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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:05:00 UTC

Update Date

2022-03-07 02:54:03 UTC

HMDB ID

HMDB0034279

Secondary Accession Numbers

HMDB34279

Metabolite Identification

Common Name

Egonol

Description

Egonol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Egonol has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make egonol a potential biomarker for the consumption of these foods. Egonol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Egonol.

Structure

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

HMDB0034279
     RDKit          3D
Egonol
 42 45  0  0  0  0  0  0  0  0999 V2000
   -1.6635   -3.4249    2.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484   -2.5918    1.5137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -1.4531    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -1.1541    0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.0371    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4320    0.1981    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9581    1.0513    1.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7021    0.5375    2.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    0.3926    2.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888    0.7771   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631    0.4515   -0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    1.0747   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4491    0.3142   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8150    0.6312   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226    1.7322   -1.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4488    1.9877   -2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4729    1.1863   -1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1668    0.0737   -0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334   -0.1918   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3695   -0.5573   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3237   -0.1078   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8622    1.1989   -1.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0352   -0.6995    0.0489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -0.6433    0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0882   -4.3133    2.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -3.8007    1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -2.8715    3.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1977   -1.8246    1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7065    0.6776   -0.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.7838    0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833    1.0633    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6683    2.1249    1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1616    1.2730    3.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2787   -0.4027    2.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8999    1.2164    2.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4745    1.6263   -1.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640    1.9708   -1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077    2.3589   -2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6423    2.8602   -2.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6719   -1.0766   -0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3526   -0.1036   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2254   -0.7409   -2.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 13 23  1  0
 23 24  1  0
 24  3  1  0
 24 11  2  0
 19 14  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 21 41  1  0
 21 42  1  0
M  END


  Mrv0541 05061307412D          

 24 27  0  0  0  0            999 V2000
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9966    0.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9104    1.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.1954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  2  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  5  1  0  0  0  0
 16 10  2  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 17 15  2  0  0  0  0
 18  8  2  0  0  0  0
 19 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20  6  1  0  0  0  0
 21  1  1  0  0  0  0
 21 18  1  0  0  0  0
 22 11  1  0  0  0  0
 22 15  1  0  0  0  0
 23 11  1  0  0  0  0
 23 17  1  0  0  0  0
 24 16  1  0  0  0  0
 24 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034279

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(CCCO)=CC2=C1OC(=C2)C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O5/c1-21-18-8-12(3-2-6-20)7-14-10-16(24-19(14)18)13-4-5-15-17(9-13)23-11-22-15/h4-5,7-10,20H,2-3,6,11H2,1H3

> <INCHI_KEY>
VOLZBKQSLGCZGC-UHFFFAOYSA-N

> <FORMULA>
C19H18O5

> <MOLECULAR_WEIGHT>
326.3432

> <EXACT_MASS>
326.115423686

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.17358805430644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.131038006999999

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.963383224945375

> <JCHEM_PKA_STRONGEST_BASIC>
-2.377416177408894

> <JCHEM_POLAR_SURFACE_AREA>
61.06

> <JCHEM_REFRACTIVITY>
88.3148

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034279
     RDKit          3D
Egonol
 42 45  0  0  0  0  0  0  0  0999 V2000
   -1.6635   -3.4249    2.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484   -2.5918    1.5137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -1.4531    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -1.1541    0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.0371    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4320    0.1981    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9581    1.0513    1.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7021    0.5375    2.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    0.3926    2.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888    0.7771   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631    0.4515   -0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    1.0747   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4491    0.3142   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8150    0.6312   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226    1.7322   -1.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4488    1.9877   -2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4729    1.1863   -1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1668    0.0737   -0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334   -0.1918   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3695   -0.5573   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3237   -0.1078   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8622    1.1989   -1.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0352   -0.6995    0.0489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -0.6433    0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0882   -4.3133    2.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -3.8007    1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -2.8715    3.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1977   -1.8246    1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7065    0.6776   -0.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.7838    0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833    1.0633    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6683    2.1249    1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1616    1.2730    3.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2787   -0.4027    2.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8999    1.2164    2.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4745    1.6263   -1.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640    1.9708   -1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077    2.3589   -2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6423    2.8602   -2.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6719   -1.0766   -0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3526   -0.1036   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2254   -0.7409   -2.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 13 23  1  0
 23 24  1  0
 24  3  1  0
 24 11  2  0
 19 14  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 21 41  1  0
 21 42  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       1.197   6.693   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.483   4.176   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.865   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.460   0.991   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.199   2.073   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -7.299   2.523   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.054   0.365   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2    3    6                                                       
CONECT    3    2   12                                                       
CONECT    4    5   13                                                       
CONECT    5    4   15                                                       
CONECT    6    2   20                                                       
CONECT    7   12   14                                                       
CONECT    8   12   18                                                       
CONECT    9   13   17                                                       
CONECT   10   14   16                                                       
CONECT   11   22   23                                                       
CONECT   12    3    7    8                                                  
CONECT   13    4    9   16                                                  
CONECT   14    7   10   19                                                  
CONECT   15    5   17   22                                                  
CONECT   16   10   13   24                                                  
CONECT   17    9   15   23                                                  
CONECT   18    8   19   21                                                  
CONECT   19   14   18   24                                                  
CONECT   20    6                                                            
CONECT   21    1   18                                                       
CONECT   22   11   15                                                       
CONECT   23   11   17                                                       
CONECT   24   16   19                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0034279
HETATM    1  C1  UNL     1      -1.664  -3.425   2.174  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.748  -2.592   1.514  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.179  -1.453   0.805  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.522  -1.154   0.761  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.996  -0.037   0.071  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.432   0.198   0.083  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.958   1.051   1.175  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.702   0.538   2.567  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.376   0.393   2.883  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.089   0.777  -0.575  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.763   0.452  -0.511  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.344   1.075  -1.053  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.449   0.314  -0.673  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.815   0.631  -1.042  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.123   1.732  -1.810  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.449   1.988  -2.132  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.473   1.186  -1.717  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.167   0.074  -0.941  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.833  -0.192  -0.611  1.00  0.00           C  
HETATM   20  O3  UNL     1       6.369  -0.557  -0.659  1.00  0.00           O  
HETATM   21  C18 UNL     1       7.324  -0.108  -1.599  1.00  0.00           C  
HETATM   22  O4  UNL     1       6.862   1.199  -1.885  1.00  0.00           O  
HETATM   23  O5  UNL     1       1.035  -0.699   0.049  1.00  0.00           O  
HETATM   24  C19 UNL     1      -0.269  -0.643   0.162  1.00  0.00           C  
HETATM   25  H1  UNL     1      -1.088  -4.313   2.536  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.452  -3.801   1.485  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.137  -2.872   3.022  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.198  -1.825   1.282  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.706   0.678  -0.888  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.962  -0.784   0.124  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.083   1.063   1.060  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.668   2.125   1.090  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.162   1.273   3.268  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.279  -0.403   2.704  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.900   1.216   2.626  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.474   1.626  -1.096  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.364   1.971  -1.652  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.308   2.359  -2.134  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.642   2.860  -2.736  1.00  0.00           H  
HETATM   40  H16 UNL     1       3.672  -1.077  -0.003  1.00  0.00           H  
HETATM   41  H17 UNL     1       8.353  -0.104  -1.185  1.00  0.00           H  
HETATM   42  H18 UNL     1       7.225  -0.741  -2.497  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   28
CONECT    5    6   10   10
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   35
CONECT   10   11   36
CONECT   11   12   24   24
CONECT   12   13   13   37
CONECT   13   14   23
CONECT   14   15   15   19
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   18   22
CONECT   18   19   19   20
CONECT   19   40
CONECT   20   21
CONECT   21   22   41   42
CONECT   23   24
END

HMDB0034279
     RDKit          3D
Egonol
 42 45  0  0  0  0  0  0  0  0999 V2000
   -1.6635   -3.4249    2.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484   -2.5918    1.5137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -1.4531    0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -1.1541    0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.0371    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4320    0.1981    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9581    1.0513    1.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7021    0.5375    2.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    0.3926    2.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888    0.7771   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631    0.4515   -0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    1.0747   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4491    0.3142   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8150    0.6312   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226    1.7322   -1.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4488    1.9877   -2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4729    1.1863   -1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1668    0.0737   -0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334   -0.1918   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3695   -0.5573   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3237   -0.1078   -1.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8622    1.1989   -1.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0352   -0.6995    0.0489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -0.6433    0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0882   -4.3133    2.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -3.8007    1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -2.8715    3.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1977   -1.8246    1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7065    0.6776   -0.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.7838    0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833    1.0633    1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6683    2.1249    1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1616    1.2730    3.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2787   -0.4027    2.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8999    1.2164    2.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4745    1.6263   -1.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640    1.9708   -1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077    2.3589   -2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6423    2.8602   -2.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6719   -1.0766   -0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3526   -0.1036   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2254   -0.7409   -2.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 13 23  1  0
 23 24  1  0
 24  3  1  0
 24 11  2  0
 19 14  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 21 41  1  0
 21 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1,3-Benzodioxol-5-yl)-7-methoxy-5-benzofuranpropanol	ChEBI
2-(1,3-Benzodioxol-5-yl)-7-methoxy-5-benzofuranpropanol, 9ci	HMDB
5-(2-Hydroxypropyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran	HMDB
Isolated from leaves OF styrax ferrugineus	HMDB

Chemical Formula

C₁₉H₁₈O₅

Average Molecular Weight

326.3432

Monoisotopic Molecular Weight

326.115423686

IUPAC Name

3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol

Traditional Name

3-[2-(2H-1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propan-1-ol

CAS Registry Number

530-22-3

SMILES

COC1=CC(CCCO)=CC2=C1OC(=C2)C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C19H18O5/c1-21-18-8-12(3-2-6-20)7-14-10-16(24-19(14)18)13-4-5-15-17(9-13)23-11-22-15/h4-5,7-10,20H,2-3,6,11H2,1H3

InChI Key

VOLZBKQSLGCZGC-UHFFFAOYSA-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
Neolignan skeleton
Benzodioxole
Benzofuran
Anisole
Alkyl aryl ether
Benzenoid
Furan
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:69558 )
1-benzofurans (CHEBI:69558 )
benzodioxoles (CHEBI:69558 )
primary alcohol (CHEBI:69558 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034279)

Cellular substructure

Membrane (HMDB: HMDB0034279)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034279)

Source

Exogenous

Food

Food (HMDB: HMDB0034279)

Plant (HMDB: HMDB0034279)

Not Available

Nutrient (HMDB: HMDB0034279)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	117.5 - 118 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	3.61	ALOGPS
logP	3.13	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	15.96	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	61.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.31 m³·mol⁻¹	ChemAxon
Polarizability	36.17 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	175.381	31661259
DarkChem	[M-H]-	176.325	31661259
DeepCCS	[M+H]+	177.912	30932474
DeepCCS	[M-H]-	175.554	30932474
DeepCCS	[M-2H]-	209.355	30932474
DeepCCS	[M+Na]+	185.439	30932474
AllCCS	[M+H]+	178.5	32859911
AllCCS	[M+H-H2O]+	175.1	32859911
AllCCS	[M+NH4]+	181.6	32859911
AllCCS	[M+Na]+	182.5	32859911
AllCCS	[M-H]-	182.3	32859911
AllCCS	[M+Na-2H]-	181.9	32859911
AllCCS	[M+HCOO]-	181.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Egonol	COC1=CC(CCCO)=CC2=C1OC(=C2)C1=CC2=C(OCO2)C=C1	3857.4	Standard polar	33892256
Egonol	COC1=CC(CCCO)=CC2=C1OC(=C2)C1=CC2=C(OCO2)C=C1	2833.3	Standard non polar	33892256
Egonol	COC1=CC(CCCO)=CC2=C1OC(=C2)C1=CC2=C(OCO2)C=C1	3071.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Egonol,1TMS,isomer #1	COC1=CC(CCCO[Si](C)(C)C)=CC2=C1OC(C1=CC=C3OCOC3=C1)=C2	3029.5	Semi standard non polar	33892256
Egonol,1TBDMS,isomer #1	COC1=CC(CCCO[Si](C)(C)C(C)(C)C)=CC2=C1OC(C1=CC=C3OCOC3=C1)=C2	3287.0	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 - Egonol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0532-1193000000-8cb62f2784707fc5a204	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Egonol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9126000000-f4d5688654936ed3db45	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Egonol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Egonol 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 - Egonol 10V, Positive-QTOF	splash10-0a6r-0019000000-f8bcfd6e2493aaad3c3f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 20V, Positive-QTOF	splash10-0a4i-1039000000-b1252585836534e157ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 40V, Positive-QTOF	splash10-06vj-3390000000-a0984f2545aeed28c448	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 10V, Negative-QTOF	splash10-004i-0029000000-511a3c5ada39a7527386	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 20V, Negative-QTOF	splash10-056r-0069000000-7167a3be1810e44caad9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 40V, Negative-QTOF	splash10-0kkc-3291000000-0f699506569c6b11cf1c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 10V, Negative-QTOF	splash10-004i-0009000000-9e96b9c23c7cae4a8238	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 20V, Negative-QTOF	splash10-004i-0069000000-1b43278bbf87d7e7e444	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 40V, Negative-QTOF	splash10-00fr-0094000000-7e312faee3e7c46e2251	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 10V, Positive-QTOF	splash10-056r-0019000000-b8a064dadba2319752b3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 20V, Positive-QTOF	splash10-05r0-0096000000-66b470da64ad7995924d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Egonol 40V, Positive-QTOF	splash10-0v03-0091000000-23596741e7687c09b2da	2021-09-23	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

FDB012616

KNApSAcK ID

C00032931

Chemspider ID

425433

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

485186

PDB ID

Not Available

ChEBI ID

69558

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Egonol (HMDB0034279)

MOL for HMDB0034279 (Egonol)

3D MOL for HMDB0034279 (Egonol)

3D SDF for HMDB0034279 (Egonol)

3D-SDF for HMDB0034279 (Egonol)

PDB for HMDB0034279 (Egonol)

3D PDB for HMDB0034279 (Egonol)

SMILES for HMDB0034279 (Egonol)

INCHI for HMDB0034279 (Egonol)

Structure for HMDB0034279 (Egonol)

3D Structure for HMDB0034279 (Egonol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra