Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:27:39 UTC

Update Date

2023-02-21 17:26:51 UTC

HMDB ID

HMDB0039101

Secondary Accession Numbers

HMDB39101

Metabolite Identification

Common Name

Etrogol

Description

Etrogol belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group. Etrogol has been detected, but not quantified in, citrus and sweet oranges (Citrus sinensis). This could make etrogol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Etrogol.

Structure

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

HMDB0039101
     RDKit          3D
Etrogol
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.1254   -0.2732    1.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.3986    0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6733    0.9613   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3519    0.5231   -0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169   -0.0050   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0645    1.0313   -0.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534    0.7486   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386   -0.5467    0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504   -0.8660    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497    0.0979    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545   -0.2735    0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256   -0.6338   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4307   -0.9621   -0.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5467    1.3877    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435    1.7121   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1015   -0.3619    1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -1.2847    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4006    0.3336    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6226    2.0547   -0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8684    0.5549   -1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711    0.6141    0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640    1.0196   -1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7744   -0.7803   -1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841   -0.5507    0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -1.3301    0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1778   -1.8916    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3045   -1.2221    1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8284    0.5241    1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461    0.1498   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -1.5596   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1039   -0.3448   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461    2.1400    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9726    2.7478   -0.4240 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  2  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

  Mrv0541 05061310512D          

 15 15  0  0  0  0            999 V2000
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    0.0000    3.3000    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  8  2  0  0  0  0
 12  3  2  0  0  0  0
 12  4  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039101

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCOC1=CC=C(CCO)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O2/c1-11(2)8-10-15-13-5-3-12(4-6-13)7-9-14/h3-6,8,14H,7,9-10H2,1-2H3

> <INCHI_KEY>
IBVFUNAQXWFZQB-UHFFFAOYSA-N

> <FORMULA>
C13H18O2

> <MOLECULAR_WEIGHT>
206.2808

> <EXACT_MASS>
206.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.313497492686615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethan-1-ol

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
2.6981320776666666

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.906567978296483

> <JCHEM_PKA_STRONGEST_BASIC>
-2.402267166293118

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
63.21030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethanol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0039101
     RDKit          3D
Etrogol
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.1254   -0.2732    1.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.3986    0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6733    0.9613   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3519    0.5231   -0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169   -0.0050   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0645    1.0313   -0.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534    0.7486   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386   -0.5467    0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504   -0.8660    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497    0.0979    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545   -0.2735    0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256   -0.6338   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4307   -0.9621   -0.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5467    1.3877    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435    1.7121   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1015   -0.3619    1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -1.2847    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4006    0.3336    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6226    2.0547   -0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8684    0.5549   -1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711    0.6141    0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640    1.0196   -1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7744   -0.7803   -1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841   -0.5507    0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -1.3301    0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1778   -1.8916    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3045   -1.2221    1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8284    0.5241    1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461    0.1498   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -1.5596   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1039   -0.3448   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461    2.1400    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9726    2.7478   -0.4240 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  2  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  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       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   6.930   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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    5   12                                                       
CONECT    4    6   12                                                       
CONECT    5    3   13                                                       
CONECT    6    4   13                                                       
CONECT    7    9   12                                                       
CONECT    8   10   11                                                       
CONECT    9    7   14                                                       
CONECT   10    8   15                                                       
CONECT   11    1    2    8                                                  
CONECT   12    3    4    7                                                  
CONECT   13    5    6   15                                                  
CONECT   14    9                                                            
CONECT   15   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0039101
HETATM    1  C1  UNL     1      -4.125  -0.273   1.324  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.335   0.399   0.036  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.673   0.961  -0.349  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.352   0.523  -0.812  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.017  -0.005  -0.497  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.065   1.031  -0.499  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.253   0.749  -0.227  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.639  -0.547   0.047  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.950  -0.866   0.324  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.950   0.098   0.341  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.355  -0.273   0.642  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.126  -0.634  -0.607  1.00  0.00           C  
HETATM   13  O2  UNL     1       6.431  -0.962  -0.181  1.00  0.00           O  
HETATM   14  C12 UNL     1       2.547   1.388   0.065  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.244   1.712  -0.211  1.00  0.00           C  
HETATM   16  H1  UNL     1      -5.102  -0.362   1.868  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.716  -1.285   1.261  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.401   0.334   1.922  1.00  0.00           H  
HETATM   19  H4  UNL     1      -5.623   2.055  -0.469  1.00  0.00           H  
HETATM   20  H5  UNL     1      -5.868   0.555  -1.382  1.00  0.00           H  
HETATM   21  H6  UNL     1      -6.471   0.614   0.315  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.464   1.020  -1.789  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.774  -0.780  -1.282  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.984  -0.551   0.462  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.134  -1.330   0.039  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.178  -1.892   0.527  1.00  0.00           H  
HETATM   27  H12 UNL     1       4.304  -1.222   1.253  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.828   0.524   1.223  1.00  0.00           H  
HETATM   29  H14 UNL     1       5.146   0.150  -1.362  1.00  0.00           H  
HETATM   30  H15 UNL     1       4.732  -1.560  -1.072  1.00  0.00           H  
HETATM   31  H16 UNL     1       7.104  -0.345  -0.567  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.346   2.140   0.082  1.00  0.00           H  
HETATM   33  H18 UNL     1       0.973   2.748  -0.424  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    4
CONECT    3   19   20   21
CONECT    4    5   22
CONECT    5    6   23   24
CONECT    6    7
CONECT    7    8    8   15
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   14
CONECT   11   12   27   28
CONECT   12   13   29   30
CONECT   13   31
CONECT   14   15   15   32
CONECT   15   33
END

HMDB0039101
     RDKit          3D
Etrogol
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.1254   -0.2732    1.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3352    0.3986    0.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6733    0.9613   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3519    0.5231   -0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169   -0.0050   -0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0645    1.0313   -0.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534    0.7486   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6386   -0.5467    0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504   -0.8660    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497    0.0979    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545   -0.2735    0.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256   -0.6338   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4307   -0.9621   -0.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5467    1.3877    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435    1.7121   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1015   -0.3619    1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -1.2847    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4006    0.3336    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6226    2.0547   -0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8684    0.5549   -1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711    0.6141    0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640    1.0196   -1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7744   -0.7803   -1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841   -0.5507    0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -1.3301    0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1778   -1.8916    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3045   -1.2221    1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8284    0.5241    1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1461    0.1498   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -1.5596   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1039   -0.3448   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461    2.1400    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9726    2.7478   -0.4240 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  2  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[4-(Prenyloxy)phenyl]ethanol	HMDB

Chemical Formula

C₁₃H₁₈O₂

Average Molecular Weight

206.2808

Monoisotopic Molecular Weight

206.13067982

IUPAC Name

2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethan-1-ol

Traditional Name

2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethanol

CAS Registry Number

119417-97-9

SMILES

CC(C)=CCOC1=CC=C(CCO)C=C1

InChI Identifier

InChI=1S/C13H18O2/c1-11(2)8-10-15-13-5-3-12(4-6-13)7-9-14/h3-6,8,14H,7,9-10H2,1-2H3

InChI Key

IBVFUNAQXWFZQB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Tyrosols and derivatives

Direct Parent

Tyrosols and derivatives

Alternative Parents

Substituents

Tyrosol derivative
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:70079 )
alcohol (CHEBI:70079 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039101)
Cell membrane (HMDB: HMDB0039101)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039101)

Source

Exogenous

Exogenous (HMDB: HMDB0039101)

Food

Food (HMDB: HMDB0039101)

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)
Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0039101)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039101)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.22 g/L	ALOGPS
logP	2.95	ALOGPS
logP	2.7	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	15.91	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	63.21 m³·mol⁻¹	ChemAxon
Polarizability	24.31 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	146.907	31661259
DarkChem	[M-H]-	145.59	31661259
DeepCCS	[M+H]+	146.306	30932474
DeepCCS	[M-H]-	143.386	30932474
DeepCCS	[M-2H]-	179.574	30932474
DeepCCS	[M+Na]+	155.112	30932474
AllCCS	[M+H]+	146.7	32859911
AllCCS	[M+H-H2O]+	142.8	32859911
AllCCS	[M+NH4]+	150.3	32859911
AllCCS	[M+Na]+	151.3	32859911
AllCCS	[M-H]-	152.2	32859911
AllCCS	[M+Na-2H]-	152.8	32859911
AllCCS	[M+HCOO]-	153.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etrogol	CC(C)=CCOC1=CC=C(CCO)C=C1	2645.1	Standard polar	33892256
Etrogol	CC(C)=CCOC1=CC=C(CCO)C=C1	1682.0	Standard non polar	33892256
Etrogol	CC(C)=CCOC1=CC=C(CCO)C=C1	1730.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Etrogol,1TMS,isomer #1	CC(C)=CCOC1=CC=C(CCO[Si](C)(C)C)C=C1	1799.5	Semi standard non polar	33892256
Etrogol,1TBDMS,isomer #1	CC(C)=CCOC1=CC=C(CCO[Si](C)(C)C(C)(C)C)C=C1	2022.1	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 - Etrogol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-4900000000-b392ac8737bf1a22900d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etrogol GC-MS (1 TMS) - 70eV, Positive	splash10-074j-9550000000-09b00fcc3a4c5e051c9e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etrogol 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 - Etrogol 10V, Positive-QTOF	splash10-052r-2950000000-8ddb0993216b7e026ff4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 20V, Positive-QTOF	splash10-014r-9810000000-13973824783ab05326e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 40V, Positive-QTOF	splash10-0gi0-9600000000-6dbe6286655e3fddba5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 10V, Negative-QTOF	splash10-0a4i-0980000000-62c2ee123d14bb35c5d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 20V, Negative-QTOF	splash10-0a4r-1910000000-679e3f0d5a8cde5c6a57	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 40V, Negative-QTOF	splash10-066r-4900000000-20479e797af9d8c606db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 10V, Positive-QTOF	splash10-0a4i-1970000000-835a1ff06026d620a318	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 20V, Positive-QTOF	splash10-014i-9200000000-6260dab4b32f230df87c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 40V, Positive-QTOF	splash10-0006-9300000000-cf339b2e3499b3dd5854	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 10V, Negative-QTOF	splash10-014i-0900000000-972f865a96261dcb891a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 20V, Negative-QTOF	splash10-014i-0900000000-3e47897c5914ed06763a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrogol 40V, Negative-QTOF	splash10-014i-0900000000-67f6aec16ccad0e37dcf	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB018607

KNApSAcK ID

C00056597

Chemspider ID

8573510

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10398072

PDB ID

Not Available

ChEBI ID

70079

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 Etrogol (HMDB0039101)

MOL for HMDB0039101 (Etrogol)

3D MOL for HMDB0039101 (Etrogol)

3D SDF for HMDB0039101 (Etrogol)

3D-SDF for HMDB0039101 (Etrogol)

PDB for HMDB0039101 (Etrogol)

3D PDB for HMDB0039101 (Etrogol)

SMILES for HMDB0039101 (Etrogol)

INCHI for HMDB0039101 (Etrogol)

Structure for HMDB0039101 (Etrogol)

3D Structure for HMDB0039101 (Etrogol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra