Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:12:50 UTC

Update Date

2022-03-07 02:57:03 UTC

HMDB ID

HMDB0041525

Secondary Accession Numbers

HMDB41525

Metabolite Identification

Common Name

Coriandrone C

Description

Coriandrone C 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. Coriandrone C has been detected, but not quantified in, corianders (Coriandrum sativum) and herbs and spices. This could make coriandrone C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Coriandrone C.

Structure

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

HMDB0041525
     RDKit          3D
Coriandrone C
 28 30  0  0  0  0  0  0  0  0999 V2000
   -2.2558    2.6090   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    1.8534    0.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2992    0.5829    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764   -0.5600    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289   -0.7807    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -2.1453    0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4127   -2.7441    0.3771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114   -1.8043    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391   -1.9233    0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -0.7935    0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026   -0.8767    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8023    0.2745    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2583    0.0627   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    0.0256   -1.5105 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2055    1.4144    0.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018    1.5763    0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    2.7031    0.3757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0760    0.4592    0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    2.2552   -1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629    3.6774   -0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3790    2.4978   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532    0.0075    0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5355   -2.6829    0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -2.8937    0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414   -1.8484   -0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5183   -0.9134    0.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8569    0.8789    0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5487   -0.9115   -1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18  3  1  0
  8  4  1  0
 18 10  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
M  END


  Mrv0541 05061312442D          

 18 20  0  0  0  0            999 V2000
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    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
    2.8579    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
    2.1434   -0.4125    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
    3.5724   -1.2375    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
    2.1434   -1.2375    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  7  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  2  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
 10  5  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 14  6  1  0  0  0  0
 15 13  2  0  0  0  0
 16  1  1  0  0  0  0
 16 12  1  0  0  0  0
 17  3  1  0  0  0  0
 17 10  1  0  0  0  0
 18  8  1  0  0  0  0
 18 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041525

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C=COC2=CC2=C1C(=O)OC(CO)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C13H10O5/c1-16-12-9-2-3-17-10(9)5-7-4-8(6-14)18-13(15)11(7)12/h2-5,14H,6H2,1H3

> <INCHI_KEY>
KFOFBVHBCDBMPK-UHFFFAOYSA-N

> <FORMULA>
C13H10O5

> <MOLECULAR_WEIGHT>
246.2155

> <EXACT_MASS>
246.05282343

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
24.07743713401066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(hydroxymethyl)-4-methoxy-5H-furo[2,3-g]isochromen-5-one

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.2100052096666665

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.357290530917272

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0309725021942784

> <JCHEM_POLAR_SURFACE_AREA>
68.9

> <JCHEM_REFRACTIVITY>
64.15310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(hydroxymethyl)-4-methoxyfuro[2,3-g]isochromen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041525
     RDKit          3D
Coriandrone C
 28 30  0  0  0  0  0  0  0  0999 V2000
   -2.2558    2.6090   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    1.8534    0.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2992    0.5829    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764   -0.5600    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289   -0.7807    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -2.1453    0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4127   -2.7441    0.3771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114   -1.8043    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391   -1.9233    0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -0.7935    0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026   -0.8767    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8023    0.2745    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2583    0.0627   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    0.0256   -1.5105 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2055    1.4144    0.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018    1.5763    0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    2.7031    0.3757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0760    0.4592    0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    2.2552   -1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629    3.6774   -0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3790    2.4978   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532    0.0075    0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5355   -2.6829    0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -2.8937    0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414   -1.8484   -0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5183   -0.9134    0.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8569    0.8789    0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5487   -0.9115   -1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18  3  1  0
  8  4  1  0
 18 10  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  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       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.667  -4.620   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       8.133  -0.294   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2    3    9                                                       
CONECT    3    2   17                                                       
CONECT    4    7    8                                                       
CONECT    5    7   10                                                       
CONECT    6    8   14                                                       
CONECT    7    4    5   11                                                  
CONECT    8    4    6   18                                                  
CONECT    9    2   10   12                                                  
CONECT   10    5    9   17                                                  
CONECT   11    7   12   13                                                  
CONECT   12    9   11   16                                                  
CONECT   13   11   15   18                                                  
CONECT   14    6                                                            
CONECT   15   13                                                            
CONECT   16    1   12                                                       
CONECT   17    3   10                                                       
CONECT   18    8   13                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0041525
HETATM    1  C1  UNL     1      -2.256   2.609  -0.588  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.844   1.853   0.543  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.299   0.583   0.431  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.076  -0.560   0.449  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.429  -0.781   0.566  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.594  -2.145   0.517  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.413  -2.744   0.377  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.511  -1.804   0.337  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.139  -1.923   0.202  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.640  -0.793   0.182  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.003  -0.877   0.050  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.802   0.275   0.029  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.258   0.063  -0.118  1.00  0.00           C  
HETATM   14  O3  UNL     1       4.508   0.026  -1.511  1.00  0.00           O  
HETATM   15  O4  UNL     1       2.206   1.414   0.140  1.00  0.00           O  
HETATM   16  C12 UNL     1       0.902   1.576   0.271  1.00  0.00           C  
HETATM   17  O5  UNL     1       0.357   2.703   0.376  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.076   0.459   0.295  1.00  0.00           C  
HETATM   19  H1  UNL     1      -1.773   2.255  -1.522  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.063   3.677  -0.495  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.379   2.498  -0.635  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.153   0.007   0.672  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.536  -2.683   0.580  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.349  -2.894   0.110  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.441  -1.848  -0.038  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.518  -0.913   0.284  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.857   0.879   0.330  1.00  0.00           H  
HETATM   28  H10 UNL     1       4.549  -0.912  -1.835  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4   18
CONECT    4    5    8
CONECT    5    6    6   22
CONECT    6    7   23
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   24
CONECT   10   11   18   18
CONECT   11   12   12   25
CONECT   12   13   15
CONECT   13   14   26   27
CONECT   14   28
CONECT   15   16
CONECT   16   17   17   18
END

HMDB0041525
     RDKit          3D
Coriandrone C
 28 30  0  0  0  0  0  0  0  0999 V2000
   -2.2558    2.6090   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    1.8534    0.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2992    0.5829    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764   -0.5600    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4289   -0.7807    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940   -2.1453    0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4127   -2.7441    0.3771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114   -1.8043    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391   -1.9233    0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -0.7935    0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026   -0.8767    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8023    0.2745    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2583    0.0627   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    0.0256   -1.5105 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2055    1.4144    0.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018    1.5763    0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    2.7031    0.3757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0760    0.4592    0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    2.2552   -1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629    3.6774   -0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3790    2.4978   -0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532    0.0075    0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5355   -2.6829    0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -2.8937    0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414   -1.8484   -0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5183   -0.9134    0.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8569    0.8789    0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5487   -0.9115   -1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18  3  1  0
  8  4  1  0
 18 10  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Hydroxymethyl-4-methoxy-5H-furo[2,3-g][2]benzopyran-5-one	HMDB

Chemical Formula

C₁₃H₁₀O₅

Average Molecular Weight

246.2155

Monoisotopic Molecular Weight

246.05282343

IUPAC Name

7-(hydroxymethyl)-4-methoxy-5H-furo[2,3-g]isochromen-5-one

Traditional Name

7-(hydroxymethyl)-4-methoxyfuro[2,3-g]isochromen-5-one

CAS Registry Number

177795-32-3

SMILES

COC1=C2C=COC2=CC2=C1C(=O)OC(CO)=C2

InChI Identifier

InChI=1S/C13H10O5/c1-16-12-9-2-3-17-10(9)5-7-4-8(6-14)18-13(15)11(7)12/h2-5,14H,6H2,1H3

InChI Key

KFOFBVHBCDBMPK-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
Benzofuran
Anisole
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Vinylogous ester
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	142 - 143 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	4547 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	0.42 g/L	ALOGPS
logP	1.38	ALOGPS
logP	1.21	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.36	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.15 m³·mol⁻¹	ChemAxon
Polarizability	24.08 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
DarkChem	[M+H]+	154.328	31661259
DarkChem	[M-H]-	156.864	31661259
DeepCCS	[M+H]+	157.908	30932474
DeepCCS	[M-H]-	155.55	30932474
DeepCCS	[M-2H]-	188.444	30932474
DeepCCS	[M+Na]+	164.001	30932474
AllCCS	[M+H]+	153.0	32859911
AllCCS	[M+H-H2O]+	148.9	32859911
AllCCS	[M+NH4]+	156.8	32859911
AllCCS	[M+Na]+	157.9	32859911
AllCCS	[M-H]-	155.4	32859911
AllCCS	[M+Na-2H]-	154.8	32859911
AllCCS	[M+HCOO]-	154.3	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.	5.2 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2515 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1114.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	341.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	129.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	83.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	321.1 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	365.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	119.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	829.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	334.3 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	1251.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	287.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	244.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	409.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	309.3 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	97.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Coriandrone C	COC1=C2C=COC2=CC2=C1C(=O)OC(CO)=C2	3324.7	Standard polar	33892256
Coriandrone C	COC1=C2C=COC2=CC2=C1C(=O)OC(CO)=C2	2320.9	Standard non polar	33892256
Coriandrone C	COC1=C2C=COC2=CC2=C1C(=O)OC(CO)=C2	2420.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Coriandrone C,1TMS,isomer #1	COC1=C2C=COC2=CC2=C1C(=O)OC(CO[Si](C)(C)C)=C2	2474.7	Semi standard non polar	33892256
Coriandrone C,1TBDMS,isomer #1	COC1=C2C=COC2=CC2=C1C(=O)OC(CO[Si](C)(C)C(C)(C)C)=C2	2695.0	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 - Coriandrone C GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0590000000-47afc873678a66b95425	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coriandrone C GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9653000000-b4a4c1d0a74bd72d93d7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coriandrone C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coriandrone C 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 - Coriandrone C 10V, Positive-QTOF	splash10-0002-0090000000-3521cc967b24d451a71b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 20V, Positive-QTOF	splash10-00mk-0090000000-21490235daebb081c2d4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 40V, Positive-QTOF	splash10-00dr-0940000000-d99f28ad44dce0cb6365	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 10V, Negative-QTOF	splash10-0002-0090000000-c074947f33262fa6bc2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 20V, Negative-QTOF	splash10-00kb-0190000000-ce43c8af204b5a110b98	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 40V, Negative-QTOF	splash10-0fki-2930000000-9018a2b19d4101d15ba0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 10V, Positive-QTOF	splash10-0002-0090000000-d0705c4fd73eb825d7f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 20V, Positive-QTOF	splash10-004j-0090000000-9fa8ebcd01f3c6d19252	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 40V, Positive-QTOF	splash10-014i-2890000000-bf1a34649111c6544abc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 10V, Negative-QTOF	splash10-0002-0090000000-f541a876b9ec3249e209	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 20V, Negative-QTOF	splash10-00kb-0190000000-be4b255898ba1b2e2f8f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coriandrone C 40V, Negative-QTOF	splash10-014r-0950000000-4fc5c23ed719150f26bc	2021-09-22	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

FDB021502

KNApSAcK ID

C00054279

Chemspider ID

30777576

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101995280

PDB ID

Not Available

ChEBI ID

174270

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1893101

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

Coriandrone C → ({4-methoxy-5-oxo-5H-furo[2,3-g]isochromen-7-yl}methoxy)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

Coriandrone C → 3,4,5-trihydroxy-6-({4-methoxy-5-oxo-5H-furo[2,3-g]isochromen-7-yl}methoxy)oxane-2-carboxylic acid	details

Showing metabocard for Coriandrone C (HMDB0041525)

MOL for HMDB0041525 (Coriandrone C)

3D MOL for HMDB0041525 (Coriandrone C)

3D SDF for HMDB0041525 (Coriandrone C)

3D-SDF for HMDB0041525 (Coriandrone C)

PDB for HMDB0041525 (Coriandrone C)

3D PDB for HMDB0041525 (Coriandrone C)

SMILES for HMDB0041525 (Coriandrone C)

INCHI for HMDB0041525 (Coriandrone C)

Structure for HMDB0041525 (Coriandrone C)

3D Structure for HMDB0041525 (Coriandrone C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions