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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:10 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030648

Secondary Accession Numbers

HMDB30648

Metabolite Identification

Common Name

Artemidiol

Description

Artemidiol belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1. Based on a literature review very few articles have been published on Artemidiol.

Structure

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

HMDB0030648
     RDKit          3D
Artemidiol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.9397    0.0369    1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982    0.0939   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3546   -0.1092   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9797   -1.3669   -0.4072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    0.9512   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974    2.2263   -0.7190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    0.6323   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.0320    0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -0.2558    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -0.8494    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.1347    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7588   -0.8073   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9903   -0.2117   -1.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6531    0.0582   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284    0.6537   -1.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    0.9334   -2.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712    0.9092   -1.6241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0127   -0.0237    1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4608   -0.8609    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5630    0.9739    1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345    1.0179   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3777   -0.7675   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751   -0.1353   -1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7581   -1.9300   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6493    0.9440    0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1963    2.8549   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -0.2157    1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367   -1.0912    2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.6115    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7807   -1.0066   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    0.0597   -2.1857 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  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  7  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
M  END


  Mrv0541 05061305252D          

 17 18  0  0  0  0            999 V2000
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 11  7  2  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 11  1  0  0  0  0
 17 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030648

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(O)C(O)C1=CC2=CC=CC=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O4/c1-2-10(14)12(15)11-7-8-5-3-4-6-9(8)13(16)17-11/h3-7,10,12,14-15H,2H2,1H3

> <INCHI_KEY>
CRXSSRPVDGICML-UHFFFAOYSA-N

> <FORMULA>
C13H14O4

> <MOLECULAR_WEIGHT>
234.2479

> <EXACT_MASS>
234.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
24.09115690092898

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1,2-dihydroxybutyl)-1H-isochromen-1-one

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
1.5173155523333333

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.939539444942277

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.864513152186483

> <JCHEM_PKA_STRONGEST_BASIC>
-3.203817020469371

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
63.75410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1,2-dihydroxybutyl)isochromen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030648
     RDKit          3D
Artemidiol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.9397    0.0369    1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982    0.0939   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3546   -0.1092   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9797   -1.3669   -0.4072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    0.9512   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974    2.2263   -0.7190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    0.6323   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.0320    0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -0.2558    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -0.8494    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.1347    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7588   -0.8073   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9903   -0.2117   -1.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6531    0.0582   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284    0.6537   -1.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    0.9334   -2.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712    0.9092   -1.6241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0127   -0.0237    1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4608   -0.8609    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5630    0.9739    1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345    1.0179   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3777   -0.7675   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751   -0.1353   -1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7581   -1.9300   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6493    0.9440    0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1963    2.8549   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -0.2157    1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367   -1.0912    2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.6115    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7807   -1.0066   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    0.0597   -2.1857 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  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  7  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   10                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    9                                                       
CONECT    7    8   11                                                       
CONECT    8    5    7    9                                                  
CONECT    9    6    8   13                                                  
CONECT   10    2   12   14                                                  
CONECT   11    7   12   17                                                  
CONECT   12   10   11   15                                                  
CONECT   13    9   16   17                                                  
CONECT   14   10                                                            
CONECT   15   12                                                            
CONECT   16   13                                                            
CONECT   17   11   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0030648
HETATM    1  C1  UNL     1      -3.940   0.037   1.051  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.798   0.094  -0.443  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.355  -0.109  -0.876  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.980  -1.367  -0.407  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.457   0.951  -0.275  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.797   2.226  -0.719  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.022   0.632  -0.486  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.749   0.032   0.500  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.082  -0.256   0.282  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.895  -0.849   1.222  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.225  -1.135   0.999  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.759  -0.807  -0.226  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.990  -0.212  -1.203  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.653   0.058  -0.935  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.828   0.654  -1.872  1.00  0.00           C  
HETATM   16  O3  UNL     1       2.376   0.933  -2.983  1.00  0.00           O  
HETATM   17  O4  UNL     1       0.571   0.909  -1.624  1.00  0.00           O  
HETATM   18  H1  UNL     1      -5.013  -0.024   1.305  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.461  -0.861   1.481  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.563   0.974   1.545  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.235   1.018  -0.828  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.378  -0.767  -0.855  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.275  -0.135  -1.979  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.758  -1.930  -0.234  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.649   0.944   0.830  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.196   2.855  -0.231  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.306  -0.216   1.455  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.437  -1.091   2.172  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.837  -1.612   1.784  1.00  0.00           H  
HETATM   30  H13 UNL     1       5.781  -1.007  -0.448  1.00  0.00           H  
HETATM   31  H14 UNL     1       4.388   0.060  -2.186  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4    5   23
CONECT    4   24
CONECT    5    6    7   25
CONECT    6   26
CONECT    7    8    8   17
CONECT    8    9   27
CONECT    9   10   10   14
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15
CONECT   15   16   16   17
END

HMDB0030648
     RDKit          3D
Artemidiol
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.9397    0.0369    1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982    0.0939   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3546   -0.1092   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9797   -1.3669   -0.4072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    0.9512   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974    2.2263   -0.7190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    0.6323   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.0320    0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -0.2558    0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -0.8494    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246   -1.1347    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7588   -0.8073   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9903   -0.2117   -1.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6531    0.0582   -0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284    0.6537   -1.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    0.9334   -2.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5712    0.9092   -1.6241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0127   -0.0237    1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4608   -0.8609    1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5630    0.9739    1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2345    1.0179   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3777   -0.7675   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751   -0.1353   -1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7581   -1.9300   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6493    0.9440    0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1963    2.8549   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057   -0.2157    1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367   -1.0912    2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.6115    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7807   -1.0066   -0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    0.0597   -2.1857 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  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  7  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-(1,2-Dihydroxybutyl)-1H-2-benzopyran-1-one	HMDB

Chemical Formula

C₁₃H₁₄O₄

Average Molecular Weight

234.2479

Monoisotopic Molecular Weight

234.089208936

IUPAC Name

3-(1,2-dihydroxybutyl)-1H-isochromen-1-one

Traditional Name

3-(1,2-dihydroxybutyl)isochromen-1-one

CAS Registry Number

54963-30-3

SMILES

CCC(O)C(O)C1=CC2=CC=CC=C2C(=O)O1

InChI Identifier

InChI=1S/C13H14O4/c1-2-10(14)12(15)11-7-8-5-3-4-6-9(8)13(16)17-11/h3-7,10,12,14-15H,2H2,1H3

InChI Key

CRXSSRPVDGICML-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isocoumarins and derivatives. These are polycyclic compounds containing an isochromane which bears a ketone at the carbon C1.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isocoumarins and derivatives

Sub Class

Not Available

Direct Parent

Isocoumarins and derivatives

Alternative Parents

Substituents

Isocoumarin
Benzopyran
2-benzopyran
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
1,2-diol
Lactone
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxide
Organic oxygen compound
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030648)
Cytoplasm (HMDB: HMDB0030648)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030648)

Source

Endogenous

Endogenous (HMDB: HMDB0030648)

Plant

Plant (HMDB: HMDB0030648)

Exogenous

Food

Food (HMDB: HMDB0030648)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	131.5 - 133 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3308 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	4.66 g/L	ALOGPS
logP	1.14	ALOGPS
logP	1.52	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.86	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.75 m³·mol⁻¹	ChemAxon
Polarizability	24.09 Å³	ChemAxon
Number of Rings	2	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]+	154.051	31661259
DarkChem	[M-H]-	150.967	31661259
DeepCCS	[M+H]+	151.565	30932474
DeepCCS	[M-H]-	149.207	30932474
DeepCCS	[M-2H]-	182.712	30932474
DeepCCS	[M+Na]+	158.159	30932474
AllCCS	[M+H]+	154.2	32859911
AllCCS	[M+H-H2O]+	150.2	32859911
AllCCS	[M+NH4]+	157.9	32859911
AllCCS	[M+Na]+	159.0	32859911
AllCCS	[M-H]-	155.8	32859911
AllCCS	[M+Na-2H]-	155.8	32859911
AllCCS	[M+HCOO]-	156.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Artemidiol	CCC(O)C(O)C1=CC2=CC=CC=C2C(=O)O1	3179.7	Standard polar	33892256
Artemidiol	CCC(O)C(O)C1=CC2=CC=CC=C2C(=O)O1	2134.7	Standard non polar	33892256
Artemidiol	CCC(O)C(O)C1=CC2=CC=CC=C2C(=O)O1	2191.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Artemidiol,1TMS,isomer #1	CCC(O[Si](C)(C)C)C(O)C1=CC2=CC=CC=C2C(=O)O1	2209.8	Semi standard non polar	33892256
Artemidiol,1TMS,isomer #2	CCC(O)C(O[Si](C)(C)C)C1=CC2=CC=CC=C2C(=O)O1	2176.1	Semi standard non polar	33892256
Artemidiol,2TMS,isomer #1	CCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC2=CC=CC=C2C(=O)O1	2169.8	Semi standard non polar	33892256
Artemidiol,1TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)C(O)C1=CC2=CC=CC=C2C(=O)O1	2478.5	Semi standard non polar	33892256
Artemidiol,1TBDMS,isomer #2	CCC(O)C(O[Si](C)(C)C(C)(C)C)C1=CC2=CC=CC=C2C(=O)O1	2424.0	Semi standard non polar	33892256
Artemidiol,2TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC2=CC=CC=C2C(=O)O1	2674.4	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 - Artemidiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-4910000000-0d38dd131377ba61acbc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artemidiol GC-MS (2 TMS) - 70eV, Positive	splash10-0002-6394000000-d4ebd94f96c51258730a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artemidiol 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 - Artemidiol 10V, Negative-QTOF	splash10-001i-1590000000-9f4d0bf2c618bd622cd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 20V, Negative-QTOF	splash10-0541-5950000000-7b4ebeaff92d6cc2dc77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 40V, Negative-QTOF	splash10-0670-9700000000-0d94a6b982fd4c0ddca3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 10V, Negative-QTOF	splash10-001i-1590000000-e6313ff31be1c234e3fb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 20V, Negative-QTOF	splash10-0a4j-9700000000-dd409af5c7b8b8edccd6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 40V, Negative-QTOF	splash10-0002-4900000000-2b5c44af45a522d46b79	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 10V, Positive-QTOF	splash10-000i-1190000000-8c8cbec39773b0427cdf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 20V, Positive-QTOF	splash10-00p0-9670000000-d63e43d545d53bc9c06c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 40V, Positive-QTOF	splash10-0a4l-9400000000-76a289a89dec4efa14cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 10V, Positive-QTOF	splash10-000i-0390000000-84e7d6facca9c5381fe8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 20V, Positive-QTOF	splash10-00di-9510000000-f9f4dc966384d02899a1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemidiol 40V, Positive-QTOF	splash10-0f6x-9600000000-6b27018e766c68604f40	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB002554

KNApSAcK ID

C00043285

Chemspider ID

10352939

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23246261

PDB ID

Not Available

ChEBI ID

174201

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1821751

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

Artemidiol → [2-hydroxy-1-(1-oxo-1H-isochromen-3-yl)butoxy]sulfonic acid	details
Artemidiol → {[1-hydroxy-1-(1-oxo-1H-isochromen-3-yl)butan-2-yl]oxy}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

Artemidiol → 3,4,5-trihydroxy-6-[2-hydroxy-1-(1-oxo-1H-isochromen-3-yl)butoxy]oxane-2-carboxylic acid	details
Artemidiol → 3,4,5-trihydroxy-6-{[1-hydroxy-1-(1-oxo-1H-isochromen-3-yl)butan-2-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for Artemidiol (HMDB0030648)

MOL for HMDB0030648 (Artemidiol)

3D MOL for HMDB0030648 (Artemidiol)

3D SDF for HMDB0030648 (Artemidiol)

3D-SDF for HMDB0030648 (Artemidiol)

PDB for HMDB0030648 (Artemidiol)

3D PDB for HMDB0030648 (Artemidiol)

SMILES for HMDB0030648 (Artemidiol)

INCHI for HMDB0030648 (Artemidiol)

Structure for HMDB0030648 (Artemidiol)

3D Structure for HMDB0030648 (Artemidiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions