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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:35:42 UTC

Update Date

2021-09-26 22:52:10 UTC

HMDB ID

HMDB0244436

Secondary Accession Numbers

None

Metabolite Identification

Common Name

10-Acetyl-3,7-dihydroxyphenoxazine

Description

10-Acetyl-3,7-dihydroxyphenoxazine, also known as amplex red reagent or 10-acetyl-10H-phenoxazine-3,7-diol, belongs to the class of organic compounds known as n-substituted phenoxazines. These are phenoxyazines where the nitrogen atom is linked to an atom other than the hydrogen atom. Based on a literature review a significant number of articles have been published on 10-Acetyl-3,7-dihydroxyphenoxazine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 10-acetyl-3,7-dihydroxyphenoxazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 10-Acetyl-3,7-dihydroxyphenoxazine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244436
     RDKit          3D
10-Acetyl-3,7-dihydroxyphenoxazine
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.2614   -3.1325   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634   -2.2505   -0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8479   -2.9444    0.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408   -0.8491   -0.1310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246    0.0713   -0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279   -0.3776   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    0.4714   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    1.8112   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3429    2.7109   -0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947    2.3036   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9324    1.4334   -0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431    1.9387   -0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376    1.1017   -0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996    1.6947   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8309    0.9294   -0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020    1.5010   -0.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6891   -0.4256    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4212   -1.0393    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904   -0.2597   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -3.4253    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258   -2.8068   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7319   -4.1263   -0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6652   -1.3983   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    0.0632   -0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7165    3.0983    0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169    3.3646   -0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841    2.7876   -0.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9191    0.9143   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -1.0670    0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4147   -2.0929    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 14 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

  Mrv1533004251517272D          

 19 21  0  0  0  0            999 V2000
    1.4289   -1.6500    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 O   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
    2.8579   -0.0000    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    1.2375    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
    4.2868    0.0000    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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   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
    1.4289    0.0000    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244436

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N1C2=C(OC3=C1C=CC(O)=C3)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H11NO4/c1-8(16)15-11-4-2-9(17)6-13(11)19-14-7-10(18)3-5-12(14)15/h2-7,17-18H,1H3

> <INCHI_KEY>
PKYCWFICOKSIHZ-UHFFFAOYSA-N

> <FORMULA>
C14H11NO4

> <MOLECULAR_WEIGHT>
257.245

> <EXACT_MASS>
257.068807838

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.721272429018022

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3,7-dihydroxy-10H-phenoxazin-10-yl)ethan-1-one

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
1.6528914243333328

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.225912094265643

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.61437973371706

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6955246485229316

> <JCHEM_POLAR_SURFACE_AREA>
70.00000000000001

> <JCHEM_REFRACTIVITY>
67.9591

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3,7-dihydroxyphenoxazin-10-yl)ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244436
     RDKit          3D
10-Acetyl-3,7-dihydroxyphenoxazine
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.2614   -3.1325   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634   -2.2505   -0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8479   -2.9444    0.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408   -0.8491   -0.1310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246    0.0713   -0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279   -0.3776   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    0.4714   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    1.8112   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3429    2.7109   -0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947    2.3036   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9324    1.4334   -0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431    1.9387   -0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376    1.1017   -0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996    1.6947   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8309    0.9294   -0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020    1.5010   -0.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6891   -0.4256    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4212   -1.0393    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904   -0.2597   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -3.4253    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258   -2.8068   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7319   -4.1263   -0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6652   -1.3983   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    0.0632   -0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7165    3.0983    0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169    3.3646   -0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841    2.7876   -0.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9191    0.9143   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -1.0670    0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4147   -2.0929    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 14 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   0.000   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  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667   1.540   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   14                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8                                                            
CONECT   12    6   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    4   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0244436
HETATM    1  C1  UNL     1      -1.261  -3.132  -0.574  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.163  -2.251  -0.146  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.848  -2.944   0.270  1.00  0.00           O  
HETATM    4  N1  UNL     1      -0.041  -0.849  -0.131  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.125   0.071  -0.281  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.428  -0.378  -0.278  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.531   0.471  -0.413  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.290   1.811  -0.551  1.00  0.00           C  
HETATM    9  O2  UNL     1      -4.343   2.711  -0.692  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.995   2.304  -0.553  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.932   1.433  -0.415  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.343   1.939  -0.405  1.00  0.00           O  
HETATM   13  C9  UNL     1       1.438   1.102  -0.260  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.700   1.695  -0.260  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.831   0.929  -0.123  1.00  0.00           C  
HETATM   16  O4  UNL     1       5.102   1.501  -0.119  1.00  0.00           O  
HETATM   17  C12 UNL     1       3.689  -0.426   0.012  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.421  -1.039   0.013  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.290  -0.260  -0.124  1.00  0.00           C  
HETATM   20  H1  UNL     1      -1.954  -3.425   0.225  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.826  -2.807  -1.460  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.732  -4.126  -0.901  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.665  -1.398  -0.121  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.537   0.063  -0.406  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.717   3.098   0.164  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.817   3.365  -0.662  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.784   2.788  -0.370  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.919   0.914  -0.017  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.577  -1.067   0.123  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.415  -2.093   0.114  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5   19
CONECT    5    6    6   11
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   10
CONECT    9   25
CONECT   10   11   11   26
CONECT   11   12
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   27
CONECT   15   16   17   17
CONECT   16   28
CONECT   17   18   29
CONECT   18   19   19   30
END

HMDB0244436
     RDKit          3D
10-Acetyl-3,7-dihydroxyphenoxazine
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.2614   -3.1325   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634   -2.2505   -0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8479   -2.9444    0.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408   -0.8491   -0.1310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246    0.0713   -0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279   -0.3776   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312    0.4714   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    1.8112   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3429    2.7109   -0.6920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9947    2.3036   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9324    1.4334   -0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431    1.9387   -0.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376    1.1017   -0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6996    1.6947   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8309    0.9294   -0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020    1.5010   -0.1192 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6891   -0.4256    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4212   -1.0393    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2904   -0.2597   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541   -3.4253    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258   -2.8068   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7319   -4.1263   -0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6652   -1.3983   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5374    0.0632   -0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7165    3.0983    0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169    3.3646   -0.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841    2.7876   -0.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9191    0.9143   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -1.0670    0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4147   -2.0929    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 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  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 11  5  1  0
 19 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 14 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-Acetyl-10H-phenoxazine-3,7-diol	HMDB
Amplex red reagent	HMDB
Amplex red	HMDB
10-Acetyl-3,7-dihydroxyphenoxazine	MeSH

Chemical Formula

C₁₄H₁₁NO₄

Average Molecular Weight

257.245

Monoisotopic Molecular Weight

257.068807838

IUPAC Name

1-(3,7-dihydroxy-10H-phenoxazin-10-yl)ethan-1-one

Traditional Name

1-(3,7-dihydroxyphenoxazin-10-yl)ethanone

CAS Registry Number

Not Available

SMILES

CC(=O)N1C2=C(OC3=C1C=CC(O)=C3)C=C(O)C=C2

InChI Identifier

InChI=1S/C14H11NO4/c1-8(16)15-11-4-2-9(17)6-13(11)19-14-7-10(18)3-5-12(14)15/h2-7,17-18H,1H3

InChI Key

PKYCWFICOKSIHZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-substituted phenoxazines. These are phenoxyazines where the nitrogen atom is linked to an atom other than the hydrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazines

Sub Class

Phenoxazines

Direct Parent

N-substituted phenoxazines

Alternative Parents

Substituents

N-substituted phenoxazine
Diaryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Tertiary carboxylic acid amide
Acetamide
Carboxamide group
Carboxylic acid derivative
Ether
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.93	ALOGPS
logP	1.65	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.61	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.96 m³·mol⁻¹	ChemAxon
Polarizability	25.72 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	159.201	30932474
DeepCCS	[M-H]-	156.806	30932474
DeepCCS	[M-2H]-	189.746	30932474
DeepCCS	[M+Na]+	165.175	30932474
AllCCS	[M+H]+	157.2	32859911
AllCCS	[M+H-H2O]+	153.4	32859911
AllCCS	[M+NH4]+	160.7	32859911
AllCCS	[M+Na]+	161.7	32859911
AllCCS	[M-H]-	158.5	32859911
AllCCS	[M+Na-2H]-	157.8	32859911
AllCCS	[M+HCOO]-	157.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
10-Acetyl-3,7-dihydroxyphenoxazine	CC(=O)N1C2=C(OC3=C1C=CC(O)=C3)C=C(O)C=C2	3580.1	Standard polar	33892256
10-Acetyl-3,7-dihydroxyphenoxazine	CC(=O)N1C2=C(OC3=C1C=CC(O)=C3)C=C(O)C=C2	2570.8	Standard non polar	33892256
10-Acetyl-3,7-dihydroxyphenoxazine	CC(=O)N1C2=C(OC3=C1C=CC(O)=C3)C=C(O)C=C2	2689.0	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 - 10-Acetyl-3,7-dihydroxyphenoxazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-02tc-1190000000-153c4ecf15b1aeed42c0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - 10-Acetyl-3,7-dihydroxyphenoxazine 10V, Positive-QTOF	splash10-0a4i-0090000000-48080d494fb59e6b8f68	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine 20V, Positive-QTOF	splash10-014i-0090000000-5c001745e8c114715eae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine 40V, Positive-QTOF	splash10-01p9-0960000000-4989cb5541937b3d84d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine 10V, Negative-QTOF	splash10-0a4i-0090000000-b4164043d285ebb33b13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine 20V, Negative-QTOF	splash10-0bt9-0090000000-cd7fcb2960a564cd0e9d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Acetyl-3,7-dihydroxyphenoxazine 40V, Negative-QTOF	splash10-03di-0890000000-4245fe89bb504f1a2ab3	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

146491

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

167453

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 10-Acetyl-3,7-dihydroxyphenoxazine (HMDB0244436)

MOL for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

3D MOL for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

3D SDF for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

3D-SDF for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

PDB for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

3D PDB for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

SMILES for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

INCHI for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

Structure for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

3D Structure for HMDB0244436 (10-Acetyl-3,7-dihydroxyphenoxazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra