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Showing metabocard for Questiomycin A (HMDB0030483)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:37:04 UTC
Update Date2022-03-07 02:52:34 UTC
HMDB IDHMDB0030483
Secondary Accession Numbers
  • HMDB30483
Metabolite Identification
Common NameQuestiomycin A
DescriptionQuestiomycin A, also known as isophenoxazine or 2-aminophenoxazon, belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring. Questiomycin A is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Questiomycin A.
Structure
Data?1563861992
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030483 (Questiomycin A)


  Mrv1652306051918202D          

 16 18  0  0  0  0            999 V2000
    0.3572    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  2  0  0  0  0
 10 14  2  0  0  0  0
 11 15  1  0  0  0  0
 13 16  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
Download

3D MOL for HMDB0030483 (Questiomycin A)

HMDB0030483
     RDKit          3D
Questiomycin A
 24 26  0  0  0  0  0  0  0  0999 V2000
   -4.2758   -0.1956   -1.4697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936   -0.1547   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -0.0567   -1.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6797   -0.0140   -0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    0.0809   -1.1190 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6394    0.1168   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8810    0.2139   -0.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0336    0.2541   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    0.1984    1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7332    0.1008    1.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693    0.0597    1.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842   -0.0335    1.6195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -0.0726    0.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -0.1701    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1118   -0.2086    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627   -0.2989    1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858    0.5745   -2.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8797   -1.0442   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8074   -0.0124   -2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9264    0.2586   -2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9956    0.3305   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914    0.2301    1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956    0.0573    2.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318   -0.2146    2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15  2  1  0
 13  4  1  0
 11  6  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 14 24  1  0
M  END
Download

3D SDF for HMDB0030483 (Questiomycin A)


  Mrv1652306051918202D          

 16 18  0  0  0  0            999 V2000
    0.3572    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  2  0  0  0  0
 10 14  2  0  0  0  0
 11 15  1  0  0  0  0
 13 16  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030483

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC2=NC3=CC=CC=C3OC2=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H8N2O2/c13-7-5-9-12(6-10(7)15)16-11-4-2-1-3-8(11)14-9/h1-6H,13H2

> <INCHI_KEY>
RDJXPXHQENRCNG-UHFFFAOYSA-N

> <FORMULA>
C12H8N2O2

> <MOLECULAR_WEIGHT>
212.2041

> <EXACT_MASS>
212.05857751

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
21.363998240399344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-3H-phenoxazin-3-one

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
1.193749461

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.951691158998358

> <JCHEM_PKA_STRONGEST_BASIC>
-0.29320707843769134

> <JCHEM_POLAR_SURFACE_AREA>
64.67999999999999

> <JCHEM_REFRACTIVITY>
63.56860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminophenoxazin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0030483 (Questiomycin A)

HMDB0030483
     RDKit          3D
Questiomycin A
 24 26  0  0  0  0  0  0  0  0999 V2000
   -4.2758   -0.1956   -1.4697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936   -0.1547   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -0.0567   -1.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6797   -0.0140   -0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    0.0809   -1.1190 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6394    0.1168   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8810    0.2139   -0.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0336    0.2541   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    0.1984    1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7332    0.1008    1.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693    0.0597    1.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3842   -0.0335    1.6195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -0.0726    0.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -0.1701    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1118   -0.2086    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627   -0.2989    1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858    0.5745   -2.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8797   -1.0442   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8074   -0.0124   -2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9264    0.2586   -2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9956    0.3305   -0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914    0.2301    1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956    0.0573    2.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318   -0.2146    2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15  2  1  0
 13  4  1  0
 11  6  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 14 24  1  0
M  END
Download

PDB for HMDB0030483 (Questiomycin A)

HEADER    PROTEIN                                 05-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-19         0                                  
HETATM    1  C   UNK     0       0.667   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.667  -0.770   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.667   1.540   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.001   1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.667  -1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.001  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.001   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.334   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.334   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.668   1.540   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -3.334  -1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.668  -1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.668   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11    9                                                  
CONECT    8    4   12   10                                                  
CONECT    9    5   13    7                                                  
CONECT   10    6   14    8                                                  
CONECT   11    7   15                                                       
CONECT   12    8                                                            
CONECT   13    9   16                                                       
CONECT   14   10                                                            
CONECT   15   11   16                                                       
CONECT   16   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END
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3D PDB for HMDB0030483 (Questiomycin A)

COMPND    HMDB0030483
HETATM    1  N1  UNL     1      -4.276  -0.196  -1.470  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.094  -0.155  -0.681  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.851  -0.057  -1.286  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.680  -0.014  -0.558  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.540   0.081  -1.119  1.00  0.00           N  
HETATM    6  C4  UNL     1       1.639   0.117  -0.328  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.881   0.214  -0.911  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.034   0.254  -0.150  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.986   0.198   1.229  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.733   0.101   1.804  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.569   0.060   1.049  1.00  0.00           C  
HETATM   12  O1  UNL     1       0.384  -0.034   1.619  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.721  -0.073   0.903  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.975  -0.170   1.476  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.112  -0.209   0.697  1.00  0.00           C  
HETATM   16  O2  UNL     1      -4.263  -0.299   1.243  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.586   0.575  -2.099  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.880  -1.044  -1.425  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.807  -0.012  -2.371  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.926   0.259  -2.005  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.996   0.330  -0.631  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.891   0.230   1.822  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.696   0.057   2.880  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.032  -0.215   2.549  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3    3   15
CONECT    3    4   19
CONECT    4    5    5   13
CONECT    5    6
CONECT    6    7    7   11
CONECT    7    8   20
CONECT    8    9    9   21
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12
CONECT   12   13
CONECT   13   14   14
CONECT   14   15   24
CONECT   15   16   16
END
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SMILES for HMDB0030483 (Questiomycin A)

NC1=CC2=NC3=CC=CC=C3OC2=CC1=O
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INCHI for HMDB0030483 (Questiomycin A)

InChI=1S/C12H8N2O2/c13-7-5-9-12(6-10(7)15)16-11-4-2-1-3-8(11)14-9/h1-6H,13H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
IsophenoxazineChEBI
3-AminophenoxazoneKegg
2-Amino-3-phenoxazoneHMDB
2-Amino-3H-phenoxazin-3-oneHMDB
2-Amino-phenoxazin-3-oneHMDB
2-Aminophenoxazin-3-oneHMDB
2-AminophenoxazonHMDB
2-AminophenoxazoneHMDB
Acrospermum viticola toxin CHMDB
AV toxin CHMDB
NSC 94945HMDB
PHX-3 CPDHMDB
2-Acetylamino-(3H)-phenoxazin-3-oneHMDB
2-Aminophenoxazine-3-oneHMDB
Questinomycine aHMDB
Questiomycin aChEBI
Questiomycin AHMDB
Chemical FormulaC12H8N2O2
Average Molecular Weight212.2041
Monoisotopic Molecular Weight212.05857751
IUPAC Name2-amino-3H-phenoxazin-3-one
Traditional Name2-aminophenoxazin-3-one
CAS Registry Number1916-59-2
SMILES
NC1=CC2=NC3=CC=CC=C3OC2=CC1=O
InChI Identifier
InChI=1S/C12H8N2O2/c13-7-5-9-12(6-10(7)15)16-11-4-2-1-3-8(11)14-9/h1-6H,13H2
InChI KeyRDJXPXHQENRCNG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzoxazines
Sub ClassPhenoxazines
Direct ParentPhenoxazines
Alternative Parents
Substituents
  • Phenoxazine
  • Benzenoid
  • Heteroaromatic compound
  • Cyclic ketone
  • Azacycle
  • Oxacycle
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility40350 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP1.06ALOGPS
logP1.19ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)19.95ChemAxon
pKa (Strongest Basic)-0.29ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.68 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity63.57 m³·mol⁻¹ChemAxon
Polarizability21.36 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+148.22931661259
DarkChem[M-H]-146.48831661259
DeepCCS[M+H]+144.84630932474
DeepCCS[M-H]-142.31130932474
DeepCCS[M-2H]-177.79630932474
DeepCCS[M+Na]+153.13730932474
AllCCS[M+H]+146.832859911
AllCCS[M+H-H2O]+142.732859911
AllCCS[M+NH4]+150.632859911
AllCCS[M+Na]+151.732859911
AllCCS[M-H]-148.032859911
AllCCS[M+Na-2H]-147.632859911
AllCCS[M+HCOO]-147.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.3.16 minutes32390414
Predicted by Siyang on May 30, 202210.4248 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.68 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid33.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1261.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid329.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid118.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid209.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid170.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid313.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid376.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)122.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid834.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid210.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid871.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid255.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid305.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate337.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA232.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water77.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Questiomycin ANC1=CC2=NC3=CC=CC=C3OC2=CC1=O3028.4Standard polar33892256
Questiomycin ANC1=CC2=NC3=CC=CC=C3OC2=CC1=O2274.6Standard non polar33892256
Questiomycin ANC1=CC2=NC3=CC=CC=C3OC2=CC1=O2419.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Questiomycin A,1TMS,isomer #1C[Si](C)(C)NC1=CC2=NC3=CC=CC=C3OC2=CC1=O2578.8Semi standard non polar33892256
Questiomycin A,1TMS,isomer #1C[Si](C)(C)NC1=CC2=NC3=CC=CC=C3OC2=CC1=O2480.5Standard non polar33892256
Questiomycin A,2TMS,isomer #1C[Si](C)(C)N(C1=CC2=NC3=CC=CC=C3OC2=CC1=O)[Si](C)(C)C2606.1Semi standard non polar33892256
Questiomycin A,2TMS,isomer #1C[Si](C)(C)N(C1=CC2=NC3=CC=CC=C3OC2=CC1=O)[Si](C)(C)C2577.9Standard non polar33892256
Questiomycin A,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC2=NC3=CC=CC=C3OC2=CC1=O2854.7Semi standard non polar33892256
Questiomycin A,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC2=NC3=CC=CC=C3OC2=CC1=O2672.2Standard non polar33892256
Questiomycin A,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC2=NC3=CC=CC=C3OC2=CC1=O)[Si](C)(C)C(C)(C)C2995.9Semi standard non polar33892256
Questiomycin A,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC2=NC3=CC=CC=C3OC2=CC1=O)[Si](C)(C)C(C)(C)C2953.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Questiomycin A GC-MS (Non-derivatized) - 70eV, Positivesplash10-03e9-3950000000-170e4f3cf8ec253fbb132017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Questiomycin A GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Questiomycin A GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Questiomycin A LC-ESI-qTof , Positive-QTOFsplash10-000i-0910000000-f6e8b189198fb21b8fbf2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Questiomycin A , positive-QTOFsplash10-000i-0910000000-f6e8b189198fb21b8fbf2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 10V, Positive-QTOFsplash10-03di-0090000000-c592ec79c93eefd902e12015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 20V, Positive-QTOFsplash10-03di-0190000000-f02aff344c005054cf3c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 40V, Positive-QTOFsplash10-0w90-8930000000-22e0d3ec0ba2457a6eef2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 10V, Negative-QTOFsplash10-03di-0090000000-0f3befc55c4faa386e5b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 20V, Negative-QTOFsplash10-03di-0090000000-88fa56ded28a83b408722015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 40V, Negative-QTOFsplash10-0r09-3910000000-68edb98bc915f41d997f2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 10V, Negative-QTOFsplash10-03di-0090000000-fb1be335f42676557e202021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 20V, Negative-QTOFsplash10-03di-0090000000-fb1be335f42676557e202021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 40V, Negative-QTOFsplash10-03e9-0590000000-1ba841e0e4c2e8f3ebf52021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 10V, Positive-QTOFsplash10-03di-0090000000-056698109127ac4a7b162021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 20V, Positive-QTOFsplash10-03di-0090000000-056698109127ac4a7b162021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Questiomycin A 40V, Positive-QTOFsplash10-0a4i-0920000000-b6773186f686365fde822021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002352
KNApSAcK IDC00018683
Chemspider ID65565
KEGG Compound IDC02161
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkQuestiomycin A
METLIN IDNot Available
PubChem Compound72725
PDB IDNot Available
ChEBI ID17293
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1820341
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Adhikari KB, Laerke HN, Mortensen AG, Fomsgaard IS: Plasma and urine concentrations of bioactive dietary benzoxazinoids and their glucuronidated conjugates in rats fed a rye bread-based diet. J Agric Food Chem. 2012 Nov 21;60(46):11518-24. doi: 10.1021/jf301737n. Epub 2012 Nov 12. [PubMed:23113707 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  3. Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]