Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:25:13 UTC

Update Date

2021-09-26 23:12:48 UTC

HMDB ID

HMDB0256833

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Propoxycaine

Description

Propoxycaine belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review very few articles have been published on Propoxycaine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Propoxycaine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Propoxycaine 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

HMDB0256833
     RDKit          3D
Propoxycaine
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.4832    2.8071    1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    2.2311    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0902    1.0016    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033    0.4275    0.4311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6723   -0.7305   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500   -1.2839   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430   -2.4169   -1.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7400   -2.9890   -2.5093 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4120   -3.0299   -1.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3542   -2.4808   -1.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4505   -1.3509   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -0.8647    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3292    0.1635    0.9167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -1.4631    0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1703   -1.0676    0.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011    0.3256    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093    0.6790    0.9288 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457    1.9650    0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8091    2.1557   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7606   -0.3256    1.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3469   -0.8634   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2154    1.9838    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6758    3.2739    0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5501    3.5834    2.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8131    1.8914    2.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    2.9316    0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961    1.2335   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8325    0.2897    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -0.7874   -0.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2990   -3.8045   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217   -2.5750   -3.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2379   -3.9225   -2.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716   -2.9698   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -1.0765    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9500   -1.8004    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6462    0.4633   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147    1.0513    0.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    2.7923    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    2.0788    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5556    3.1888   -1.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025    1.4703   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9075    1.9835   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320    0.0904    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.1512    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581   -0.8397   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856   -1.9318    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2808   -0.3368   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 11  5  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
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END


  Mrv1572011271515242D          

 21 21  0  0  0  0            999 V2000
   -1.4387   -0.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387   -1.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938    0.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1544    0.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1544   -1.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938    1.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0073   -0.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8604   -0.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084   -1.4387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    0.2117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -1.4533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    0.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387   -0.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    1.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798   -0.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0073   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180   -1.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8798    1.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858    0.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387   -1.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  9  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  2  1  0  0  0  0
 11 14  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 18  1  0  0  0  0
  7  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256833

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCOC1=CC(N)=CC=C1C(=O)OCCN(CC)CC

> <INCHI_IDENTIFIER>
InChI=1S/C16H26N2O3/c1-4-10-20-15-12-13(17)7-8-14(15)16(19)21-11-9-18(5-2)6-3/h7-8,12H,4-6,9-11,17H2,1-3H3

> <INCHI_KEY>
CAJIGINSTLKQMM-UHFFFAOYSA-N

> <FORMULA>
C16H26N2O3

> <MOLECULAR_WEIGHT>
294.395

> <EXACT_MASS>
294.194342705

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.20192397705729

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(diethylamino)ethyl 4-amino-2-propoxybenzoate

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.601716341666667

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.961551473723942

> <JCHEM_POLAR_SURFACE_AREA>
64.79

> <JCHEM_REFRACTIVITY>
86.03580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propoxycaine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256833
     RDKit          3D
Propoxycaine
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.4832    2.8071    1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    2.2311    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0902    1.0016    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033    0.4275    0.4311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6723   -0.7305   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500   -1.2839   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430   -2.4169   -1.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7400   -2.9890   -2.5093 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4120   -3.0299   -1.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3542   -2.4808   -1.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4505   -1.3509   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -0.8647    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3292    0.1635    0.9167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -1.4631    0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1703   -1.0676    0.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011    0.3256    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093    0.6790    0.9288 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457    1.9650    0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8091    2.1557   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7606   -0.3256    1.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3469   -0.8634   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2154    1.9838    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6758    3.2739    0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5501    3.5834    2.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8131    1.8914    2.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    2.9316    0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961    1.2335   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8325    0.2897    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -0.7874   -0.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2990   -3.8045   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217   -2.5750   -3.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2379   -3.9225   -2.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716   -2.9698   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -1.0765    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9500   -1.8004    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6462    0.4633   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147    1.0513    0.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    2.7923    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    2.0788    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5556    3.1888   -1.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025    1.4703   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9075    1.9835   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320    0.0904    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.1512    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581   -0.8397   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856   -1.9318    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2808   -0.3368   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 11  5  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
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END

HEADER    PROTEIN                                 27-NOV-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-NOV-15         0                                  
HETATM    1  C   UNK     0      -2.685  -0.332   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.685  -1.868   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.295   0.432   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.022   0.432   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.022  -2.631   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.295   1.977   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.339  -1.913   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.014  -0.332   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.339  -0.332   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.322  -2.685   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       4.049   0.395   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -6.693  -2.713   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.368   0.432   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.685  -0.368   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.049   1.931   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.376  -0.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.014  -1.913   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.340  -2.713   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.376   2.713   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.693   0.395   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.685  -1.949   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5   10                                                  
CONECT    3    1    6    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2    7                                                       
CONECT    6    3                                                            
CONECT    7    9   12    5                                                  
CONECT    8    3   13                                                       
CONECT    9    7    4                                                       
CONECT   10    2   17                                                       
CONECT   11   14   15   16                                                  
CONECT   12    7                                                            
CONECT   13    8   14                                                       
CONECT   14   11   13                                                       
CONECT   15   11   19                                                       
CONECT   16   11   20                                                       
CONECT   17   10   18                                                       
CONECT   18   17   21                                                       
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0256833
HETATM    1  C1  UNL     1      -5.483   2.807   1.406  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.085   2.231   1.371  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.090   1.002   0.497  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.803   0.428   0.431  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.672  -0.730  -0.357  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.750  -1.284  -1.036  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.643  -2.417  -1.813  1.00  0.00           C  
HETATM    8  N1  UNL     1      -4.740  -2.989  -2.509  1.00  0.00           N  
HETATM    9  C7  UNL     1      -2.412  -3.030  -1.923  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.354  -2.481  -1.252  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.451  -1.351  -0.474  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.251  -0.865   0.195  1.00  0.00           C  
HETATM   13  O2  UNL     1      -0.329   0.163   0.917  1.00  0.00           O  
HETATM   14  O3  UNL     1       0.977  -1.463   0.086  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.170  -1.068   0.687  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.601   0.326   0.301  1.00  0.00           C  
HETATM   17  N2  UNL     1       3.809   0.679   0.929  1.00  0.00           N  
HETATM   18  C13 UNL     1       4.346   1.965   0.725  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.809   2.156  -0.678  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.761  -0.326   1.204  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.347  -0.863  -0.065  1.00  0.00           C  
HETATM   22  H1  UNL     1      -6.215   1.984   1.535  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.676   3.274   0.411  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.550   3.583   2.181  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.813   1.891   2.408  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.362   2.932   0.954  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.496   1.234  -0.510  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.833   0.290   0.955  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.718  -0.787  -0.940  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.299  -3.804  -2.177  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.022  -2.575  -3.424  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.238  -3.923  -2.512  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.372  -2.970  -1.339  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.117  -1.077   1.812  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.950  -1.800   0.416  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.646   0.463  -0.792  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.815   1.051   0.669  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.669   2.792   1.050  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.232   2.079   1.413  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.556   3.189  -1.018  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.303   1.470  -1.362  1.00  0.00           H  
HETATM   42  H21 UNL     1       5.908   1.983  -0.782  1.00  0.00           H  
HETATM   43  H22 UNL     1       5.632   0.090   1.792  1.00  0.00           H  
HETATM   44  H23 UNL     1       4.385  -1.151   1.848  1.00  0.00           H  
HETATM   45  H24 UNL     1       4.658  -0.840  -0.931  1.00  0.00           H  
HETATM   46  H25 UNL     1       5.686  -1.932   0.085  1.00  0.00           H  
HETATM   47  H26 UNL     1       6.281  -0.337  -0.384  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5
CONECT    5    6    6   11
CONECT    6    7   29
CONECT    7    8    9    9
CONECT    8   30   31
CONECT    9   10   32
CONECT   10   11   11   33
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   34   35
CONECT   16   17   36   37
CONECT   17   18   20
CONECT   18   19   38   39
CONECT   19   40   41   42
CONECT   20   21   43   44
CONECT   21   45   46   47
END

HMDB0256833
     RDKit          3D
Propoxycaine
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.4832    2.8071    1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0852    2.2311    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0902    1.0016    0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033    0.4275    0.4311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6723   -0.7305   -0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500   -1.2839   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430   -2.4169   -1.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7400   -2.9890   -2.5093 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4120   -3.0299   -1.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3542   -2.4808   -1.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4505   -1.3509   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507   -0.8647    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3292    0.1635    0.9167 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772   -1.4631    0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1703   -1.0676    0.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011    0.3256    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093    0.6790    0.9288 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457    1.9650    0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8091    2.1557   -0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7606   -0.3256    1.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3469   -0.8634   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2154    1.9838    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6758    3.2739    0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5501    3.5834    2.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8131    1.8914    2.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619    2.9316    0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961    1.2335   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8325    0.2897    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -0.7874   -0.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2990   -3.8045   -2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217   -2.5750   -3.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2379   -3.9225   -2.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3716   -2.9698   -1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171   -1.0765    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9500   -1.8004    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6462    0.4633   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8147    1.0513    0.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    2.7923    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    2.0788    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5556    3.1888   -1.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025    1.4703   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9075    1.9835   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320    0.0904    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.1512    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581   -0.8397   -0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856   -1.9318    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2808   -0.3368   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 11  5  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
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Propoxyprocaine	MeSH
Propoxycaine hydrochloride	MeSH
Hydrochloride, propoxycaine	MeSH
2-(Diethylamino)ethyl 4-amino-2-propoxybenzoic acid	Generator

Chemical Formula

C₁₆H₂₆N₂O₃

Average Molecular Weight

294.395

Monoisotopic Molecular Weight

294.194342705

IUPAC Name

2-(diethylamino)ethyl 4-amino-2-propoxybenzoate

Traditional Name

propoxycaine

CAS Registry Number

Not Available

SMILES

CCCOC1=CC(N)=CC=C1C(=O)OCCN(CC)CC

InChI Identifier

InChI=1S/C16H26N2O3/c1-4-10-20-15-12-13(17)7-8-14(15)16(19)21-11-9-18(5-2)6-3/h7-8,12H,4-6,9-11,17H2,1-3H3

InChI Key

CAJIGINSTLKQMM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Aminobenzoic acid or derivatives
Benzoate ester
Aminophenyl ether
Phenoxy compound
Benzoyl
Aniline or substituted anilines
Phenol ether
Alkyl aryl ether
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzoate ester (CHEBI:8496 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	2.89	ALOGPS
logP	2.6	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.79 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	86.04 m³·mol⁻¹	ChemAxon
Polarizability	34.2 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	172.383	30932474
DeepCCS	[M-H]-	170.026	30932474
DeepCCS	[M-2H]-	202.911	30932474
DeepCCS	[M+Na]+	178.477	30932474
AllCCS	[M+H]+	171.9	32859911
AllCCS	[M+H-H2O]+	168.8	32859911
AllCCS	[M+NH4]+	174.7	32859911
AllCCS	[M+Na]+	175.6	32859911
AllCCS	[M-H]-	173.1	32859911
AllCCS	[M+Na-2H]-	173.8	32859911
AllCCS	[M+HCOO]-	174.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propoxycaine	CCCOC1=CC(N)=CC=C1C(=O)OCCN(CC)CC	3363.0	Standard polar	33892256
Propoxycaine	CCCOC1=CC(N)=CC=C1C(=O)OCCN(CC)CC	2363.6	Standard non polar	33892256
Propoxycaine	CCCOC1=CC(N)=CC=C1C(=O)OCCN(CC)CC	2360.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Propoxycaine,1TMS,isomer #1	CCCOC1=CC(N[Si](C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2483.5	Semi standard non polar	33892256
Propoxycaine,1TMS,isomer #1	CCCOC1=CC(N[Si](C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2441.2	Standard non polar	33892256
Propoxycaine,1TMS,isomer #1	CCCOC1=CC(N[Si](C)(C)C)=CC=C1C(=O)OCCN(CC)CC	3002.5	Standard polar	33892256
Propoxycaine,2TMS,isomer #1	CCCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2386.3	Semi standard non polar	33892256
Propoxycaine,2TMS,isomer #1	CCCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2382.1	Standard non polar	33892256
Propoxycaine,2TMS,isomer #1	CCCOC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2794.4	Standard polar	33892256
Propoxycaine,1TBDMS,isomer #1	CCCOC1=CC(N[Si](C)(C)C(C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2648.0	Semi standard non polar	33892256
Propoxycaine,1TBDMS,isomer #1	CCCOC1=CC(N[Si](C)(C)C(C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2640.1	Standard non polar	33892256
Propoxycaine,1TBDMS,isomer #1	CCCOC1=CC(N[Si](C)(C)C(C)(C)C)=CC=C1C(=O)OCCN(CC)CC	3058.9	Standard polar	33892256
Propoxycaine,2TBDMS,isomer #1	CCCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2771.9	Semi standard non polar	33892256
Propoxycaine,2TBDMS,isomer #1	CCCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2788.9	Standard non polar	33892256
Propoxycaine,2TBDMS,isomer #1	CCCOC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1C(=O)OCCN(CC)CC	2958.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propoxycaine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002r-9310000000-0db616714a5bddfba6ae	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propoxycaine 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 - Propoxycaine 10V, Positive-QTOF	splash10-0f92-3790000000-1df0f7916469d200f36e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxycaine 20V, Positive-QTOF	splash10-0udl-5930000000-0e1674e2ea7b26f0745f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxycaine 40V, Positive-QTOF	splash10-0006-9200000000-8b4cf4839fc8855b095b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxycaine 10V, Negative-QTOF	splash10-0006-2590000000-82ea9dda76e9b7f85737	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxycaine 20V, Negative-QTOF	splash10-0udl-2980000000-8ef17a2987535aec5eab	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxycaine 40V, Negative-QTOF	splash10-0a4i-5910000000-baae71913223aa291df2	2017-07-26	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

DB09342

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6582

KEGG Compound ID

C07895

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Propoxycaine

METLIN ID

Not Available

PubChem Compound

Not Available

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 Propoxycaine (HMDB0256833)

MOL for HMDB0256833 (Propoxycaine)

3D MOL for HMDB0256833 (Propoxycaine)

3D SDF for HMDB0256833 (Propoxycaine)

3D-SDF for HMDB0256833 (Propoxycaine)

PDB for HMDB0256833 (Propoxycaine)

3D PDB for HMDB0256833 (Propoxycaine)

SMILES for HMDB0256833 (Propoxycaine)

INCHI for HMDB0256833 (Propoxycaine)

Structure for HMDB0256833 (Propoxycaine)

3D Structure for HMDB0256833 (Propoxycaine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra