)C=C3)OC3=CC(O)=CC(/C=C\C4=CC=C(O)C=C4)=C23)=C1	5220.1	Semi standard non polar	33892256
Viniferifuran,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(C2=CC(O)=CC(O)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	5470.0	Semi standard non polar	33892256
Viniferifuran,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O)=CC(O)=C2)=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)C=C1	5417.0	Semi standard non polar	33892256
Viniferifuran,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	5429.9	Semi standard non polar	33892256
Viniferifuran,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC(C2=C(C3=CC=C(O)C=C3)OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(/C=C\C4=CC=C(O)C=C4)=C23)=C1	5445.0	Semi standard non polar	33892256
Viniferifuran,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O)=CC(O)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1	5438.7	Semi standard non polar	33892256
Viniferifuran,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O)C=C3O2)C=C1	5402.4	Semi standard non polar	33892256
Viniferifuran,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C2=C(C3=CC=C(O)C=C3)OC3=CC(O)=CC(/C=C\C4=CC=C(O)C=C4)=C23)=C1	5406.7	Semi standard non polar	33892256
Viniferifuran,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(C2=CC(O)=CC(O)=C2)=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)C=C1	5498.4	Semi standard non polar	33892256
Viniferifuran,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O[Si](C)(C)C(C)(C)C)=CC3=C2C(C2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	5503.2	Semi standard non polar	33892256
Viniferifuran,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2)=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)O3)C=C1	5434.2	Semi standard non polar	33892256
Viniferifuran,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C\C2=CC(O)=CC3=C2C(C2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2)=C(C2=CC=C(O)C=C2)O3)C=C1	5456.4	Semi standard non polar	33892256
Viniferifuran,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC(C2=C(C3=CC=C(O)C=C3)OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(/C=C\C4=CC=C(O)C=C4)=C23)=C1	5465.6	Semi standard non polar	33892256
Viniferifuran,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1	5462.0	Semi standard non polar	33892256
Viniferifuran,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(C3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3)C3=C(/C=C\C4=CC=C(O)C=C4)C=C(O)C=C3O2)C=C1	5413.8	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 - Viniferifuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-00e9-0106900000-8e23065d54f7a5ba351f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viniferifuran GC-MS (3 TMS) - 70eV, Positive	splash10-0udi-2000069000-f374b37152c4f0700442	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Viniferifuran 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 10V, Positive-QTOF	splash10-0udi-0001900000-49cd533ada00b0d22c5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 20V, Positive-QTOF	splash10-0zfr-0307900000-1d1a11bc71ffffdcdac7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 40V, Positive-QTOF	splash10-0ar0-2309200000-9724dfa13989f4259425	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 10V, Negative-QTOF	splash10-0udi-0000900000-d495b899152135a06648	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 20V, Negative-QTOF	splash10-0udi-0000900000-ccbf476cadb9728b6620	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 40V, Negative-QTOF	splash10-0a4i-2319800000-b5e6e446331440775bd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 10V, Positive-QTOF	splash10-0udi-0000900000-298676db9c7e5152bed0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 20V, Positive-QTOF	splash10-0udi-0001900000-d96a2133a6d8f46002f2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 40V, Positive-QTOF	splash10-0abl-0009600000-ebe68f8c9d464c5188d8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 10V, Negative-QTOF	splash10-0udi-0000900000-c4a7dab33cb108ec09a0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 20V, Negative-QTOF	splash10-0udi-0001900000-a818dc547025ea4ad448	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Viniferifuran 40V, Negative-QTOF	splash10-053v-0009700000-d75724bd7e4b9fd46784	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB011746

KNApSAcK ID

C00054833

Chemspider ID

30777023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751470

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1837341

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Viniferifuran (HMDB0033646)

MOL for HMDB0033646 (Viniferifuran)

3D MOL for HMDB0033646 (Viniferifuran)

3D SDF for HMDB0033646 (Viniferifuran)

3D-SDF for HMDB0033646 (Viniferifuran)

PDB for HMDB0033646 (Viniferifuran)

3D PDB for HMDB0033646 (Viniferifuran)

SMILES for HMDB0033646 (Viniferifuran)

INCHI for HMDB0033646 (Viniferifuran)

Structure for HMDB0033646 (Viniferifuran)

3D Structure for HMDB0033646 (Viniferifuran)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra