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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:16:16 UTC

Update Date

2022-03-07 02:56:19 UTC

HMDB ID

HMDB0039731

Secondary Accession Numbers

HMDB39731

Metabolite Identification

Common Name

Neouralenol

Description

Neouralenol belongs to the class of organic compounds known as 2'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 2'-position. Thus, neouralenol is considered to be a flavonoid. Neouralenol has been detected, but not quantified in, herbs and spices. This could make neouralenol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Neouralenol.

Structure

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


  Mrv0541 05061311222D          

 27 29  0  0  0  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  2  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  2  0  0  0  0
 17 10  1  0  0  0  0
 17 13  2  0  0  0  0
 18 12  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 20 19  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 17  1  0  0  0  0
 25 18  2  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  0  0  0  0
 27 20  1  0  0  0  0
M  END

HMDB0039731
     RDKit          3D
Neouralenol
 45 47  0  0  0  0  0  0  0  0999 V2000
   -4.3186    2.6752    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5846    1.6192   -0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1029    1.1803   -2.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.0889   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    0.0403   -0.9052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4051   -1.1985   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2185   -1.4010    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9301   -0.5122    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0310   -0.8530   -0.1878 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -0.1885   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306   -0.6135   -0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3857    0.0997   -1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4588   -0.3733   -1.7965 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4688    1.2845   -0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6713    2.0134   -0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119    1.7393    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    1.0042    0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578    1.4412    1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2191    2.5066    1.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.6458    1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701    1.0752    1.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0616   -2.6357    1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689   -3.5715    1.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2750   -3.3572    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2901   -4.3290    0.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4351   -2.1761   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -1.9230   -0.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0483    2.6882    1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4039    2.4044   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2526    3.6706   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7351    0.2800   -1.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644    1.0074   -2.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7498    2.0130   -2.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797    1.5027    0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364    0.4525   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3085   -0.2885   -1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0980   -1.5464   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3247    0.1260   -1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909    2.8813    0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618    2.6526    0.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0046    1.9410    2.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -2.7924    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9357   -4.5102    1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -5.2030    1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987   -2.5604   -0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  7 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 26  6  1  0
 20  8  2  0
 17 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
 11 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 25 44  1  0
 27 45  1  0
M  END


  Mrv0541 05061311222D          

 27 29  0  0  0  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  2  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  2  0  0  0  0
 17 10  1  0  0  0  0
 17 13  2  0  0  0  0
 18 12  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 20 19  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 17  1  0  0  0  0
 25 18  2  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039731

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(C=CC(O)=C1O)C1=C(O)C(=O)C2=C(O1)C=C(O)C(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O7/c1-9(2)3-4-10-11(5-6-13(21)17(10)24)20-19(26)18(25)12-7-14(22)15(23)8-16(12)27-20/h3,5-8,21-24,26H,4H2,1-2H3

> <INCHI_KEY>
NACBYUYHTLUWAI-UHFFFAOYSA-N

> <FORMULA>
C20H18O7

> <MOLECULAR_WEIGHT>
370.3527

> <EXACT_MASS>
370.10525293

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
37.16965820494873

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3,4-dihydroxy-2-(3-methylbut-2-en-1-yl)phenyl]-3,6,7-trihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
3.2348664633333333

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.42075457811092

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.427030613280131

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7959702581509562

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
101.10499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
neouralenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039731
     RDKit          3D
Neouralenol
 45 47  0  0  0  0  0  0  0  0999 V2000
   -4.3186    2.6752    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5846    1.6192   -0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1029    1.1803   -2.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.0889   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    0.0403   -0.9052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4051   -1.1985   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2185   -1.4010    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9301   -0.5122    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0310   -0.8530   -0.1878 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -0.1885   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306   -0.6135   -0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3857    0.0997   -1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4588   -0.3733   -1.7965 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4688    1.2845   -0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6713    2.0134   -0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119    1.7393    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    1.0042    0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578    1.4412    1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2191    2.5066    1.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.6458    1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701    1.0752    1.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0616   -2.6357    1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689   -3.5715    1.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2750   -3.3572    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2901   -4.3290    0.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4351   -2.1761   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -1.9230   -0.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0483    2.6882    1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4039    2.4044   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2526    3.6706   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7351    0.2800   -1.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644    1.0074   -2.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7498    2.0130   -2.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797    1.5027    0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364    0.4525   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3085   -0.2885   -1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0980   -1.5464   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3247    0.1260   -1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909    2.8813    0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618    2.6526    0.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0046    1.9410    2.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -2.7924    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9357   -4.5102    1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -5.2030    1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987   -2.5604   -0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  7 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 26  6  1  0
 20  8  2  0
 17 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
 11 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 25 44  1  0
 27 45  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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3    4    9                                                       
CONECT    4    3   10                                                       
CONECT    5    6   11                                                       
CONECT    6    5   13                                                       
CONECT    7   12   14                                                       
CONECT    8   15   16                                                       
CONECT    9    1    2    3                                                  
CONECT   10    4   11   17                                                  
CONECT   11    5   10   20                                                  
CONECT   12    7   16   18                                                  
CONECT   13    6   17   21                                                  
CONECT   14    7   15   22                                                  
CONECT   15    8   14   23                                                  
CONECT   16    8   12   27                                                  
CONECT   17   10   13   24                                                  
CONECT   18   12   19   25                                                  
CONECT   19   18   20   26                                                  
CONECT   20   11   19   27                                                  
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0039731
HETATM    1  C1  UNL     1      -4.319   2.675   0.013  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.585   1.619  -0.723  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.103   1.180  -2.020  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.457   1.089  -0.209  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.701   0.040  -0.905  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.405  -1.199  -0.157  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.219  -1.401   0.458  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.930  -0.512   0.501  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.031  -0.853  -0.188  1.00  0.00           O  
HETATM   10  C9  UNL     1       3.122  -0.188  -0.248  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.231  -0.613  -0.988  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.386   0.100  -1.044  1.00  0.00           C  
HETATM   13  O2  UNL     1       6.459  -0.373  -1.797  1.00  0.00           O  
HETATM   14  C12 UNL     1       5.469   1.285  -0.348  1.00  0.00           C  
HETATM   15  O3  UNL     1       6.671   2.013  -0.413  1.00  0.00           O  
HETATM   16  C13 UNL     1       4.412   1.739   0.389  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.233   1.004   0.442  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.158   1.441   1.180  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.219   2.507   1.812  1.00  0.00           O  
HETATM   20  C16 UNL     1       1.004   0.646   1.189  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.070   1.075   1.935  1.00  0.00           O  
HETATM   22  C17 UNL     1      -0.062  -2.636   1.142  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.069  -3.572   1.174  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.275  -3.357   0.547  1.00  0.00           C  
HETATM   25  O6  UNL     1      -3.290  -4.329   0.594  1.00  0.00           O  
HETATM   26  C20 UNL     1      -2.435  -2.176  -0.112  1.00  0.00           C  
HETATM   27  O7  UNL     1      -3.632  -1.923  -0.754  1.00  0.00           O  
HETATM   28  H1  UNL     1      -4.048   2.688   1.091  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.404   2.404  -0.010  1.00  0.00           H  
HETATM   30  H3  UNL     1      -4.253   3.671  -0.461  1.00  0.00           H  
HETATM   31  H4  UNL     1      -4.735   0.280  -1.869  1.00  0.00           H  
HETATM   32  H5  UNL     1      -3.364   1.007  -2.811  1.00  0.00           H  
HETATM   33  H6  UNL     1      -4.750   2.013  -2.437  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.180   1.503   0.746  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.736   0.452  -1.332  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.308  -0.288  -1.805  1.00  0.00           H  
HETATM   37  H10 UNL     1       4.098  -1.546  -1.506  1.00  0.00           H  
HETATM   38  H11 UNL     1       7.325   0.126  -1.848  1.00  0.00           H  
HETATM   39  H12 UNL     1       6.791   2.881   0.069  1.00  0.00           H  
HETATM   40  H13 UNL     1       4.462   2.653   0.930  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.005   1.941   2.443  1.00  0.00           H  
HETATM   42  H15 UNL     1       0.893  -2.792   1.627  1.00  0.00           H  
HETATM   43  H16 UNL     1      -0.936  -4.510   1.697  1.00  0.00           H  
HETATM   44  H17 UNL     1      -3.156  -5.203   1.086  1.00  0.00           H  
HETATM   45  H18 UNL     1      -4.399  -2.560  -0.761  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    4    4
CONECT    3   31   32   33
CONECT    4    5   34
CONECT    5    6   35   36
CONECT    6    7    7   26
CONECT    7    8   22
CONECT    8    9   20   20
CONECT    9   10
CONECT   10   11   11   17
CONECT   11   12   37
CONECT   12   13   14   14
CONECT   13   38
CONECT   14   15   16
CONECT   15   39
CONECT   16   17   17   40
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   41
CONECT   22   23   23   42
CONECT   23   24   43
CONECT   24   25   26   26
CONECT   25   44
CONECT   26   27
CONECT   27   45
END

HMDB0039731
     RDKit          3D
Neouralenol
 45 47  0  0  0  0  0  0  0  0999 V2000
   -4.3186    2.6752    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5846    1.6192   -0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1029    1.1803   -2.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.0889   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    0.0403   -0.9052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4051   -1.1985   -0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2185   -1.4010    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9301   -0.5122    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0310   -0.8530   -0.1878 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -0.1885   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306   -0.6135   -0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3857    0.0997   -1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4588   -0.3733   -1.7965 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4688    1.2845   -0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6713    2.0134   -0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119    1.7393    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    1.0042    0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578    1.4412    1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2191    2.5066    1.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.6458    1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701    1.0752    1.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0616   -2.6357    1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689   -3.5715    1.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2750   -3.3572    0.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2901   -4.3290    0.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4351   -2.1761   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6322   -1.9230   -0.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0483    2.6882    1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4039    2.4044   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2526    3.6706   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7351    0.2800   -1.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644    1.0074   -2.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7498    2.0130   -2.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1797    1.5027    0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364    0.4525   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3085   -0.2885   -1.8050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0980   -1.5464   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3247    0.1260   -1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909    2.8813    0.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618    2.6526    0.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0046    1.9410    2.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -2.7924    1.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9357   -4.5102    1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -5.2030    1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987   -2.5604   -0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  7 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 26  6  1  0
 20  8  2  0
 17 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
 11 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 25 44  1  0
 27 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[3,4-Dihydroxy-2-(3-methyl-2-butenyl)phenyl]-3,6,7-trihydroxy-4H-1-benzopyran-4-one	HMDB
3',4',6,7-Tetrahydroxy-2'-prenylflavonol	HMDB
3,6,7,3',4'-Pentahydroxy-2'-isoprenylflavone	HMDB

Chemical Formula

C₂₀H₁₈O₇

Average Molecular Weight

370.3527

Monoisotopic Molecular Weight

370.10525293

IUPAC Name

2-[3,4-dihydroxy-2-(3-methylbut-2-en-1-yl)phenyl]-3,6,7-trihydroxy-4H-chromen-4-one

Traditional Name

neouralenol

CAS Registry Number

139163-16-9

SMILES

CC(C)=CCC1=C(C=CC(O)=C1O)C1=C(O)C(=O)C2=C(O1)C=C(O)C(O)=C2

InChI Identifier

InChI=1S/C20H18O7/c1-9(2)3-4-10-11(5-6-13(21)17(10)24)20-19(26)18(25)12-7-14(22)15(23)8-16(12)27-20/h3,5-8,21-24,26H,4H2,1-2H3

InChI Key

NACBYUYHTLUWAI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

2'-prenylated flavones

Alternative Parents

Substituents

2'-prenylated flavone
3-hydroxyflavone
Hydroxyflavonoid
7-hydroxyflavonoid
6-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
3'-hydroxyflavonoid
Chromone
1-benzopyran
Benzopyran
Catechol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111590 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039731)
Cell membrane (HMDB: HMDB0039731)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039731)

Source

Exogenous

Exogenous (HMDB: HMDB0039731)

Food

Food (HMDB: HMDB0039731)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0039731)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039731)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	229 - 231 °C	Not Available
Boiling Point	647.97 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	70.23 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.532 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	2.78	ALOGPS
logP	3.23	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.1 m³·mol⁻¹	ChemAxon
Polarizability	37.17 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.498	31661259
DarkChem	[M-H]-	186.224	31661259
DeepCCS	[M+H]+	186.931	30932474
DeepCCS	[M-H]-	184.573	30932474
DeepCCS	[M-2H]-	218.597	30932474
DeepCCS	[M+Na]+	193.825	30932474
AllCCS	[M+H]+	187.4	32859911
AllCCS	[M+H-H2O]+	184.3	32859911
AllCCS	[M+NH4]+	190.3	32859911
AllCCS	[M+Na]+	191.1	32859911
AllCCS	[M-H]-	185.6	32859911
AllCCS	[M+Na-2H]-	185.1	32859911
AllCCS	[M+HCOO]-	184.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.82 minutes	32390414
Predicted by Siyang on May 30, 2022	12.3813 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.35 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2339.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	218.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	144.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	134.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	169.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	634.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	500.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	133.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	874.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	506.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1385.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	314.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	255.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	67.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neouralenol	CC(C)=CCC1=C(C=CC(O)=C1O)C1=C(O)C(=O)C2=C(O1)C=C(O)C(O)=C2	5258.7	Standard polar	33892256
Neouralenol	CC(C)=CCC1=C(C=CC(O)=C1O)C1=C(O)C(=O)C2=C(O1)C=C(O)C(O)=C2	3388.0	Standard non polar	33892256
Neouralenol	CC(C)=CCC1=C(C=CC(O)=C1O)C1=C(O)C(=O)C2=C(O1)C=C(O)C(O)=C2	3538.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neouralenol,1TMS,isomer #1	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O	3469.5	Semi standard non polar	33892256
Neouralenol,1TMS,isomer #2	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C	3408.9	Semi standard non polar	33892256
Neouralenol,1TMS,isomer #3	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O)=C1O	3429.9	Semi standard non polar	33892256
Neouralenol,1TMS,isomer #4	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O	3486.5	Semi standard non polar	33892256
Neouralenol,1TMS,isomer #5	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C)=C(O)C=C3O2)C=CC(O)=C1O	3469.2	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #1	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O	3354.8	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #10	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O	3349.1	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #2	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C)=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O	3340.4	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #3	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O	3304.9	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #4	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3307.7	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #5	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C	3309.2	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #6	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C)=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C	3296.7	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #7	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C	3271.3	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #8	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O)=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O	3306.5	Semi standard non polar	33892256
Neouralenol,2TMS,isomer #9	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O[Si](C)(C)C)=C(O)C=C3O2)C=CC(O)=C1O	3307.0	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #1	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O	3301.3	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #10	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O	3270.7	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #2	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O)=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O	3291.1	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #3	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3270.0	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #4	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O[Si](C)(C)C)=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O	3282.4	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #5	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C)=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3265.2	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #6	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3259.1	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #7	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C	3265.4	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #8	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O)=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C	3251.6	Semi standard non polar	33892256
Neouralenol,3TMS,isomer #9	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O[Si](C)(C)C)=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C	3246.5	Semi standard non polar	33892256
Neouralenol,4TMS,isomer #1	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O	3274.1	Semi standard non polar	33892256
Neouralenol,4TMS,isomer #2	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3269.6	Semi standard non polar	33892256
Neouralenol,4TMS,isomer #3	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O)=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3249.7	Semi standard non polar	33892256
Neouralenol,4TMS,isomer #4	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O[Si](C)(C)C)=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3235.4	Semi standard non polar	33892256
Neouralenol,4TMS,isomer #5	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C	3243.7	Semi standard non polar	33892256
Neouralenol,5TMS,isomer #1	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C)C(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3264.9	Semi standard non polar	33892256
Neouralenol,1TBDMS,isomer #1	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O	3754.5	Semi standard non polar	33892256
Neouralenol,1TBDMS,isomer #2	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C	3689.5	Semi standard non polar	33892256
Neouralenol,1TBDMS,isomer #3	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O)=C1O	3748.6	Semi standard non polar	33892256
Neouralenol,1TBDMS,isomer #4	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O	3757.1	Semi standard non polar	33892256
Neouralenol,1TBDMS,isomer #5	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=CC(O)=C1O	3750.5	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #1	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O	3904.6	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #10	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O	3918.6	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #2	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O	3889.7	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #3	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O	3843.8	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #4	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3855.8	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #5	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C	3852.8	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #6	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C	3842.3	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #7	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C	3799.2	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #8	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O	3842.6	Semi standard non polar	33892256
Neouralenol,2TBDMS,isomer #9	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=CC(O)=C1O	3844.0	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #1	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O	4058.5	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #10	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O	3969.6	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #2	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O	4010.4	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #3	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4009.1	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #4	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O	3996.5	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #5	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3996.7	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #6	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O)=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3930.2	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #7	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C	4006.2	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #8	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C	3974.7	Semi standard non polar	33892256
Neouralenol,3TBDMS,isomer #9	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C	3960.9	Semi standard non polar	33892256
Neouralenol,4TBDMS,isomer #1	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O	4113.9	Semi standard non polar	33892256
Neouralenol,4TBDMS,isomer #2	CC(C)=CCC1=C(C2=C(O)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4159.3	Semi standard non polar	33892256
Neouralenol,4TBDMS,isomer #3	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4077.0	Semi standard non polar	33892256
Neouralenol,4TBDMS,isomer #4	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4068.7	Semi standard non polar	33892256
Neouralenol,4TBDMS,isomer #5	CC(C)=CCC1=C(C2=C(O[Si](C)(C)C(C)(C)C)C(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C	4083.8	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 - Neouralenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2109000000-3a23bad3b01967e9de50	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neouralenol GC-MS (4 TMS) - 70eV, Positive	splash10-00kf-2400059000-9b2e1f51feb29d9b5540	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neouralenol 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 - Neouralenol 10V, Positive-QTOF	splash10-00di-0009000000-38537a0105db75242906	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 20V, Positive-QTOF	splash10-01b9-1209000000-cc44422e1165b312b110	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 40V, Positive-QTOF	splash10-0a4i-3920000000-62a0c58e616a2bf44e46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 10V, Negative-QTOF	splash10-014i-0109000000-fe563ea81eefc1feb286	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 20V, Negative-QTOF	splash10-014i-0209000000-06983848cdba184c3f1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 40V, Negative-QTOF	splash10-0a4i-3911000000-0d4c75a7f515c8d35157	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 10V, Negative-QTOF	splash10-014i-0009000000-2c0e39668f21365481d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 20V, Negative-QTOF	splash10-014i-0509000000-c1e7b7a014425ea09457	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 40V, Negative-QTOF	splash10-0l70-1902000000-3be8321bd98add4b308d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 10V, Positive-QTOF	splash10-00di-0009000000-4174ee4a4997ad682cb2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 20V, Positive-QTOF	splash10-00di-0009000000-be25984e76a89251a2e4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neouralenol 40V, Positive-QTOF	splash10-0v4i-1903000000-5bcc564febf85edbb052	2021-09-22	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

FDB019370

KNApSAcK ID

C00005117

Chemspider ID

4478275

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320118

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1449751

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 Neouralenol (HMDB0039731)

MOL for HMDB0039731 (Neouralenol)

3D MOL for HMDB0039731 (Neouralenol)

3D SDF for HMDB0039731 (Neouralenol)

3D-SDF for HMDB0039731 (Neouralenol)

PDB for HMDB0039731 (Neouralenol)

3D PDB for HMDB0039731 (Neouralenol)

SMILES for HMDB0039731 (Neouralenol)

INCHI for HMDB0039731 (Neouralenol)

Structure for HMDB0039731 (Neouralenol)

3D Structure for HMDB0039731 (Neouralenol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra