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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:58:22 UTC

Update Date

2021-09-26 22:54:40 UTC

HMDB ID

HMDB0245926

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Maoto

Description

Maoto belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. Based on a literature review a significant number of articles have been published on Maoto. This compound has been identified in human blood as reported by (PMID: 31557052 ). Maoto is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Maoto 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

HMDB0245926
     RDKit          3D
Maoto
 36 39  0  0  0  0  0  0  0  0999 V2000
   -3.3256   -1.9460   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.5392   -0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1070    0.2369    0.1005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419    1.4341    0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1417    2.4625    0.8784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1234    1.3259    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920    0.1078   -0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5369   -0.2536   -0.5553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.6002   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545   -1.6807    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600   -0.8922    0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3139   -1.3064    0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3921   -0.5604    0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238    0.5958   -0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9365    0.9711   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430    0.2334   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065    0.7360   -0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469    2.0737   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910    2.3705    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078   -2.6958   -0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8743   -2.1535    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -2.0955    0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146   -0.5323   -1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5627   -1.8355   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8218   -2.3817   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.1724    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658   -2.7108    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4488   -2.2007    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3929   -0.8499    0.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856    1.1802   -0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8278    1.8753   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430    0.7772   -1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    2.8347   -1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    2.2500    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805    3.3016   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885    2.6401    1.3372 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  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
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7  2  1  0
 17  8  1  0
 19  6  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END


  Mrv1652309112100582D          

 19 22  0  0  0  0            999 V2000
    4.3072   -1.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939    1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    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  2  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  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 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
  7 16  1  0  0  0  0
 11 16  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245926

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1OC(=O)C2=C1N1CCC3=CC=CC=C3C1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO2/c1-10-15-13(16(18)19-10)6-7-14-12-5-3-2-4-11(12)8-9-17(14)15/h2-5,10,14H,6-9H2,1H3

> <INCHI_KEY>
DVDVRSQNQHHPIV-UHFFFAOYSA-N

> <FORMULA>
C16H17NO2

> <MOLECULAR_WEIGHT>
255.317

> <EXACT_MASS>
255.125928791

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.837386844364467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-methyl-13-oxa-10-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6,11(15)-tetraen-14-one

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.651506099333334

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.654541840813582

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2546033669767724

> <JCHEM_POLAR_SURFACE_AREA>
29.540000000000003

> <JCHEM_REFRACTIVITY>
74.1042

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-methyl-13-oxa-10-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6,11(15)-tetraen-14-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0245926
     RDKit          3D
Maoto
 36 39  0  0  0  0  0  0  0  0999 V2000
   -3.3256   -1.9460   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.5392   -0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1070    0.2369    0.1005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419    1.4341    0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1417    2.4625    0.8784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1234    1.3259    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920    0.1078   -0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5369   -0.2536   -0.5553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.6002   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545   -1.6807    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600   -0.8922    0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3139   -1.3064    0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3921   -0.5604    0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238    0.5958   -0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9365    0.9711   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430    0.2334   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065    0.7360   -0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469    2.0737   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910    2.3705    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078   -2.6958   -0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8743   -2.1535    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -2.0955    0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146   -0.5323   -1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5627   -1.8355   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8218   -2.3817   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.1724    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658   -2.7108    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4488   -2.2007    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3929   -0.8499    0.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856    1.1802   -0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8278    1.8753   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430    0.7772   -1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    2.8347   -1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    2.2500    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805    3.3016   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885    2.6401    1.3372 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  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
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7  2  1  0
 17  8  1  0
 19  6  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  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       8.040  -2.078   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       5.358   0.135   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.882   3.020   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.365   0.325   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    7   11                                                  
CONECT   17    4   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    2                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0245926
HETATM    1  C1  UNL     1      -3.326  -1.946  -0.103  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.164  -0.539  -0.609  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.107   0.237   0.100  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.542   1.434   0.403  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.142   2.463   0.878  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.123   1.326   0.082  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.892   0.108  -0.386  1.00  0.00           C  
HETATM    8  N1  UNL     1      -0.537  -0.254  -0.555  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.101  -1.600  -0.467  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.854  -1.681   0.735  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.060  -0.892   0.309  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.314  -1.306   0.657  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.392  -0.560   0.250  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.224   0.596  -0.503  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.937   0.971  -0.829  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.843   0.233  -0.427  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.507   0.736  -0.837  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.247   2.074  -0.282  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.091   2.370   0.240  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.108  -2.696  -0.905  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.874  -2.154   0.863  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.438  -2.096   0.063  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.515  -0.532  -1.664  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.563  -1.836  -1.346  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.822  -2.382  -0.328  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.389  -1.172   1.604  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.166  -2.711   0.927  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.449  -2.201   1.240  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.393  -0.850   0.501  1.00  0.00           H  
HETATM   30  H11 UNL     1       5.086   1.180  -0.822  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.828   1.875  -1.416  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.543   0.777  -1.966  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.570   2.835  -1.054  1.00  0.00           H  
HETATM   34  H15 UNL     1       0.988   2.250   0.556  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.481   3.302  -0.257  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.089   2.640   1.337  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    7   23
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   19
CONECT    7    8
CONECT    8    9   17
CONECT    9   10   24   25
CONECT   10   11   26   27
CONECT   11   12   12   16
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17
CONECT   17   18   32
CONECT   18   19   33   34
CONECT   19   35   36
END

HMDB0245926
     RDKit          3D
Maoto
 36 39  0  0  0  0  0  0  0  0999 V2000
   -3.3256   -1.9460   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -0.5392   -0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1070    0.2369    0.1005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419    1.4341    0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1417    2.4625    0.8784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1234    1.3259    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920    0.1078   -0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5369   -0.2536   -0.5553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.6002   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545   -1.6807    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600   -0.8922    0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3139   -1.3064    0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3921   -0.5604    0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238    0.5958   -0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9365    0.9711   -0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8430    0.2334   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065    0.7360   -0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469    2.0737   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0910    2.3705    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078   -2.6958   -0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8743   -2.1535    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -2.0955    0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146   -0.5323   -1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5627   -1.8355   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8218   -2.3817   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.1724    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658   -2.7108    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4488   -2.2007    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3929   -0.8499    0.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856    1.1802   -0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8278    1.8753   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5430    0.7772   -1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701    2.8347   -1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    2.2500    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4805    3.3016   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0885    2.6401    1.3372 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  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
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7  2  1  0
 17  8  1  0
 19  6  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15 alpha-Methyl-8-aza-16-oxagona-1,3,5(10),13-tetraen-17-one	MeSH
15-Methyl-8-aza-16-oxagona-1,3,5(10),13-tetraen-17-one	MeSH

Chemical Formula

C₁₆H₁₇NO₂

Average Molecular Weight

255.317

Monoisotopic Molecular Weight

255.125928791

IUPAC Name

12-methyl-13-oxa-10-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6,11(15)-tetraen-14-one

Traditional Name

12-methyl-13-oxa-10-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6,11(15)-tetraen-14-one

CAS Registry Number

Not Available

SMILES

CC1OC(=O)C2=C1N1CCC3=CC=CC=C3C1CC2

InChI Identifier

InChI=1S/C16H17NO2/c1-10-15-13(16(18)19-10)6-7-14-12-5-3-2-4-11(12)8-9-17(14)15/h2-5,10,14H,6-9H2,1H3

InChI Key

DVDVRSQNQHHPIV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

Oxosteroid
17-oxosteroid
Tetrahydroisoquinoline
Aralkylamine
Tetrahydropyridine
Benzenoid
2-furanone
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Tertiary aliphatic amine
Tertiary amine
Lactone
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Enamine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	2.71	ALOGPS
logP	2.65	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	13.65	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	74.1 m³·mol⁻¹	ChemAxon
Polarizability	27.84 Å³	ChemAxon
Number of Rings	4	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
DeepCCS	[M+H]+	160.613	30932474
DeepCCS	[M-H]-	158.255	30932474
DeepCCS	[M-2H]-	191.14	30932474
DeepCCS	[M+Na]+	166.706	30932474
AllCCS	[M+H]+	161.9	32859911
AllCCS	[M+H-H2O]+	158.1	32859911
AllCCS	[M+NH4]+	165.5	32859911
AllCCS	[M+Na]+	166.5	32859911
AllCCS	[M-H]-	169.2	32859911
AllCCS	[M+Na-2H]-	168.7	32859911
AllCCS	[M+HCOO]-	168.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.0844 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.99 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1546.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	286.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	157.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	99.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	440.7 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	631.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	151.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	926.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	402.4 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	1339.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	347.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	327.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	328.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	197.7 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	41.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Maoto	CC1OC(=O)C2=C1N1CCC3=CC=CC=C3C1CC2	3718.9	Standard polar	33892256
Maoto	CC1OC(=O)C2=C1N1CCC3=CC=CC=C3C1CC2	2297.0	Standard non polar	33892256
Maoto	CC1OC(=O)C2=C1N1CCC3=CC=CC=C3C1CC2	2533.4	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 - Maoto GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-1950000000-5337328b50c4325f6765	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Maoto 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 - Maoto 10V, Positive-QTOF	splash10-0a4i-0090000000-4b7ab79781d2e38a095b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maoto 20V, Positive-QTOF	splash10-0a4i-0090000000-9091d0d10067fc3eeff8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maoto 40V, Positive-QTOF	splash10-0a5c-3910000000-6e471e5276d8c8827a0c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maoto 10V, Negative-QTOF	splash10-0udi-0090000000-3708f67461fd1228347a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maoto 20V, Negative-QTOF	splash10-0udi-0090000000-bef2a2a07ceff279b23b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maoto 40V, Negative-QTOF	splash10-0ufr-1960000000-30ff7893ecb85843abe2	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

112023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

125981

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 Maoto (HMDB0245926)

MOL for HMDB0245926 (Maoto)

3D MOL for HMDB0245926 (Maoto)

3D SDF for HMDB0245926 (Maoto)

3D-SDF for HMDB0245926 (Maoto)

PDB for HMDB0245926 (Maoto)

3D PDB for HMDB0245926 (Maoto)

SMILES for HMDB0245926 (Maoto)

INCHI for HMDB0245926 (Maoto)

Structure for HMDB0245926 (Maoto)

3D Structure for HMDB0245926 (Maoto)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra