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 01:59:01 UTC

Update Date

2022-03-07 02:56:35 UTC

HMDB ID

HMDB0040442

Secondary Accession Numbers

HMDB40442

Metabolite Identification

Common Name

Dictyoquinazol C

Description

Dictyoquinazol C belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. Dictyoquinazol C has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make dictyoquinazol C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Dictyoquinazol C.

Structure

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

HMDB0040442
     RDKit          3D
Dictyoquinazol C
 43 45  0  0  0  0  0  0  0  0999 V2000
   -6.9093   -0.4567    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8414   -0.6723   -0.3629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5108   -0.4112   -0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0317    0.1360    0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878    0.3901    1.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517    0.1038    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3889    0.3858    0.3882 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056    1.7668    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781    2.0116    0.0621 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7000    3.2597   -0.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7461    3.6605   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3476    0.9633    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064    1.2668    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271    0.2502    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -1.0520    0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2055   -2.0650    0.8128 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5924   -1.8641    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9371   -1.3651    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939   -0.3457    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   -0.6656    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311   -1.8482    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -0.4444   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -0.7752   -2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614   -1.3207   -3.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5735   -0.6947   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6696    0.2479    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6319   -0.0243    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3888   -1.4472    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6953    0.3845    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3299    0.8175    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    2.3917   -0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1421    2.0873    1.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568    3.9876   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    2.2885    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6657    0.5223    0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1247   -2.6720    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9857   -1.8372   -0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9028   -0.9197    1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731   -2.3720    0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448   -1.5734   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7261    0.0923   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086   -0.6640   -3.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291   -1.1371   -2.1077 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  1  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25  3  1  0
 20  7  1  0
 19 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
M  END


  Mrv0541 05061311502D          

 25 27  0  0  0  0            999 V2000
    7.1447   -2.4750    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
    6.4302   -0.4125    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
    5.7158    0.0000    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
    5.7158   -1.6500    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -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
    2.8579    0.0000    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
    2.8579    0.8250    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
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -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
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   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
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 12  7  2  0  0  0  0
 12  9  1  0  0  0  0
 13  3  2  0  0  0  0
 13  7  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  2  0  0  0  0
 15  8  1  0  0  0  0
 16  5  2  0  0  0  0
 16 12  1  0  0  0  0
 17  6  1  0  0  0  0
 17 15  2  0  0  0  0
 18 15  1  0  0  0  0
 19 10  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  1  0  0  0  0
 20 10  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21  9  1  0  0  0  0
 22 11  2  0  0  0  0
 23 18  2  0  0  0  0
 24  1  1  0  0  0  0
 24 13  1  0  0  0  0
 25  2  1  0  0  0  0
 25 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040442

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)N(CN(C2=O)C1=CC=C(OC)C=C1CO)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N2O5/c1-24-13-3-5-16(12(7-13)9-21)20-10-19(11-22)17-6-4-14(25-2)8-15(17)18(20)23/h3-8,11,21H,9-10H2,1-2H3

> <INCHI_KEY>
RFAIUXGESYTSKG-UHFFFAOYSA-N

> <FORMULA>
C18H18N2O5

> <MOLECULAR_WEIGHT>
342.3459

> <EXACT_MASS>
342.121571696

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.37804447007224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[2-(hydroxymethyl)-4-methoxyphenyl]-6-methoxy-4-oxo-1,2,3,4-tetrahydroquinazoline-1-carbaldehyde

> <ALOGPS_LOGP>
0.91

> <JCHEM_LOGP>
0.8381581186666673

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.690708225166219

> <JCHEM_PKA_STRONGEST_BASIC>
-2.934084222312295

> <JCHEM_POLAR_SURFACE_AREA>
79.31

> <JCHEM_REFRACTIVITY>
90.77859999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[2-(hydroxymethyl)-4-methoxyphenyl]-6-methoxy-4-oxo-2H-quinazoline-1-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040442
     RDKit          3D
Dictyoquinazol C
 43 45  0  0  0  0  0  0  0  0999 V2000
   -6.9093   -0.4567    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8414   -0.6723   -0.3629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5108   -0.4112   -0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0317    0.1360    0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878    0.3901    1.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517    0.1038    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3889    0.3858    0.3882 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056    1.7668    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781    2.0116    0.0621 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7000    3.2597   -0.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7461    3.6605   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3476    0.9633    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064    1.2668    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271    0.2502    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -1.0520    0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2055   -2.0650    0.8128 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5924   -1.8641    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9371   -1.3651    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939   -0.3457    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   -0.6656    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311   -1.8482    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -0.4444   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -0.7752   -2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614   -1.3207   -3.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5735   -0.6947   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6696    0.2479    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6319   -0.0243    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3888   -1.4472    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6953    0.3845    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3299    0.8175    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    2.3917   -0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1421    2.0873    1.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568    3.9876   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    2.2885    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6657    0.5223    0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1247   -2.6720    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9857   -1.8372   -0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9028   -0.9197    1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731   -2.3720    0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448   -1.5734   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7261    0.0923   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086   -0.6640   -3.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291   -1.1371   -2.1077 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  1  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25  3  1  0
 20  7  1  0
 19 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  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      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -3.080   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       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       6.668   2.310   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       8.002   0.000   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   25                                                            
CONECT    3    5   13                                                       
CONECT    4    6   14                                                       
CONECT    5    3   16                                                       
CONECT    6    4   17                                                       
CONECT    7   12   13                                                       
CONECT    8   14   15                                                       
CONECT    9   12   21                                                       
CONECT   10   19   20                                                       
CONECT   11   19   22                                                       
CONECT   12    7    9   16                                                  
CONECT   13    3    7   24                                                  
CONECT   14    4    8   25                                                  
CONECT   15    8   17   18                                                  
CONECT   16    5   12   20                                                  
CONECT   17    6   15   19                                                  
CONECT   18   15   20   23                                                  
CONECT   19   10   11   17                                                  
CONECT   20   10   16   18                                                  
CONECT   21    9                                                            
CONECT   22   11                                                            
CONECT   23   18                                                            
CONECT   24    1   13                                                       
CONECT   25    2   14                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0040442
HETATM    1  C1  UNL     1      -6.909  -0.457   0.498  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.841  -0.672  -0.363  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.511  -0.411  -0.170  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.032   0.136   0.990  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.688   0.390   1.157  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.752   0.104   0.157  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.389   0.386   0.388  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.006   1.767   0.478  1.00  0.00           C  
HETATM    9  N2  UNL     1       1.378   2.012   0.062  1.00  0.00           N  
HETATM   10  C7  UNL     1       1.700   3.260  -0.523  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.746   3.660  -1.012  1.00  0.00           O  
HETATM   12  C8  UNL     1       2.348   0.963   0.240  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.706   1.267   0.193  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.627   0.250   0.384  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.275  -1.052   0.620  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.205  -2.065   0.813  1.00  0.00           O  
HETATM   17  C12 UNL     1       6.592  -1.864   0.791  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.937  -1.365   0.670  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.994  -0.346   0.479  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.563  -0.666   0.557  1.00  0.00           C  
HETATM   21  O4  UNL     1       0.231  -1.848   0.769  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.234  -0.444  -1.003  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.321  -0.775  -2.138  1.00  0.00           C  
HETATM   24  O5  UNL     1      -2.061  -1.321  -3.192  1.00  0.00           O  
HETATM   25  C18 UNL     1      -3.574  -0.695  -1.164  1.00  0.00           C  
HETATM   26  H1  UNL     1      -7.670   0.248   0.046  1.00  0.00           H  
HETATM   27  H2  UNL     1      -6.632  -0.024   1.478  1.00  0.00           H  
HETATM   28  H3  UNL     1      -7.389  -1.447   0.701  1.00  0.00           H  
HETATM   29  H4  UNL     1      -4.695   0.385   1.804  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.330   0.818   2.076  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.669   2.392  -0.127  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.142   2.087   1.544  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.857   3.988  -0.534  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.029   2.288   0.021  1.00  0.00           H  
HETATM   35  H10 UNL     1       5.666   0.522   0.340  1.00  0.00           H  
HETATM   36  H11 UNL     1       7.125  -2.672   1.344  1.00  0.00           H  
HETATM   37  H12 UNL     1       6.986  -1.837  -0.244  1.00  0.00           H  
HETATM   38  H13 UNL     1       6.903  -0.920   1.269  1.00  0.00           H  
HETATM   39  H14 UNL     1       2.573  -2.372   0.854  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.645  -1.573  -1.796  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.726   0.092  -2.477  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.309  -0.664  -3.872  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.929  -1.137  -2.108  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   22
CONECT    7    8   20
CONECT    8    9   31   32
CONECT    9   10   12
CONECT   10   11   11   33
CONECT   12   13   13   19
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   16   18
CONECT   16   17
CONECT   17   36   37   38
CONECT   18   19   19   39
CONECT   19   20
CONECT   20   21   21
CONECT   22   23   25   25
CONECT   23   24   40   41
CONECT   24   42
CONECT   25   43
END

HMDB0040442
     RDKit          3D
Dictyoquinazol C
 43 45  0  0  0  0  0  0  0  0999 V2000
   -6.9093   -0.4567    0.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8414   -0.6723   -0.3629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5108   -0.4112   -0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0317    0.1360    0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878    0.3901    1.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517    0.1038    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3889    0.3858    0.3882 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056    1.7668    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781    2.0116    0.0621 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7000    3.2597   -0.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7461    3.6605   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3476    0.9633    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064    1.2668    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6271    0.2502    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -1.0520    0.6201 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2055   -2.0650    0.8128 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5924   -1.8641    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9371   -1.3651    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939   -0.3457    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   -0.6656    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311   -1.8482    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -0.4444   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -0.7752   -2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614   -1.3207   -3.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5735   -0.6947   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6696    0.2479    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6319   -0.0243    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3888   -1.4472    0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6953    0.3845    1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3299    0.8175    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    2.3917   -0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1421    2.0873    1.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568    3.9876   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    2.2885    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6657    0.5223    0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1247   -2.6720    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9857   -1.8372   -0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9028   -0.9197    1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731   -2.3720    0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6448   -1.5734   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7261    0.0923   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3086   -0.6640   -3.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291   -1.1371   -2.1077 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  1  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25  3  1  0
 20  7  1  0
 19 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 13 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Formyl-2,3-dihydro-3-(2-hydroxymethyl-4-methoxyphenyl)-6-methoxy-4(1H)-quinazolinone	HMDB
Dictyoquinazol C	MeSH

Chemical Formula

C₁₈H₁₈N₂O₅

Average Molecular Weight

342.3459

Monoisotopic Molecular Weight

342.121571696

IUPAC Name

3-[2-(hydroxymethyl)-4-methoxyphenyl]-6-methoxy-4-oxo-1,2,3,4-tetrahydroquinazoline-1-carbaldehyde

Traditional Name

3-[2-(hydroxymethyl)-4-methoxyphenyl]-6-methoxy-4-oxo-2H-quinazoline-1-carbaldehyde

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1)N(CN(C2=O)C1=CC=C(OC)C=C1CO)C=O

InChI Identifier

InChI=1S/C18H18N2O5/c1-24-13-3-5-16(12(7-13)9-21)20-10-19(11-22)17-6-4-14(25-2)8-15(17)18(20)23/h3-8,11,21H,9-10H2,1-2H3

InChI Key

RFAIUXGESYTSKG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Methoxyaniline
Phenoxy compound
Anisole
Benzyl alcohol
Phenol ether
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous amide
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Ether
Carboxylic acid derivative
Azacycle
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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
Water Solubility	0.27 g/L	ALOGPS
logP	0.91	ALOGPS
logP	0.84	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	14.69	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	79.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.78 m³·mol⁻¹	ChemAxon
Polarizability	35.38 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]+	181.425	31661259
DarkChem	[M-H]-	181.911	31661259
DeepCCS	[M+H]+	176.788	30932474
DeepCCS	[M-H]-	174.43	30932474
DeepCCS	[M-2H]-	208.565	30932474
DeepCCS	[M+Na]+	183.792	30932474
AllCCS	[M+H]+	180.0	32859911
AllCCS	[M+H-H2O]+	176.9	32859911
AllCCS	[M+NH4]+	182.7	32859911
AllCCS	[M+Na]+	183.5	32859911
AllCCS	[M-H]-	181.3	32859911
AllCCS	[M+Na-2H]-	181.1	32859911
AllCCS	[M+HCOO]-	181.0	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.	5.93 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1255 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.99 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1980.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	243.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	148.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	454.5 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	460.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	131.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	959.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	388.1 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	1400.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	335.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	347.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	354.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	252.8 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	90.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dictyoquinazol C	COC1=CC2=C(C=C1)N(CN(C2=O)C1=CC=C(OC)C=C1CO)C=O	4485.3	Standard polar	33892256
Dictyoquinazol C	COC1=CC2=C(C=C1)N(CN(C2=O)C1=CC=C(OC)C=C1CO)C=O	2859.6	Standard non polar	33892256
Dictyoquinazol C	COC1=CC2=C(C=C1)N(CN(C2=O)C1=CC=C(OC)C=C1CO)C=O	3335.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dictyoquinazol C,1TMS,isomer #1	COC1=CC=C(N2CN(C=O)C3=CC=C(OC)C=C3C2=O)C(CO[Si](C)(C)C)=C1	3162.8	Semi standard non polar	33892256
Dictyoquinazol C,1TBDMS,isomer #1	COC1=CC=C(N2CN(C=O)C3=CC=C(OC)C=C3C2=O)C(CO[Si](C)(C)C(C)(C)C)=C1	3397.2	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 - Dictyoquinazol C GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0429000000-ffb91a862e0b092209fc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dictyoquinazol C GC-MS (1 TMS) - 70eV, Positive	splash10-00di-4429000000-1ceca4dd745650fa6a37	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dictyoquinazol 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 - Dictyoquinazol C 10V, Positive-QTOF	splash10-014j-0029000000-38f1206897b259b3e941	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 20V, Positive-QTOF	splash10-0002-0195000000-d09ef4c48804aa0a0436	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 40V, Positive-QTOF	splash10-0002-0290000000-0e3d70435ed3b1489a53	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 10V, Negative-QTOF	splash10-03dl-0039000000-1515eb770828fc86935c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 20V, Negative-QTOF	splash10-001j-0091000000-349e9f059e124c0660a8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 40V, Negative-QTOF	splash10-0a7j-0390000000-12fceaaef02cf44bc507	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 10V, Negative-QTOF	splash10-0006-0059000000-3eb1e7ffbb53948e4e60	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 20V, Negative-QTOF	splash10-001j-0092000000-bb7e40cc672e3a149fa0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 40V, Negative-QTOF	splash10-0006-9381000000-c3f9fc141124106f984f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 10V, Positive-QTOF	splash10-0006-0009000000-acc9d6eb85ec8b86f22d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 20V, Positive-QTOF	splash10-002f-0319000000-e504627ee2c7403cadb0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dictyoquinazol C 40V, Positive-QTOF	splash10-01p2-0950000000-50a9369f754a80ca66ae	2021-09-24	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

FDB020193

KNApSAcK ID

C00045854

Chemspider ID

9275091

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11099949

PDB ID

Not Available

ChEBI ID

166519

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 Dictyoquinazol C (HMDB0040442)

MOL for HMDB0040442 (Dictyoquinazol C)

3D MOL for HMDB0040442 (Dictyoquinazol C)

3D SDF for HMDB0040442 (Dictyoquinazol C)

3D-SDF for HMDB0040442 (Dictyoquinazol C)

PDB for HMDB0040442 (Dictyoquinazol C)

3D PDB for HMDB0040442 (Dictyoquinazol C)

SMILES for HMDB0040442 (Dictyoquinazol C)

INCHI for HMDB0040442 (Dictyoquinazol C)

Structure for HMDB0040442 (Dictyoquinazol C)

3D Structure for HMDB0040442 (Dictyoquinazol C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra