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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:24:44 UTC

Update Date

2021-09-26 23:01:51 UTC

HMDB ID

HMDB0250409

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Columbianetin acetate

Description

(S)-Columbianetin acetate belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Based on a literature review a small amount of articles have been published on (S)-Columbianetin acetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Columbianetin acetate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Columbianetin acetate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0250409
     RDKit          3D
Columbianetin acetate
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.5077   -1.0314    0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3980   -0.0409    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6573    1.0744   -0.4726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0874   -0.3255    0.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0768    0.6077    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882    1.0512   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225    1.8347    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -0.0172    0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.8729    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4992   -0.1527    0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.3600   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6550   -2.4881   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0341   -2.3552   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415   -1.1466   -0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184   -1.0388    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5889    0.1663    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7687    1.2578    0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2393    2.4125    0.7638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.1206    0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743   -0.0120    0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839   -1.1980   -0.1459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332   -1.2051   -0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0461   -1.9950    0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1546   -0.6000    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4528    2.0936   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1115    0.4608   -1.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8158    1.1583   -1.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170    2.3872    1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9835    2.5244    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    1.5912    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -0.2829    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    1.4437    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654    1.4514   -0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2077   -3.4586   -0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6716   -3.2140   -0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6346   -1.9098   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686    0.3232    0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 11 21  1  0
 21  8  1  0
 20 10  1  0
 20 14  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
M  END


  Mrv1533004191515182D          

 21 23  0  0  0  0            999 V2000
    6.4908    1.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896    1.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153    0.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0626    1.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267    1.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959    0.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -0.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -0.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083   -0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1547    1.8150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.1395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 21  1  0  0  0  0
 15 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250409

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC(C)(C)C1CC2=C(O1)C=CC1=C2OC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O5/c1-9(17)21-16(2,3)13-8-11-12(19-13)6-4-10-5-7-14(18)20-15(10)11/h4-7,13H,8H2,1-3H3

> <INCHI_KEY>
IQTTZQQJJBEAIM-UHFFFAOYSA-N

> <FORMULA>
C16H16O5

> <MOLECULAR_WEIGHT>
288.299

> <EXACT_MASS>
288.099773615

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.501194259434616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl acetate

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.173519017333333

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.883704863127974

> <JCHEM_POLAR_SURFACE_AREA>
61.83

> <JCHEM_REFRACTIVITY>
75.4924

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-oxo-8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250409
     RDKit          3D
Columbianetin acetate
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.5077   -1.0314    0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3980   -0.0409    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6573    1.0744   -0.4726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0874   -0.3255    0.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0768    0.6077    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882    1.0512   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225    1.8347    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -0.0172    0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.8729    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4992   -0.1527    0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.3600   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6550   -2.4881   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0341   -2.3552   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415   -1.1466   -0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184   -1.0388    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5889    0.1663    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7687    1.2578    0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2393    2.4125    0.7638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.1206    0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743   -0.0120    0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839   -1.1980   -0.1459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332   -1.2051   -0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0461   -1.9950    0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1546   -0.6000    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4528    2.0936   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1115    0.4608   -1.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8158    1.1583   -1.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170    2.3872    1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9835    2.5244    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    1.5912    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -0.2829    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    1.4437    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654    1.4514   -0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2077   -3.4586   -0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6716   -3.2140   -0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6346   -1.9098   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686    0.3232    0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 11 21  1  0
 21  8  1  0
 20 10  1  0
 20 14  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      12.116   3.166   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.807   2.355   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.855   0.815   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.450   3.083   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.141   2.271   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.330   3.580   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.952   0.962   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.832   1.460   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.406   2.042   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.412   0.866   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.223  -0.443   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.719  -0.076   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.495  -1.800   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.956  -1.848   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.145  -0.539   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.606  -0.587   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.206   0.722   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.522   2.079   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.289   3.388   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.062   2.127   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.873   0.818   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    8                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   10   15                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0250409
HETATM    1  C1  UNL     1      -5.508  -1.031   0.221  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.398  -0.041   0.005  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.657   1.074  -0.473  1.00  0.00           O  
HETATM    4  O2  UNL     1      -3.087  -0.325   0.321  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.077   0.608   0.112  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.888   1.051  -1.301  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.423   1.835   0.937  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.778  -0.017   0.572  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.414   0.873   0.326  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.499  -0.153   0.124  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.894  -1.360  -0.152  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.655  -2.488  -0.383  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.034  -2.355  -0.325  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.642  -1.147  -0.048  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.018  -1.039   0.005  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.589   0.166   0.280  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.769   1.258   0.501  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.239   2.412   0.764  1.00  0.00           O  
HETATM   19  O4  UNL     1       3.464   1.121   0.444  1.00  0.00           O  
HETATM   20  C16 UNL     1       2.874  -0.012   0.184  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.484  -1.198  -0.146  1.00  0.00           O  
HETATM   22  H1  UNL     1      -6.033  -1.205  -0.735  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.046  -1.995   0.518  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.155  -0.600   1.004  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.453   2.094  -1.257  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.112   0.461  -1.840  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.816   1.158  -1.893  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.517   2.387   1.264  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.983   2.524   0.272  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.106   1.591   1.773  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.788  -0.283   1.649  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.669   1.444   1.233  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.365   1.451  -0.593  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.208  -3.459  -0.605  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.672  -3.214  -0.499  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.635  -1.910  -0.173  1.00  0.00           H  
HETATM   37  H16 UNL     1       6.669   0.323   0.337  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    7    8
CONECT    6   25   26   27
CONECT    7   28   29   30
CONECT    8    9   21   31
CONECT    9   10   32   33
CONECT   10   11   11   20
CONECT   11   12   21
CONECT   12   13   13   34
CONECT   13   14   35
CONECT   14   15   20   20
CONECT   15   16   16   36
CONECT   16   17   37
CONECT   17   18   18   19
CONECT   19   20
END

HMDB0250409
     RDKit          3D
Columbianetin acetate
 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.5077   -1.0314    0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3980   -0.0409    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6573    1.0744   -0.4726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0874   -0.3255    0.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0768    0.6077    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882    1.0512   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225    1.8347    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -0.0172    0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.8729    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4992   -0.1527    0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -1.3600   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6550   -2.4881   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0341   -2.3552   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415   -1.1466   -0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184   -1.0388    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5889    0.1663    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7687    1.2578    0.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2393    2.4125    0.7638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.1206    0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8743   -0.0120    0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839   -1.1980   -0.1459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332   -1.2051   -0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0461   -1.9950    0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1546   -0.6000    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4528    2.0936   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1115    0.4608   -1.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8158    1.1583   -1.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170    2.3872    1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9835    2.5244    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    1.5912    1.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -0.2829    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    1.4437    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654    1.4514   -0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2077   -3.4586   -0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6716   -3.2140   -0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6346   -1.9098   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686    0.3232    0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 11 21  1  0
 21  8  1  0
 20 10  1  0
 20 14  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-Columbianetin acetic acid	Generator
2-{2-oxo-2H,8H,9H-furo[2,3-H]chromen-8-yl}propan-2-yl acetic acid	Generator

Chemical Formula

C₁₆H₁₆O₅

Average Molecular Weight

288.299

Monoisotopic Molecular Weight

288.099773615

IUPAC Name

2-{2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl acetate

Traditional Name

2-{2-oxo-8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC(C)(C)C1CC2=C(O1)C=CC1=C2OC(=O)C=C1

InChI Identifier

InChI=1S/C16H16O5/c1-9(17)21-16(2,3)13-8-11-12(19-13)6-4-10-5-7-14(18)20-15(10)11/h4-7,13H,8H2,1-3H3

InChI Key

IQTTZQQJJBEAIM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Angular furanocoumarins

Alternative Parents

Substituents

Angular furanocoumarin
Benzopyran
1-benzopyran
Coumaran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	2.73	ALOGPS
logP	2.17	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.49 m³·mol⁻¹	ChemAxon
Polarizability	29.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.059	30932474
DeepCCS	[M-H]-	165.701	30932474
DeepCCS	[M-2H]-	198.793	30932474
DeepCCS	[M+Na]+	174.153	30932474
AllCCS	[M+H]+	165.4	32859911
AllCCS	[M+H-H2O]+	162.1	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	170.1	32859911
AllCCS	[M+Na-2H]-	169.6	32859911
AllCCS	[M+HCOO]-	169.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.8489 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.09 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1989.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	371.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	77.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	589.2 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	507.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1081.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	418.7 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	1441.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	371.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	338.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	349.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Columbianetin acetate	CC(=O)OC(C)(C)C1CC2=C(O1)C=CC1=C2OC(=O)C=C1	3116.1	Standard polar	33892256
Columbianetin acetate	CC(=O)OC(C)(C)C1CC2=C(O1)C=CC1=C2OC(=O)C=C1	2216.7	Standard non polar	33892256
Columbianetin acetate	CC(=O)OC(C)(C)C1CC2=C(O1)C=CC1=C2OC(=O)C=C1	2360.7	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 - Columbianetin acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9740000000-879ff1ae508f3eb67146	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Columbianetin acetate 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 - Columbianetin acetate 10V, Negative-QTOF	splash10-004i-0190000000-fd94c803ac43fbc0a111	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Columbianetin acetate 20V, Negative-QTOF	splash10-0a4i-9120000000-0b1588fbf782cc23a0c0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Columbianetin acetate 40V, Negative-QTOF	splash10-0a4r-8910000000-52e99c3a99ebb6f64198	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Columbianetin acetate 10V, Positive-QTOF	splash10-000i-0090000000-55ae166ce8f0698188b6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Columbianetin acetate 20V, Positive-QTOF	splash10-004i-0290000000-0971655ba2a7c7f17717	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Columbianetin acetate 40V, Positive-QTOF	splash10-071v-3940000000-a5d66e19e8b6b0d078c9	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4475180

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316020

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Columbianetin acetate (HMDB0250409)

MOL for HMDB0250409 (Columbianetin acetate)

3D MOL for HMDB0250409 (Columbianetin acetate)

3D SDF for HMDB0250409 (Columbianetin acetate)

3D-SDF for HMDB0250409 (Columbianetin acetate)

PDB for HMDB0250409 (Columbianetin acetate)

3D PDB for HMDB0250409 (Columbianetin acetate)

SMILES for HMDB0250409 (Columbianetin acetate)

INCHI for HMDB0250409 (Columbianetin acetate)

Structure for HMDB0250409 (Columbianetin acetate)

3D Structure for HMDB0250409 (Columbianetin acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra