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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:38:44 UTC

Update Date

2021-09-26 23:07:14 UTC

HMDB ID

HMDB0253788

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ketocaine

Description

Ketocaine belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review a small amount of articles have been published on Ketocaine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ketocaine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ketocaine 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

HMDB0253788
     RDKit          3D
Ketocaine
 50 50  0  0  0  0  0  0  0  0999 V2000
    6.2053    2.1977    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7439    1.9019    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5638    0.3916    0.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1239    0.0352    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514    0.9452    0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7602   -1.3689    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -2.3486    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3892   -3.6863    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0399   -3.9789   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626   -2.9983   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947   -1.6748    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935   -0.6507    0.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -0.7948    0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    0.5364    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9221    0.6728    0.0640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4695    1.9754    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8751    1.9642    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103    2.7214    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233   -0.2813   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4326   -0.3845   -2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8134   -1.6191    0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910    2.8541    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7741    1.2551    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822    2.7722   -0.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1953    2.3231    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3767    2.3620   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089   -0.0998    1.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0682    0.0159   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7904   -2.1086    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547   -4.4504   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7323   -5.0131   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036   -3.2233   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895   -1.3311   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -1.4426    0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    1.0044    1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839    1.1849   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4075    2.5353   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0801    1.0083    1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897    2.1672   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0194    2.7635    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926    2.1634    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6166    2.9749    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132    3.6933    1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7826    0.1285   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705   -1.4128   -2.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    0.4083   -2.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -0.2102   -2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807   -1.4390    1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -2.0500    0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447   -2.3895   -0.3108 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 11  6  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
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
M  END

  Mrv1652309112114392D          

 21 21  0  0  0  0            999 V2000
   -1.5691   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -0.4125    0.0000 C   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253788

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)C1=CC=CC=C1OCCN(C(C)C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H29NO2/c1-6-9-17(20)16-10-7-8-11-18(16)21-13-12-19(14(2)3)15(4)5/h7-8,10-11,14-15H,6,9,12-13H2,1-5H3

> <INCHI_KEY>
UXAWFWFJXIANHZ-UHFFFAOYSA-N

> <FORMULA>
C18H29NO2

> <MOLECULAR_WEIGHT>
291.435

> <EXACT_MASS>
291.219829178

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
34.619617491039435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2-{2-[bis(propan-2-yl)amino]ethoxy}phenyl)butan-1-one

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
4.083737062

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.860654239542914

> <JCHEM_PKA_STRONGEST_BASIC>
9.103918722539085

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
88.50580000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{2-[2-(diisopropylamino)ethoxy]phenyl}butan-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253788
     RDKit          3D
Ketocaine
 50 50  0  0  0  0  0  0  0  0999 V2000
    6.2053    2.1977    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7439    1.9019    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5638    0.3916    0.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1239    0.0352    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514    0.9452    0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7602   -1.3689    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -2.3486    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3892   -3.6863    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0399   -3.9789   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626   -2.9983   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947   -1.6748    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935   -0.6507    0.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -0.7948    0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    0.5364    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9221    0.6728    0.0640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4695    1.9754    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8751    1.9642    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103    2.7214    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233   -0.2813   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4326   -0.3845   -2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8134   -1.6191    0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910    2.8541    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7741    1.2551    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822    2.7722   -0.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1953    2.3231    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3767    2.3620   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089   -0.0998    1.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0682    0.0159   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7904   -2.1086    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547   -4.4504   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7323   -5.0131   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036   -3.2233   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895   -1.3311   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -1.4426    0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    1.0044    1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839    1.1849   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4075    2.5353   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0801    1.0083    1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897    2.1672   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0194    2.7635    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926    2.1634    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6166    2.9749    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132    3.6933    1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7826    0.1285   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705   -1.4128   -2.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    0.4083   -2.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -0.2102   -2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807   -1.4390    1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -2.0500    0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447   -2.3895   -0.3108 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 11  6  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
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  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      -2.929  -2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.389  -2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.619  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.921  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.691  -2.104   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.691   0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.921   1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.691   3.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.231   3.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   1.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.231   0.564   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.541  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.311  -2.104   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       7.851  -2.104   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       8.621  -3.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.161  -3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.851  -4.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.621  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.851   0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.161  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0253788
HETATM    1  C1  UNL     1       6.205   2.198   0.530  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.744   1.902   0.439  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.564   0.392   0.363  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.124   0.035   0.270  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.251   0.945   0.288  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.760  -1.369   0.158  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.729  -2.349   0.130  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.389  -3.686   0.014  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.040  -3.979  -0.073  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.063  -2.998  -0.045  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.395  -1.675   0.071  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.493  -0.651   0.106  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.912  -0.795   0.026  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.546   0.536   0.118  1.00  0.00           C  
HETATM   15  N1  UNL     1      -2.922   0.673   0.064  1.00  0.00           N  
HETATM   16  C13 UNL     1      -3.470   1.975   0.187  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.875   1.964   0.767  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.610   2.721   1.220  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.723  -0.281  -0.601  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.433  -0.384  -2.087  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.813  -1.619   0.078  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.391   2.854   1.433  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.774   1.255   0.633  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.582   2.772  -0.359  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.195   2.323   1.307  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.377   2.362  -0.528  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.009  -0.100   1.240  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.068   0.016  -0.549  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.790  -2.109   0.200  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.155  -4.450  -0.007  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.732  -5.013  -0.165  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.004  -3.223  -0.112  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.089  -1.331  -0.927  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.216  -1.443   0.877  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.162   1.004   1.076  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.084   1.185  -0.689  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.407   2.535  -0.754  1.00  0.00           H  
HETATM   38  H17 UNL     1      -5.080   1.008   1.305  1.00  0.00           H  
HETATM   39  H18 UNL     1      -5.590   2.167  -0.045  1.00  0.00           H  
HETATM   40  H19 UNL     1      -5.019   2.763   1.523  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.593   2.163   2.180  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.617   2.975   0.834  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.113   3.693   1.475  1.00  0.00           H  
HETATM   44  H23 UNL     1      -4.783   0.129  -0.560  1.00  0.00           H  
HETATM   45  H24 UNL     1      -3.070  -1.413  -2.368  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.696   0.408  -2.410  1.00  0.00           H  
HETATM   47  H26 UNL     1      -4.320  -0.210  -2.728  1.00  0.00           H  
HETATM   48  H27 UNL     1      -3.681  -1.439   1.175  1.00  0.00           H  
HETATM   49  H28 UNL     1      -4.858  -2.050   0.011  1.00  0.00           H  
HETATM   50  H29 UNL     1      -3.145  -2.390  -0.311  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10   31
CONECT   10   11   11   32
CONECT   11   12
CONECT   12   13
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   19
CONECT   16   17   18   37
CONECT   17   38   39   40
CONECT   18   41   42   43
CONECT   19   20   21   44
CONECT   20   45   46   47
CONECT   21   48   49   50
END

HMDB0253788
     RDKit          3D
Ketocaine
 50 50  0  0  0  0  0  0  0  0999 V2000
    6.2053    2.1977    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7439    1.9019    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5638    0.3916    0.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1239    0.0352    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514    0.9452    0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7602   -1.3689    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290   -2.3486    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3892   -3.6863    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0399   -3.9789   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0626   -2.9983   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947   -1.6748    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935   -0.6507    0.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -0.7948    0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    0.5364    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9221    0.6728    0.0640 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4695    1.9754    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8751    1.9642    0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6103    2.7214    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233   -0.2813   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4326   -0.3845   -2.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8134   -1.6191    0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910    2.8541    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7741    1.2551    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822    2.7722   -0.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1953    2.3231    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3767    2.3620   -0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089   -0.0998    1.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0682    0.0159   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7904   -2.1086    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547   -4.4504   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7323   -5.0131   -0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036   -3.2233   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0895   -1.3311   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -1.4426    0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620    1.0044    1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839    1.1849   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4075    2.5353   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0801    1.0083    1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5897    2.1672   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0194    2.7635    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5926    2.1634    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6166    2.9749    0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132    3.6933    1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7826    0.1285   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705   -1.4128   -2.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    0.4083   -2.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -0.2102   -2.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807   -1.4390    1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -2.0500    0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1447   -2.3895   -0.3108 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  1  0
 11  6  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
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2-(2-(Bis(1-methylethyl)amino)ethoxy)phenyl)-1-butanone	HMDB
2'-(2-(Diisopropylamino)ethoxy)butyrophenone	HMDB

Chemical Formula

C₁₈H₂₉NO₂

Average Molecular Weight

291.435

Monoisotopic Molecular Weight

291.219829178

IUPAC Name

1-(2-{2-[bis(propan-2-yl)amino]ethoxy}phenyl)butan-1-one

Traditional Name

1-{2-[2-(diisopropylamino)ethoxy]phenyl}butan-1-one

CAS Registry Number

Not Available

SMILES

CCCC(=O)C1=CC=CC=C1OCCN(C(C)C)C(C)C

InChI Identifier

InChI=1S/C18H29NO2/c1-6-9-17(20)16-10-7-8-11-18(16)21-13-12-19(14(2)3)15(4)5/h7-8,10-11,14-15H,6,9,12-13H2,1-5H3

InChI Key

UXAWFWFJXIANHZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Phenoxy compound
Benzoyl
Aryl alkyl ketone
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Ether
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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 (HMDB: HMDB0253788)

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	4.22	ALOGPS
logP	4.08	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	16.86	ChemAxon
pKa (Strongest Basic)	9.1	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	88.51 m³·mol⁻¹	ChemAxon
Polarizability	34.62 Å³	ChemAxon
Number of Rings	1	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]+	174.254	30932474
DeepCCS	[M-H]-	171.896	30932474
DeepCCS	[M-2H]-	204.782	30932474
DeepCCS	[M+Na]+	180.347	30932474
AllCCS	[M+H]+	175.0	32859911
AllCCS	[M+H-H2O]+	171.9	32859911
AllCCS	[M+NH4]+	177.8	32859911
AllCCS	[M+Na]+	178.7	32859911
AllCCS	[M-H]-	177.2	32859911
AllCCS	[M+Na-2H]-	178.0	32859911
AllCCS	[M+HCOO]-	179.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ketocaine	CCCC(=O)C1=CC=CC=C1OCCN(C(C)C)C(C)C	2666.0	Standard polar	33892256
Ketocaine	CCCC(=O)C1=CC=CC=C1OCCN(C(C)C)C(C)C	2019.5	Standard non polar	33892256
Ketocaine	CCCC(=O)C1=CC=CC=C1OCCN(C(C)C)C(C)C	2031.5	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 - Ketocaine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fs-4960000000-206ccbf331d6508b02d9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ketocaine 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 - Ketocaine 10V, Positive-QTOF	splash10-00mx-4960000000-c3b8e73201ab25daba0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketocaine 20V, Positive-QTOF	splash10-000i-9620000000-f808561bbad2890871eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketocaine 40V, Positive-QTOF	splash10-0fer-9700000000-456a3a80eec506c6914c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketocaine 10V, Negative-QTOF	splash10-0006-0290000000-b2f7e69dc6d47f76af35	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketocaine 20V, Negative-QTOF	splash10-03dl-1910000000-73f337c599081f00739c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ketocaine 40V, Negative-QTOF	splash10-00kf-9600000000-9cf4e889ce9bc88a0247	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

62170

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ketocaine

METLIN ID

Not Available

PubChem Compound

68946

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 Ketocaine (HMDB0253788)

MOL for HMDB0253788 (Ketocaine)

3D MOL for HMDB0253788 (Ketocaine)

3D SDF for HMDB0253788 (Ketocaine)

3D-SDF for HMDB0253788 (Ketocaine)

PDB for HMDB0253788 (Ketocaine)

3D PDB for HMDB0253788 (Ketocaine)

SMILES for HMDB0253788 (Ketocaine)

INCHI for HMDB0253788 (Ketocaine)

Structure for HMDB0253788 (Ketocaine)

3D Structure for HMDB0253788 (Ketocaine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra