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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:07:07 UTC

Update Date

2021-09-26 23:00:35 UTC

HMDB ID

HMDB0249602

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Caramiphen

Description

Caramiphen belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Caramiphen is a drug. Caramiphen is a very strong basic compound (based on its pKa). Caramiphen is an anticholinergic drug used in the treatment of Parkinson's disease. This compound has been identified in human blood as reported by (PMID: 31557052 ). Caramiphen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Caramiphen 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

HMDB0249602
     RDKit          3D
Caramiphen
 48 49  0  0  0  0  0  0  0  0999 V2000
    4.8952    0.5762    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    1.4164    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    0.6677   -0.4732 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146    0.0247   -1.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173   -1.1632   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1313    0.1735   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043    1.2583   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    0.6946    0.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168   -0.2182   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -0.5893   -1.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330   -0.6907    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9774    0.5150    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9716    1.4160   -0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    2.5687   -0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    2.8449    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5133    1.9681    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608    0.8160    1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119   -1.6223   -0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -2.8832   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9175   -2.5465    1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -1.4335    1.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340   -0.4609    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9866    0.5670    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131    0.9708    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7808    2.1881    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943    2.0712    1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8184    0.7269   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4494   -0.3404   -2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8558   -0.8747   -0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625   -1.8224   -0.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -1.8360   -1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.3296    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927   -0.6160   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    1.8933   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802    1.8950    0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577    1.2149   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6897    3.2626   -1.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    3.7494    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1080    2.1500    2.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7676    0.1163    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7944   -1.2122   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2068   -1.7946   -1.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200   -3.2536   -0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763   -3.6722   -0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462   -3.4350    1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082   -2.2532    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8906   -1.8861    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9513   -0.8122    2.1779 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 11  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
M  END


  Mrv1572001271616282D          

 21 22  0  0  0  0            999 V2000
    1.3683    4.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117    5.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0828    3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7973    4.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7722    3.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7894    4.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0492    3.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3913    6.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6725    5.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0838    4.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3435    3.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9986    5.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8356    5.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117    3.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2262    4.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3608    4.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551    4.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551    4.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7973    4.1393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9907    3.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9407    3.7268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19 14  1  0  0  0  0
 20 17  2  0  0  0  0
 21 15  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249602

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)CCOC(=O)C1(CCCC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H27NO2/c1-3-19(4-2)14-15-21-17(20)18(12-8-9-13-18)16-10-6-5-7-11-16/h5-7,10-11H,3-4,8-9,12-15H2,1-2H3

> <INCHI_KEY>
OFAIGZWCDGNZGT-UHFFFAOYSA-N

> <FORMULA>
C18H27NO2

> <MOLECULAR_WEIGHT>
289.419

> <EXACT_MASS>
289.204179113

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.33582668683756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(diethylamino)ethyl 1-phenylcyclopentane-1-carboxylate

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
4.013560600666666

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.962043829548204

> <JCHEM_POLAR_SURFACE_AREA>
29.540000000000003

> <JCHEM_REFRACTIVITY>
86.12629999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
caramiphen

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249602
     RDKit          3D
Caramiphen
 48 49  0  0  0  0  0  0  0  0999 V2000
    4.8952    0.5762    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    1.4164    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    0.6677   -0.4732 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146    0.0247   -1.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173   -1.1632   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1313    0.1735   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043    1.2583   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    0.6946    0.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168   -0.2182   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -0.5893   -1.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330   -0.6907    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9774    0.5150    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9716    1.4160   -0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    2.5687   -0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    2.8449    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5133    1.9681    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608    0.8160    1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119   -1.6223   -0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -2.8832   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9175   -2.5465    1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -1.4335    1.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340   -0.4609    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9866    0.5670    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131    0.9708    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7808    2.1881    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943    2.0712    1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8184    0.7269   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4494   -0.3404   -2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8558   -0.8747   -0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625   -1.8224   -0.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -1.8360   -1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.3296    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927   -0.6160   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    1.8933   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802    1.8950    0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577    1.2149   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6897    3.2626   -1.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    3.7494    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1080    2.1500    2.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7676    0.1163    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7944   -1.2122   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2068   -1.7946   -1.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200   -3.2536   -0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763   -3.6722   -0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462   -3.4350    1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082   -2.2532    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8906   -1.8861    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9513   -0.8122    2.1779 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 11  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
M  END

HEADER    PROTEIN                                 27-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-JAN-16         0                                  
HETATM    1  C   UNK     0       2.554   7.727   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.555  10.037   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.888   6.957   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.222   9.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.508   6.873   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.540   8.413   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.159   6.132   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.064  11.709   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.722  10.953   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.223   9.211   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.841   6.929   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.197  10.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.026   9.444   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.555   6.957   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.889   7.727   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.874   8.469   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.556   7.727   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.556   9.267   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.222   7.727   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      11.183   6.320   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.223   6.957   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1   19                                                       
CONECT    4    2   19                                                       
CONECT    5    6    7                                                       
CONECT    6    5   10                                                       
CONECT    7    5   11                                                       
CONECT    8    9   12                                                       
CONECT    9    8   13                                                       
CONECT   10    6   16                                                       
CONECT   11    7   16                                                       
CONECT   12    8   18                                                       
CONECT   13    9   18                                                       
CONECT   14   15   19                                                       
CONECT   15   14   21                                                       
CONECT   16   10   11   18                                                  
CONECT   17   18   20   21                                                  
CONECT   18   12   13   16   17                                             
CONECT   19    3    4   14                                                  
CONECT   20   17                                                            
CONECT   21   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0249602
HETATM    1  C1  UNL     1       4.895   0.576   1.454  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.092   1.416   0.507  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.449   0.668  -0.473  1.00  0.00           N  
HETATM    4  C3  UNL     1       4.115   0.025  -1.508  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.917  -1.163  -1.053  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.131   0.174  -0.158  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.104   1.258  -0.042  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.135   0.695   0.262  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.817  -0.218  -0.522  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.317  -0.589  -1.590  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.133  -0.691   0.001  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.977   0.515   0.138  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.972   1.416  -0.921  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.709   2.569  -0.916  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.490   2.845   0.188  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.513   1.968   1.251  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.761   0.816   1.217  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.812  -1.622  -0.973  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.071  -2.883  -0.203  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.917  -2.546   1.264  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.902  -1.433   1.269  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.534  -0.461   1.515  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.987   0.567   1.255  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.713   0.971   2.511  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.781   2.188   0.025  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.394   2.071   1.098  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.818   0.727  -2.071  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.449  -0.340  -2.336  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.856  -0.875  -0.560  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.363  -1.822  -0.356  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.162  -1.836  -1.930  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.214  -0.330   0.844  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.893  -0.616  -0.871  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.085   1.893  -0.947  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.380   1.895   0.847  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.358   1.215  -1.808  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.690   3.263  -1.762  1.00  0.00           H  
HETATM   38  H17 UNL     1      -5.088   3.749   0.232  1.00  0.00           H  
HETATM   39  H18 UNL     1      -5.108   2.150   2.127  1.00  0.00           H  
HETATM   40  H19 UNL     1      -3.768   0.116   2.039  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.794  -1.212  -1.326  1.00  0.00           H  
HETATM   42  H21 UNL     1      -2.207  -1.795  -1.895  1.00  0.00           H  
HETATM   43  H22 UNL     1      -4.120  -3.254  -0.371  1.00  0.00           H  
HETATM   44  H23 UNL     1      -2.376  -3.672  -0.543  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.546  -3.435   1.845  1.00  0.00           H  
HETATM   46  H25 UNL     1      -3.908  -2.253   1.645  1.00  0.00           H  
HETATM   47  H26 UNL     1      -0.891  -1.886   1.242  1.00  0.00           H  
HETATM   48  H27 UNL     1      -1.951  -0.812   2.178  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4    6
CONECT    4    5   27   28
CONECT    5   29   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   18   21
CONECT   12   13   13   17
CONECT   13   14   36
CONECT   14   15   15   37
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   40
CONECT   18   19   41   42
CONECT   19   20   43   44
CONECT   20   21   45   46
CONECT   21   47   48
END

HMDB0249602
     RDKit          3D
Caramiphen
 48 49  0  0  0  0  0  0  0  0999 V2000
    4.8952    0.5762    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    1.4164    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    0.6677   -0.4732 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146    0.0247   -1.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173   -1.1632   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1313    0.1735   -0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043    1.2583   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    0.6946    0.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168   -0.2182   -0.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -0.5893   -1.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330   -0.6907    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9774    0.5150    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9716    1.4160   -0.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    2.5687   -0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    2.8449    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5133    1.9681    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608    0.8160    1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119   -1.6223   -0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -2.8832   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9175   -2.5465    1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -1.4335    1.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340   -0.4609    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9866    0.5670    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131    0.9708    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7808    2.1881    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943    2.0712    1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8184    0.7269   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4494   -0.3404   -2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8558   -0.8747   -0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625   -1.8224   -0.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -1.8360   -1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.3296    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927   -0.6160   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    1.8933   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802    1.8950    0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577    1.2149   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6897    3.2626   -1.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    3.7494    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1080    2.1500    2.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7676    0.1163    2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7944   -1.2122   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2068   -1.7946   -1.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1200   -3.2536   -0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763   -3.6722   -0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462   -3.4350    1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082   -2.2532    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8906   -1.8861    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9513   -0.8122    2.1779 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 11  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Caramiphen	MeSH
2-(Diethylamino)ethyl 1-phenylcyclopentane-1-carboxylic acid	Generator

Chemical Formula

C₁₈H₂₇NO₂

Average Molecular Weight

289.419

Monoisotopic Molecular Weight

289.204179113

IUPAC Name

2-(diethylamino)ethyl 1-phenylcyclopentane-1-carboxylate

Traditional Name

caramiphen

CAS Registry Number

Not Available

SMILES

CCN(CC)CCOC(=O)C1(CCCC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H27NO2/c1-3-19(4-2)14-15-21-17(20)18(12-8-9-13-18)16-10-6-5-7-11-16/h5-7,10-11H,3-4,8-9,12-15H2,1-2H3

InChI Key

OFAIGZWCDGNZGT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
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: HMDB0249602)

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	4.31	ALOGPS
logP	4.01	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.13 m³·mol⁻¹	ChemAxon
Polarizability	34.34 Å³	ChemAxon
Number of Rings	2	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]+	170.867	30932474
DeepCCS	[M-H]-	168.509	30932474
DeepCCS	[M-2H]-	201.394	30932474
DeepCCS	[M+Na]+	176.96	30932474
AllCCS	[M+H]+	170.5	32859911
AllCCS	[M+H-H2O]+	167.3	32859911
AllCCS	[M+NH4]+	173.5	32859911
AllCCS	[M+Na]+	174.3	32859911
AllCCS	[M-H]-	175.0	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	176.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.1291 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1796.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	211.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	123.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	425.4 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	445.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	198.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	975.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	373.3 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	1154.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	277.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	342.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	284.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	254.9 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	21.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Caramiphen	CCN(CC)CCOC(=O)C1(CCCC1)C1=CC=CC=C1	2667.4	Standard polar	33892256
Caramiphen	CCN(CC)CCOC(=O)C1(CCCC1)C1=CC=CC=C1	2035.4	Standard non polar	33892256
Caramiphen	CCN(CC)CCOC(=O)C1(CCCC1)C1=CC=CC=C1	1995.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Caramiphen EI-B (Non-derivatized)	splash10-000i-9200000000-e8cc4f4a84fe6283a06c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caramiphen GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-6900000000-bc4d844b60043552f8d6	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caramiphen 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 - Caramiphen 10V, Positive-QTOF	splash10-0f6x-2980000000-1251576408af3dabfba6	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 20V, Positive-QTOF	splash10-0udi-3920000000-463a1b65afbf2d6b2087	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 40V, Positive-QTOF	splash10-0kou-9300000000-c8af052b785450449dd8	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 10V, Negative-QTOF	splash10-000i-3690000000-b1570b5b6b8a1596be11	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 20V, Negative-QTOF	splash10-000i-4950000000-2a38bb09c7746622ab37	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 40V, Negative-QTOF	splash10-00fs-9500000000-6b9a6d392e2cce29f53b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 10V, Positive-QTOF	splash10-0006-0090000000-04b99417cc1a49f6e9a0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 20V, Positive-QTOF	splash10-0f6w-2930000000-481cf2384f96b715334e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 40V, Positive-QTOF	splash10-0002-4900000000-cccad33c72201f6dfb84	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 10V, Negative-QTOF	splash10-000i-0690000000-2216c020cc0bf349f433	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 20V, Negative-QTOF	splash10-000i-0900000000-d752157898b3321a1f97	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caramiphen 40V, Negative-QTOF	splash10-0007-1900000000-a886bbea4ff25a538a18	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

DB11504

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Caramiphen

METLIN ID

Not Available

PubChem Compound

6472

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 Caramiphen (HMDB0249602)

MOL for HMDB0249602 (Caramiphen)

3D MOL for HMDB0249602 (Caramiphen)

3D SDF for HMDB0249602 (Caramiphen)

3D-SDF for HMDB0249602 (Caramiphen)

PDB for HMDB0249602 (Caramiphen)

3D PDB for HMDB0249602 (Caramiphen)

SMILES for HMDB0249602 (Caramiphen)

INCHI for HMDB0249602 (Caramiphen)

Structure for HMDB0249602 (Caramiphen)

3D Structure for HMDB0249602 (Caramiphen)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra