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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:38:52 UTC

Update Date

2021-09-26 23:11:50 UTC

HMDB ID

HMDB0256292

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pentoxyresorufin

Description

Pentoxyresorufin 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. Based on a literature review a significant number of articles have been published on Pentoxyresorufin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pentoxyresorufin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pentoxyresorufin 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

HMDB0256292
     RDKit          3D
Pentoxyresorufin
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.6851    0.9444   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264    0.6105    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976   -0.8449   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6663   -1.2515    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5161   -0.4488   -0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3379   -0.9201    0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779   -0.3967    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    0.6524   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354    1.1786   -1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771    0.6709   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    1.2036   -0.7200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7448    0.6420   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0454    1.0951   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1171    0.5197    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9582   -0.5291    1.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9554   -1.0555    1.8289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946   -1.0209    1.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -0.4680    0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3735   -0.9296    1.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411   -0.3778    0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625   -0.8913    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7539    0.6507   -1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4989    0.4192    0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8755    2.0327   -0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807    1.3087   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006    0.7596    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978   -1.0566   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660   -1.4662    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -2.3187    0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6805   -1.1418    1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    0.6408    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4278   -0.5173   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8002    1.0492   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    2.0050   -1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1401    1.9220   -0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1113    0.8870    0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5516   -1.8460    2.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572   -1.7114    1.3954 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  7  1  0
 20 10  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 21 38  1  0
M  END


  Mrv1652309112118392D          

 21 23  0  0  0  0            999 V2000
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  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
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256292

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCOC1=CC2=C(C=C1)N=C1C=CC(=O)C=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C17H17NO3/c1-2-3-4-9-20-13-6-8-15-17(11-13)21-16-10-12(19)5-7-14(16)18-15/h5-8,10-11H,2-4,9H2,1H3

> <INCHI_KEY>
ZPSOKQFFOYYPKC-UHFFFAOYSA-N

> <FORMULA>
C17H17NO3

> <MOLECULAR_WEIGHT>
283.327

> <EXACT_MASS>
283.120843411

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.619835559167146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(pentyloxy)-3H-phenoxazin-3-one

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.688551134

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2292058312242703

> <JCHEM_POLAR_SURFACE_AREA>
47.89

> <JCHEM_REFRACTIVITY>
84.88149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(pentyloxy)phenoxazin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256292
     RDKit          3D
Pentoxyresorufin
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.6851    0.9444   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264    0.6105    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976   -0.8449   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6663   -1.2515    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5161   -0.4488   -0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3379   -0.9201    0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779   -0.3967    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    0.6524   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354    1.1786   -1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771    0.6709   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    1.2036   -0.7200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7448    0.6420   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0454    1.0951   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1171    0.5197    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9582   -0.5291    1.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9554   -1.0555    1.8289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946   -1.0209    1.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -0.4680    0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3735   -0.9296    1.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411   -0.3778    0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625   -0.8913    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7539    0.6507   -1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4989    0.4192    0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8755    2.0327   -0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807    1.3087   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006    0.7596    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978   -1.0566   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660   -1.4662    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -2.3187    0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6805   -1.1418    1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    0.6408    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4278   -0.5173   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8002    1.0492   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    2.0050   -1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1401    1.9220   -0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1113    0.8870    0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5516   -1.8460    2.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572   -1.7114    1.3954 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  7  1  0
 20 10  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      20.005  -6.930   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      21.339  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.673  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.006  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.006  -9.240   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      25.340 -10.010   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      22.673 -10.010   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.339  -9.240   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      20.005 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20    9                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0256292
HETATM    1  C1  UNL     1       6.685   0.944  -0.447  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.326   0.611   0.132  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.998  -0.845  -0.199  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.666  -1.251   0.341  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.516  -0.449  -0.185  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.338  -0.920   0.388  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.078  -0.397   0.117  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.095   0.652  -0.760  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.335   1.179  -1.036  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.477   0.671  -0.436  1.00  0.00           C  
HETATM   11  N1  UNL     1      -3.700   1.204  -0.720  1.00  0.00           N  
HETATM   12  C10 UNL     1      -4.745   0.642  -0.088  1.00  0.00           C  
HETATM   13  C11 UNL     1      -6.045   1.095  -0.293  1.00  0.00           C  
HETATM   14  C12 UNL     1      -7.117   0.520   0.355  1.00  0.00           C  
HETATM   15  C13 UNL     1      -6.958  -0.529   1.234  1.00  0.00           C  
HETATM   16  O2  UNL     1      -7.955  -1.055   1.829  1.00  0.00           O  
HETATM   17  C14 UNL     1      -5.695  -1.021   1.477  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.574  -0.468   0.842  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.373  -0.930   1.068  1.00  0.00           O  
HETATM   20  C16 UNL     1      -2.341  -0.378   0.446  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.062  -0.891   0.705  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.754   0.651  -1.530  1.00  0.00           H  
HETATM   23  H2  UNL     1       7.499   0.419   0.108  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.876   2.033  -0.338  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.581   1.309  -0.283  1.00  0.00           H  
HETATM   26  H5  UNL     1       5.401   0.760   1.222  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.098  -1.057  -1.263  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.766  -1.466   0.325  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.520  -2.319   0.130  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.680  -1.142   1.444  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.684   0.641   0.050  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.428  -0.517  -1.292  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.800   1.049  -1.229  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.459   2.005  -1.729  1.00  0.00           H  
HETATM   35  H14 UNL     1      -6.140   1.922  -0.990  1.00  0.00           H  
HETATM   36  H15 UNL     1      -8.111   0.887   0.181  1.00  0.00           H  
HETATM   37  H16 UNL     1      -5.552  -1.846   2.166  1.00  0.00           H  
HETATM   38  H17 UNL     1      -0.957  -1.711   1.395  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7
CONECT    7    8    8   21
CONECT    8    9   33
CONECT    9   10   10   34
CONECT   10   11   20
CONECT   11   12   12
CONECT   12   13   18
CONECT   13   14   14   35
CONECT   14   15   36
CONECT   15   16   16   17
CONECT   17   18   18   37
CONECT   18   19
CONECT   19   20
CONECT   20   21   21
CONECT   21   38
END

HMDB0256292
     RDKit          3D
Pentoxyresorufin
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.6851    0.9444   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264    0.6105    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976   -0.8449   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6663   -1.2515    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5161   -0.4488   -0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3379   -0.9201    0.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779   -0.3967    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    0.6524   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354    1.1786   -1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771    0.6709   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    1.2036   -0.7200 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7448    0.6420   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0454    1.0951   -0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1171    0.5197    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9582   -0.5291    1.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9554   -1.0555    1.8289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946   -1.0209    1.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -0.4680    0.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3735   -0.9296    1.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411   -0.3778    0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625   -0.8913    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7539    0.6507   -1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4989    0.4192    0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8755    2.0327   -0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807    1.3087   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006    0.7596    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978   -1.0566   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660   -1.4662    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -2.3187    0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6805   -1.1418    1.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    0.6408    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4278   -0.5173   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8002    1.0492   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    2.0050   -1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1401    1.9220   -0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1113    0.8870    0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5516   -1.8460    2.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572   -1.7114    1.3954 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  7  1  0
 20 10  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Pentoxyphenoxazone	HMDB

Chemical Formula

C₁₇H₁₇NO₃

Average Molecular Weight

283.327

Monoisotopic Molecular Weight

283.120843411

IUPAC Name

7-(pentyloxy)-3H-phenoxazin-3-one

Traditional Name

7-(pentyloxy)phenoxazin-3-one

CAS Registry Number

Not Available

SMILES

CCCCCOC1=CC2=C(C=C1)N=C1C=CC(=O)C=C1O2

InChI Identifier

InChI=1S/C17H17NO3/c1-2-3-4-9-20-13-6-8-15-17(11-13)21-16-10-12(19)5-7-14(16)18-15/h5-8,10-11H,2-4,9H2,1H3

InChI Key

ZPSOKQFFOYYPKC-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazines

Sub Class

Phenoxazines

Direct Parent

Phenoxazines

Alternative Parents

Substituents

Phenoxazine
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Cyclic ketone
Ether
Oxacycle
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen 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	3.83	ALOGPS
logP	3.69	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-0.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	47.89 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	84.88 m³·mol⁻¹	ChemAxon
Polarizability	31.62 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]+	173.54	30932474
DeepCCS	[M-H]-	171.182	30932474
DeepCCS	[M-2H]-	204.068	30932474
DeepCCS	[M+Na]+	179.634	30932474
AllCCS	[M+H]+	166.4	32859911
AllCCS	[M+H-H2O]+	163.1	32859911
AllCCS	[M+NH4]+	169.5	32859911
AllCCS	[M+Na]+	170.4	32859911
AllCCS	[M-H]-	171.0	32859911
AllCCS	[M+Na-2H]-	170.7	32859911
AllCCS	[M+HCOO]-	170.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.8071 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.47 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2307.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	546.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	324.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	795.6 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	682.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1594.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	475.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1663.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	542.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	502.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	493.2 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	20.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentoxyresorufin	CCCCCOC1=CC2=C(C=C1)N=C1C=CC(=O)C=C1O2	3373.1	Standard polar	33892256
Pentoxyresorufin	CCCCCOC1=CC2=C(C=C1)N=C1C=CC(=O)C=C1O2	2577.3	Standard non polar	33892256
Pentoxyresorufin	CCCCCOC1=CC2=C(C=C1)N=C1C=CC(=O)C=C1O2	2689.1	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 - Pentoxyresorufin GC-MS (Non-derivatized) - 70eV, Positive	splash10-08i3-8390000000-5e11615b94de10ebb243	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentoxyresorufin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

96855

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

107683

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 ]

Enzymes

Enzyme Details

1. Cytochrome P450 2F1

General function:: Secondary metabolites biosynthesis, transport and catabolism
Specific function:: May be involved in the metabolism of various pneumotoxicants including naphthalene. Is able to dealkylate ethoxycoumarin, propoxycoumarin, and pentoxyresorufin but possesses no activity toward ethoxyresorufin and only trace dearylation activity toward benzyloxyresorufin. Bioactivates 3-methylindole (3MI) by dehydrogenation to the putative electrophile 3-methylene-indolenine.
Gene Name:: CYP2F1
Uniprot ID:: P24903
Molecular weight:: 55500.64

Showing metabocard for Pentoxyresorufin (HMDB0256292)

MOL for HMDB0256292 (Pentoxyresorufin)

3D MOL for HMDB0256292 (Pentoxyresorufin)

3D SDF for HMDB0256292 (Pentoxyresorufin)

3D-SDF for HMDB0256292 (Pentoxyresorufin)

PDB for HMDB0256292 (Pentoxyresorufin)

3D PDB for HMDB0256292 (Pentoxyresorufin)

SMILES for HMDB0256292 (Pentoxyresorufin)

INCHI for HMDB0256292 (Pentoxyresorufin)

Structure for HMDB0256292 (Pentoxyresorufin)

3D Structure for HMDB0256292 (Pentoxyresorufin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

Enzymes