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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:17 UTC

Update Date

2022-03-07 02:52:31 UTC

HMDB ID

HMDB0030351

Secondary Accession Numbers

HMDB30351

Metabolite Identification

Common Name

Arborine

Description

Arborine, also known as glycosine, 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. Based on a literature review a significant number of articles have been published on Arborine.

Structure

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

HMDB0030351
     RDKit          3D
Arborine
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.5332   -2.0243    0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8693   -0.6183    0.6592 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    0.2773    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -0.0575    1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3752    0.0104    0.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    1.2150    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9457    1.3768   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080    0.2574   -1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112   -0.9470   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7563   -1.0753   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3062    1.6174    1.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822    2.0606    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056    3.2613    0.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    1.1368    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6127    1.5301   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5266    0.6444   -0.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2002   -0.6804   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -1.1070   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857   -0.2034    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -2.6281    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346   -2.2451    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3089   -2.3839   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966   -0.9881    2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760    0.7336    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6915    2.0775    0.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4318    2.3120   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0598    0.3291   -2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0315   -1.7994   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3188   -2.0334   -0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338    2.5984   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    0.9495   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8873   -1.4410   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6888   -2.1554   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv0541 05061305102D          

 19 21  0  0  0  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    0.0000   -1.6500    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
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18  1  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030351

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(CC2=CC=CC=C2)=NC(=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O/c1-18-14-10-6-5-9-13(14)16(19)17-15(18)11-12-7-3-2-4-8-12/h2-10H,11H2,1H3

> <INCHI_KEY>
XVPZRKIQCKKYNE-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O

> <MOLECULAR_WEIGHT>
250.2952

> <EXACT_MASS>
250.11061308

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.97070379863004

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-benzyl-1-methyl-1,4-dihydroquinazolin-4-one

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
2.4969905236666667

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.40267183346111757

> <JCHEM_POLAR_SURFACE_AREA>
32.67

> <JCHEM_REFRACTIVITY>
75.9132

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arborin

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030351
     RDKit          3D
Arborine
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.5332   -2.0243    0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8693   -0.6183    0.6592 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    0.2773    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -0.0575    1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3752    0.0104    0.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    1.2150    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9457    1.3768   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080    0.2574   -1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112   -0.9470   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7563   -1.0753   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3062    1.6174    1.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822    2.0606    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056    3.2613    0.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    1.1368    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6127    1.5301   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5266    0.6444   -0.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2002   -0.6804   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -1.1070   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857   -0.2034    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -2.6281    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346   -2.2451    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3089   -2.3839   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966   -0.9881    2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760    0.7336    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6915    2.0775    0.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4318    2.3120   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0598    0.3291   -2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0315   -1.7994   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3188   -2.0334   -0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338    2.5984   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    0.9495   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8873   -1.4410   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6888   -2.1554   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7                                                       
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    3   12                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   14                                                       
CONECT   11   12   15                                                       
CONECT   12    7    8   11                                                  
CONECT   13    9   14   16                                                  
CONECT   14   10   13   18                                                  
CONECT   15   11   17   18                                                  
CONECT   16   13   17   19                                                  
CONECT   17   15   16                                                       
CONECT   18    1   14   15                                                  
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0030351
HETATM    1  C1  UNL     1       0.533  -2.024   0.612  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.869  -0.618   0.659  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.010   0.277   1.145  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.340  -0.058   1.657  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.375   0.010   0.570  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.988   1.215   0.299  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.946   1.377  -0.671  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.308   0.257  -1.415  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.711  -0.947  -1.162  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.756  -1.075  -0.184  1.00  0.00           C  
HETATM   11  N2  UNL     1       0.306   1.617   1.206  1.00  0.00           N  
HETATM   12  C10 UNL     1       1.482   2.061   0.771  1.00  0.00           C  
HETATM   13  O1  UNL     1       1.806   3.261   0.802  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.388   1.137   0.262  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.613   1.530  -0.203  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.527   0.644  -0.714  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.200  -0.680  -0.760  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.971  -1.107  -0.298  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.086  -0.203   0.204  1.00  0.00           C  
HETATM   20  H1  UNL     1       1.367  -2.628   1.092  1.00  0.00           H  
HETATM   21  H2  UNL     1      -0.335  -2.245   1.247  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.309  -2.384  -0.405  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.397  -0.988   2.231  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.676   0.734   2.406  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.691   2.078   0.891  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.432   2.312  -0.892  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.060   0.329  -2.195  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.032  -1.799  -1.776  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.319  -2.033  -0.020  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.834   2.598  -0.148  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.489   0.949  -1.079  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.887  -1.441  -1.157  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.689  -2.155  -0.329  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   19
CONECT    3    4   11   11
CONECT    4    5   23   24
CONECT    5    6    6   10
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   29
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   32
CONECT   18   19   19   33
END

HMDB0030351
     RDKit          3D
Arborine
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.5332   -2.0243    0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8693   -0.6183    0.6592 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    0.2773    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3404   -0.0575    1.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3752    0.0104    0.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9882    1.2150    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9457    1.3768   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3080    0.2574   -1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112   -0.9470   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7563   -1.0753   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3062    1.6174    1.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822    2.0606    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056    3.2613    0.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    1.1368    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6127    1.5301   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5266    0.6444   -0.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2002   -0.6804   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -1.1070   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857   -0.2034    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -2.6281    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346   -2.2451    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3089   -2.3839   -0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966   -0.9881    2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760    0.7336    2.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6915    2.0775    0.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4318    2.3120   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0598    0.3291   -2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0315   -1.7994   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3188   -2.0334   -0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8338    2.5984   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    0.9495   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8873   -1.4410   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6888   -2.1554   -0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Glycosine	Kegg
1-Methyl-2-(phenylmethyl)-4(1H)-quinazolinone	HMDB
2-Benzyl-1-methyl-4(1H)-quinazolinone	HMDB
4(1H)-Quinazolinone, 1-methyl-2-(phenylmethyl)- (9ci)	HMDB
4(1H)-Quinazolinone, 2-benzyl-1-methyl- (8ci)	HMDB
Arborin	HMDB

Chemical Formula

C₁₆H₁₄N₂O

Average Molecular Weight

250.2952

Monoisotopic Molecular Weight

250.11061308

IUPAC Name

2-benzyl-1-methyl-1,4-dihydroquinazolin-4-one

Traditional Name

arborin

CAS Registry Number

6873-15-0

SMILES

CN1C(CC2=CC=CC=C2)=NC(=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C16H14N2O/c1-18-14-10-6-5-9-13(14)16(19)17-15(18)11-12-7-3-2-4-8-12/h2-10H,11H2,1H3

InChI Key

XVPZRKIQCKKYNE-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
Pyrimidone
Monocyclic benzene moiety
Pyrimidine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinazolines (CHEBI:2803 )
Quinazoline alkaloids (C10642 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030351)
Cell membrane (HMDB: HMDB0030351)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030351)

Source

Endogenous

Endogenous (HMDB: HMDB0030351)

Plant

Plant (HMDB: HMDB0030351)

Exogenous

Food

Food (HMDB: HMDB0030351)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030351)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	161 - 162 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	9.35 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	0.053 g/L	ALOGPS
logP	2.7	ALOGPS
logP	2.5	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.91 m³·mol⁻¹	ChemAxon
Polarizability	26.97 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	157.348	31661259
DarkChem	[M-H]-	158.283	31661259
DeepCCS	[M-2H]-	187.665	30932474
DeepCCS	[M+Na]+	163.23	30932474
AllCCS	[M+H]+	157.9	32859911
AllCCS	[M+H-H2O]+	154.0	32859911
AllCCS	[M+NH4]+	161.5	32859911
AllCCS	[M+Na]+	162.5	32859911
AllCCS	[M-H]-	163.3	32859911
AllCCS	[M+Na-2H]-	162.6	32859911
AllCCS	[M+HCOO]-	161.9	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.	7.14 minutes	32390414
Predicted by Siyang on May 30, 2022	13.5524 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.12 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2053.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	396.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	175.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	217.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	170.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	495.1 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	617.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1188.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	448.7 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	1372.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	323.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	372.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	311.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	330.7 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	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Arborine	CN1C(CC2=CC=CC=C2)=NC(=O)C2=CC=CC=C12	3538.7	Standard polar	33892256
Arborine	CN1C(CC2=CC=CC=C2)=NC(=O)C2=CC=CC=C12	2302.7	Standard non polar	33892256
Arborine	CN1C(CC2=CC=CC=C2)=NC(=O)C2=CC=CC=C12	2529.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Arborine GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-5890000000-b6c23d024bef5c8c2c4a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Arborine 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 - Arborine 10V, Positive-QTOF	splash10-0udi-0090000000-7c627faf4c13d189b30e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 20V, Positive-QTOF	splash10-0udi-1090000000-697d86613d1aac425673	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 40V, Positive-QTOF	splash10-052f-7940000000-5df985ea2a2e332797c2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 10V, Negative-QTOF	splash10-0002-0090000000-e054686df0d2dfbbf5e1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 20V, Negative-QTOF	splash10-0002-0090000000-d423f4b60bb74780b228	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 40V, Negative-QTOF	splash10-001i-2970000000-7c48014fff7e190fadfb	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 10V, Positive-QTOF	splash10-0udi-0090000000-cbbd39c1951c83827826	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 20V, Positive-QTOF	splash10-0udi-0190000000-77494277d3cf88d1c0b9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 40V, Positive-QTOF	splash10-0zi0-4930000000-e7ac8b5333fec3bce08e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 10V, Negative-QTOF	splash10-0002-0090000000-0e52326c2723b691f84f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 20V, Negative-QTOF	splash10-0002-0090000000-b98ffe03cc1b0a6711af	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arborine 40V, Negative-QTOF	splash10-004i-8910000000-4f93611f0cdcea179fa9	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

63123

PDB ID

Not Available

ChEBI ID

604841

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1819231

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 Arborine (HMDB0030351)

MOL for HMDB0030351 (Arborine)

3D MOL for HMDB0030351 (Arborine)

3D SDF for HMDB0030351 (Arborine)

3D-SDF for HMDB0030351 (Arborine)

PDB for HMDB0030351 (Arborine)

3D PDB for HMDB0030351 (Arborine)

SMILES for HMDB0030351 (Arborine)

INCHI for HMDB0030351 (Arborine)

Structure for HMDB0030351 (Arborine)

3D Structure for HMDB0030351 (Arborine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra