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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:56 UTC

Update Date

2022-03-07 02:52:41 UTC

HMDB ID

HMDB0030772

Secondary Accession Numbers

HMDB30772

Metabolite Identification

Common Name

Demethoxyegonol

Description

Demethoxyegonol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Demethoxyegonol 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 very few articles have been published on Demethoxyegonol.

Structure

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

HMDB0030772
     RDKit          3D
Demethoxyegonol
 38 41  0  0  0  0  0  0  0  0999 V2000
   -6.1644   -0.8742    0.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.1622    1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253    1.1915    0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4429    0.6597   -1.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064    0.0856   -0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9731   -1.2446   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295   -1.7590   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124   -0.9599   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6784   -1.1879    0.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3786   -0.0917   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8393    0.0603    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571    1.2739   -0.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8166    1.4574   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6020    0.3845    0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0112   -0.8475    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432   -1.0028    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0645   -1.7202    0.8065 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2767   -1.0817    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9741    0.3046    0.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    0.9526   -0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184    0.3862   -0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841    0.8745   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8498   -1.7593    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9667    0.6491    2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4438   -0.2065    1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1087    1.5917   -0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5289    2.0212    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3225    1.5257   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0821   -0.0703   -1.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8745   -1.8932   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6116   -2.7972    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    2.1431   -0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2388    2.4428   -0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1958   -1.9565    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0987   -1.2586    1.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5785   -1.3783   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782    1.9862   -0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281    1.9366   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 21  8  1  0
 16 11  1  0
 19 14  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 18 35  1  0
 18 36  1  0
 20 37  1  0
 22 38  1  0
M  END


  Mrv0541 05061305302D          

 22 25  0  0  0  0            999 V2000
    8.0761   -2.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2511   -2.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2511   -1.4045    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
    6.8386   -0.6900    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
    8.4886   -3.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0136   -2.1190    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
    4.7941   -1.2330    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
    6.8386   -2.1190    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
    5.6011   -1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0136   -0.6900    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
    4.7079   -0.4125    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
    9.3136   -3.5479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    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
    5.4615   -0.0769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  5  1  0  0  0  0
 15 14  2  0  0  0  0
 16  6  1  0  0  0  0
 17 10  2  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
 18 16  2  0  0  0  0
 19  7  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 21 11  1  0  0  0  0
 21 18  1  0  0  0  0
 22 15  1  0  0  0  0
 22 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030772

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCCC1=CC2=C(OC(=C2)C2=CC3=C(OCO3)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O4/c19-7-1-2-12-3-5-15-14(8-12)10-17(22-15)13-4-6-16-18(9-13)21-11-20-16/h3-6,8-10,19H,1-2,7,11H2

> <INCHI_KEY>
YQEPMZLWYOAQNI-UHFFFAOYSA-N

> <FORMULA>
C18H16O4

> <MOLECULAR_WEIGHT>
296.3172

> <EXACT_MASS>
296.104859

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.1680329796565

> <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)-1-benzofuran-5-yl]propan-1-ol

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.288709272666666

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.96338507427571

> <JCHEM_PKA_STRONGEST_BASIC>
-2.3774153685118042

> <JCHEM_POLAR_SURFACE_AREA>
51.83

> <JCHEM_REFRACTIVITY>
81.8516

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.09e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030772
     RDKit          3D
Demethoxyegonol
 38 41  0  0  0  0  0  0  0  0999 V2000
   -6.1644   -0.8742    0.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.1622    1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253    1.1915    0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4429    0.6597   -1.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064    0.0856   -0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9731   -1.2446   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295   -1.7590   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124   -0.9599   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6784   -1.1879    0.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3786   -0.0917   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8393    0.0603    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571    1.2739   -0.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8166    1.4574   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6020    0.3845    0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0112   -0.8475    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432   -1.0028    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0645   -1.7202    0.8065 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2767   -1.0817    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9741    0.3046    0.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    0.9526   -0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184    0.3862   -0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841    0.8745   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8498   -1.7593    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9667    0.6491    2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4438   -0.2065    1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1087    1.5917   -0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5289    2.0212    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3225    1.5257   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0821   -0.0703   -1.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8745   -1.8932   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6116   -2.7972    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    2.1431   -0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2388    2.4428   -0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1958   -1.9565    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0987   -1.2586    1.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5785   -1.3783   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782    1.9862   -0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281    1.9366   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 21  8  1  0
 16 11  1  0
 19 14  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 18 35  1  0
 18 36  1  0
 20 37  1  0
 22 38  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      15.075  -5.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.535  -5.289   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.535  -2.622   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.765  -1.288   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.845  -6.623   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.225  -3.955   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.949  -2.302   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.765  -3.955   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.455  -2.622   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.225  -1.288   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      17.385  -6.623   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.195  -0.144   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1   12                                                       
CONECT    3    5   12                                                       
CONECT    4    6   13                                                       
CONECT    5    3   15                                                       
CONECT    6    4   16                                                       
CONECT    7    1   19                                                       
CONECT    8   12   14                                                       
CONECT    9   13   18                                                       
CONECT   10   14   17                                                       
CONECT   11   20   21                                                       
CONECT   12    2    3    8                                                  
CONECT   13    4    9   17                                                  
CONECT   14    8   10   15                                                  
CONECT   15    5   14   22                                                  
CONECT   16    6   18   20                                                  
CONECT   17   10   13   22                                                  
CONECT   18    9   16   21                                                  
CONECT   19    7                                                            
CONECT   20   11   16                                                       
CONECT   21   11   18                                                       
CONECT   22   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0030772
HETATM    1  O1  UNL     1      -6.164  -0.874   0.783  1.00  0.00           O  
HETATM    2  C1  UNL     1      -5.359   0.162   1.273  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.125   1.192   0.218  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.443   0.660  -1.003  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.106   0.086  -0.711  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.973  -1.245  -0.389  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.729  -1.759  -0.121  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.612  -0.960  -0.171  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.678  -1.188   0.037  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.379  -0.092  -0.131  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.839   0.060   0.009  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.457   1.274  -0.196  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.817   1.457  -0.075  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.602   0.385   0.267  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.011  -0.848   0.479  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.643  -1.003   0.350  1.00  0.00           C  
HETATM   17  O3  UNL     1       6.064  -1.720   0.806  1.00  0.00           O  
HETATM   18  C15 UNL     1       7.277  -1.082   0.422  1.00  0.00           C  
HETATM   19  O4  UNL     1       6.974   0.305   0.450  1.00  0.00           O  
HETATM   20  C16 UNL     1       0.544   0.953  -0.472  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.718   0.386  -0.493  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.984   0.874  -0.757  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.850  -1.759   1.109  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.967   0.649   2.080  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.444  -0.206   1.763  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.109   1.592  -0.095  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.529   2.021   0.645  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.323   1.526  -1.710  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.082  -0.070  -1.539  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.875  -1.893  -0.348  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.612  -2.797   0.132  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.856   2.143  -0.468  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.239   2.443  -0.251  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.196  -1.957   0.516  1.00  0.00           H  
HETATM   35  H13 UNL     1       8.099  -1.259   1.117  1.00  0.00           H  
HETATM   36  H14 UNL     1       7.579  -1.378  -0.592  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.778   1.986  -0.681  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.028   1.937  -1.007  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6    6   22
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9   21
CONECT    9   10
CONECT   10   11   20   20
CONECT   11   12   12   16
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   19
CONECT   15   16   16   17
CONECT   16   34
CONECT   17   18
CONECT   18   19   35   36
CONECT   20   21   37
CONECT   21   22   22
CONECT   22   38
END

HMDB0030772
     RDKit          3D
Demethoxyegonol
 38 41  0  0  0  0  0  0  0  0999 V2000
   -6.1644   -0.8742    0.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.1622    1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253    1.1915    0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4429    0.6597   -1.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064    0.0856   -0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9731   -1.2446   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295   -1.7590   -0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124   -0.9599   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6784   -1.1879    0.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3786   -0.0917   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8393    0.0603    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571    1.2739   -0.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8166    1.4574   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6020    0.3845    0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0112   -0.8475    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432   -1.0028    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0645   -1.7202    0.8065 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2767   -1.0817    0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9741    0.3046    0.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    0.9526   -0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184    0.3862   -0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841    0.8745   -0.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8498   -1.7593    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9667    0.6491    2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4438   -0.2065    1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1087    1.5917   -0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5289    2.0212    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3225    1.5257   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0821   -0.0703   -1.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8745   -1.8932   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6116   -2.7972    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557    2.1431   -0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2388    2.4428   -0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1958   -1.9565    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0987   -1.2586    1.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5785   -1.3783   -0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782    1.9862   -0.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281    1.9366   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 21  8  1  0
 16 11  1  0
 19 14  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 18 35  1  0
 18 36  1  0
 20 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(3-Hydroxypropyl)-2-(3,4-methylenedioxyphenyl)benzofuran	ChEBI
2-(1,3-Benzodioxol-5-yl)-5-benzofuranpropanol	HMDB
Demethoxyegonol	ChEBI

Chemical Formula

C₁₈H₁₆O₄

Average Molecular Weight

296.3172

Monoisotopic Molecular Weight

296.104859

IUPAC Name

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

Traditional Name

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

CAS Registry Number

53279-35-9

SMILES

OCCCC1=CC2=C(OC(=C2)C2=CC3=C(OCO3)C=C2)C=C1

InChI Identifier

InChI=1S/C18H16O4/c19-7-1-2-12-3-5-15-14(8-12)10-17(22-15)13-4-6-16-18(9-13)21-11-20-16/h3-6,8-10,19H,1-2,7,11H2

InChI Key

YQEPMZLWYOAQNI-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
Benzofuran
Benzodioxole
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzofurans (CHEBI:69557 )
benzodioxoles (CHEBI:69557 )
primary alcohol (CHEBI:69557 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	124 - 125 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	6.88 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	0.031 g/L	ALOGPS
logP	3.76	ALOGPS
logP	3.29	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	15.96	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.85 m³·mol⁻¹	ChemAxon
Polarizability	33.17 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]+	170.002	31661259
DarkChem	[M-H]-	172.669	31661259
DeepCCS	[M+H]+	172.702	30932474
DeepCCS	[M-H]-	170.344	30932474
DeepCCS	[M-2H]-	203.749	30932474
DeepCCS	[M+Na]+	179.131	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.6	32859911
AllCCS	[M-H]-	175.4	32859911
AllCCS	[M+Na-2H]-	174.8	32859911
AllCCS	[M+HCOO]-	174.3	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.	7.37 minutes	32390414
Predicted by Siyang on May 30, 2022	14.5038 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.61 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2205.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	423.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	202.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	231.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	270.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	526.9 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	581.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	112.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1345.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	542.9 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	1493.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	391.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	351.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	293.1 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	21.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Demethoxyegonol	OCCCC1=CC2=C(OC(=C2)C2=CC3=C(OCO3)C=C2)C=C1	3567.2	Standard polar	33892256
Demethoxyegonol	OCCCC1=CC2=C(OC(=C2)C2=CC3=C(OCO3)C=C2)C=C1	2620.6	Standard non polar	33892256
Demethoxyegonol	OCCCC1=CC2=C(OC(=C2)C2=CC3=C(OCO3)C=C2)C=C1	2811.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Demethoxyegonol,1TMS,isomer #1	C[Si](C)(C)OCCCC1=CC=C2OC(C3=CC=C4OCOC4=C3)=CC2=C1	2912.3	Semi standard non polar	33892256
Demethoxyegonol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCC1=CC=C2OC(C3=CC=C4OCOC4=C3)=CC2=C1	3179.0	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 - Demethoxyegonol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1090000000-35f7892a0621bae41172	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Demethoxyegonol GC-MS (1 TMS) - 70eV, Positive	splash10-0uk9-9252000000-7b305db0b466bc367df1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Demethoxyegonol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Demethoxyegonol 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 - Demethoxyegonol 10V, Positive-QTOF	splash10-004j-0090000000-7a56e0ba452241c63622	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 20V, Positive-QTOF	splash10-004i-1090000000-cfddd6097551d7018be6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 40V, Positive-QTOF	splash10-053s-4490000000-04209bf27b64db656a06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 10V, Negative-QTOF	splash10-0002-0090000000-07e511fd2bcc84e2f052	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 20V, Negative-QTOF	splash10-0002-0090000000-3246289027b908e0833c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 40V, Negative-QTOF	splash10-002o-4290000000-c035efc0c942c39391ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 10V, Negative-QTOF	splash10-0002-0090000000-bf4049e7bc52824533e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 20V, Negative-QTOF	splash10-014i-0090000000-a8454a3bda9e3732235e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 40V, Negative-QTOF	splash10-0f72-1190000000-98a086da493bae709095	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 10V, Positive-QTOF	splash10-002b-0090000000-36d7e0140149fd1f06f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 20V, Positive-QTOF	splash10-0f92-0090000000-da5994b5fcaf2cf1f1af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Demethoxyegonol 40V, Positive-QTOF	splash10-0udi-0090000000-a378a9c61d37e24a35da	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

FDB002707

KNApSAcK ID

C00032893

Chemspider ID

8577735

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10402297

PDB ID

Not Available

ChEBI ID

69557

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822641

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.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Demethoxyegonol → {3-[2-(2H-1,3-benzodioxol-5-yl)-1-benzofuran-5-yl]propoxy}sulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Demethoxyegonol → 6-{3-[2-(2H-1,3-benzodioxol-5-yl)-1-benzofuran-5-yl]propoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

3. Alcohol dehydrogenase class 4 mu/sigma chain

General function:: Involved in zinc ion binding
Specific function:: Could function in retinol oxidation for the synthesis of retinoic acid, a hormone important for cellular differentiation. Medium-chain (octanol) and aromatic (m-nitrobenzaldehyde) compounds are the best substrates. Ethanol is not a good substrate but at the high ethanol concentrations reached in the digestive tract, it plays a role in the ethanol oxidation and contributes to the first pass ethanol metabolism.
Gene Name:: ADH7
Uniprot ID:: P40394
Molecular weight:: 41480.985

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Demethoxyegonol → 3-[2-(2H-1,3-benzodioxol-5-yl)-1-benzofuran-5-yl]propanal	details

Showing metabocard for Demethoxyegonol (HMDB0030772)

MOL for HMDB0030772 (Demethoxyegonol)

3D MOL for HMDB0030772 (Demethoxyegonol)

3D SDF for HMDB0030772 (Demethoxyegonol)

3D-SDF for HMDB0030772 (Demethoxyegonol)

PDB for HMDB0030772 (Demethoxyegonol)

3D PDB for HMDB0030772 (Demethoxyegonol)

SMILES for HMDB0030772 (Demethoxyegonol)

INCHI for HMDB0030772 (Demethoxyegonol)

Structure for HMDB0030772 (Demethoxyegonol)

3D Structure for HMDB0030772 (Demethoxyegonol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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