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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:49 UTC

HMDB ID

HMDB0015006

Secondary Accession Numbers

HMDB15006

Metabolite Identification

Common Name

Benzonatate

Description

Benzonatate is a non-narcotic oral antitussive (cough suppressant) drug which works by anesthetizing the tissues of the lungs and pleura responsible for the cough reflex. It is chemically related to other ester anesthetics such as procaine. It has an anesthetic (numbing) action similar to that of benzocaine and 'numbs' the stretch sensors in the lungs. It is the stretching of these sensors with breathing that causes the cough. It was approved by the FDA in 1958.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

868
  Mrv0541 02231215042D          

 42 42  0  0  0  0            999 V2000
    8.0804    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239    5.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -5.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9383    7.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3674    9.2815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0818   11.3440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -9.2815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645  -10.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -9.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500  -10.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -8.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500  -11.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -8.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -8.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -6.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -7.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -7.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    5.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239    6.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9383    6.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -5.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6529    8.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6529    8.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3674   10.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0818   10.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7963   11.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  1 25  1  0  0  0  0
  2 24  1  0  0  0  0
  2 27  1  0  0  0  0
  3 26  1  0  0  0  0
  3 29  1  0  0  0  0
  4 28  1  0  0  0  0
  4 31  1  0  0  0  0
  5 30  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
  6 36  1  0  0  0  0
  7 35  1  0  0  0  0
  7 37  1  0  0  0  0
  8 34  1  0  0  0  0
  8 38  1  0  0  0  0
  9 39  1  0  0  0  0
  9 40  1  0  0  0  0
 10 35  2  0  0  0  0
 11 41  1  0  0  0  0
 11 42  1  0  0  0  0
 12 14  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 35  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 31 34  1  0  0  0  0
 32 33  1  0  0  0  0
 36 37  1  0  0  0  0
 38 39  1  0  0  0  0
 40 41  1  0  0  0  0
M  END

HMDB0015006
     RDKit          3D
Benzonatate
 95 95  0  0  0  0  0  0  0  0999 V2000
  -15.5038    0.1987   -1.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6209   -0.0740   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9019    1.2167    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0855    1.6502   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1022    0.6692   -1.3506 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9852    0.2896   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6369    1.0443    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547    0.6515    1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8213   -0.4767    1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6847   -0.8937    1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0472   -1.9320    1.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2903   -0.1827    2.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -0.4128    3.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8656   -0.4224    3.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6968   -1.3919    2.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4190   -1.5064    1.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8225   -0.2783    1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5345   -0.6237    0.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    0.3412    0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.5543    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516    2.5468    0.5346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    2.1342    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958    1.7176    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4753    1.3281    1.1764 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295    0.2738    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1343    0.0057    0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3086   -1.0739   -0.7055 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6851   -1.3313   -0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9214   -2.4683   -1.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2137   -2.8264   -2.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9530   -1.7588   -2.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3522   -2.2057   -2.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2324   -1.3848   -3.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8106   -0.3580   -2.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9219    0.6815   -2.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6224    1.7762   -1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4185    1.2914   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1251    2.4477    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9078    1.9857    1.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8879    1.1239    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1678   -1.2202   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2479   -0.8368   -0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7230    1.2766   -1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4896   -0.3003   -1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -15.2254   -0.4594    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6229    0.1250   -3.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1533    0.9961   -2.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4176    0.2629   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9002    0.6300    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2696    0.7248   -1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3484    3.1617    0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5706    1.5854   -0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4905    0.1971    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6148   -2.1314   -0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5468   -1.4142   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
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 41 94  1  0
 42 95  1  0
M  END

868
  Mrv0541 02231215042D          

 42 42  0  0  0  0            999 V2000
    8.0804    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239    5.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -5.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9383    7.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3674    9.2815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0818   11.3440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -9.2815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645  -10.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -9.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500  -10.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -8.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500  -11.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -8.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -8.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -6.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -7.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -7.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    5.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239    6.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9383    6.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -5.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6529    8.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6529    8.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3674   10.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0818   10.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7963   11.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  1 25  1  0  0  0  0
  2 24  1  0  0  0  0
  2 27  1  0  0  0  0
  3 26  1  0  0  0  0
  3 29  1  0  0  0  0
  4 28  1  0  0  0  0
  4 31  1  0  0  0  0
  5 30  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
  6 36  1  0  0  0  0
  7 35  1  0  0  0  0
  7 37  1  0  0  0  0
  8 34  1  0  0  0  0
  8 38  1  0  0  0  0
  9 39  1  0  0  0  0
  9 40  1  0  0  0  0
 10 35  2  0  0  0  0
 11 41  1  0  0  0  0
 11 42  1  0  0  0  0
 12 14  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 35  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 31 34  1  0  0  0  0
 32 33  1  0  0  0  0
 36 37  1  0  0  0  0
 38 39  1  0  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015006

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCNC1=CC=C(C=C1)C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC

> <INCHI_IDENTIFIER>
InChI=1S/C30H53NO11/c1-3-4-9-31-29-7-5-28(6-8-29)30(32)42-27-26-41-25-24-40-23-22-39-21-20-38-19-18-37-17-16-36-15-14-35-13-12-34-11-10-33-2/h5-8,31H,3-4,9-27H2,1-2H3

> <INCHI_KEY>
MAFMQEKGGFWBAB-UHFFFAOYSA-N

> <FORMULA>
C30H53NO11

> <MOLECULAR_WEIGHT>
603.7419

> <EXACT_MASS>
603.361861543

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
67.86581887228658

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 4-(butylamino)benzoate

> <ALOGPS_LOGP>
2.09

> <JCHEM_LOGP>
2.350620347000001

> <ALOGPS_LOGS>
-5.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.4742756540197273

> <JCHEM_POLAR_SURFACE_AREA>
121.40000000000002

> <JCHEM_REFRACTIVITY>
161.54219999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
33

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzonatate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015006
     RDKit          3D
Benzonatate
 95 95  0  0  0  0  0  0  0  0999 V2000
  -15.5038    0.1987   -1.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6209   -0.0740   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9019    1.2167    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0855    1.6502   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1022    0.6692   -1.3506 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9852    0.2896   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6369    1.0443    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547    0.6515    1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8213   -0.4767    1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6847   -0.8937    1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0472   -1.9320    1.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2903   -0.1827    2.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -0.4128    3.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8656   -0.4224    3.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6968   -1.3919    2.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4190   -1.5064    1.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8225   -0.2783    1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5345   -0.6237    0.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    0.3412    0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.5543    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516    2.5468    0.5346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    2.1342    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958    1.7176    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4753    1.3281    1.1764 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295    0.2738    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1343    0.0057    0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3086   -1.0739   -0.7055 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6851   -1.3313   -0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9214   -2.4683   -1.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2137   -2.8264   -2.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9530   -1.7588   -2.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3522   -2.2057   -2.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2324   -1.3848   -3.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8106   -0.3580   -2.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9219    0.6815   -2.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6224    1.7762   -1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4185    1.2914   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1251    2.4477    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9078    1.9857    1.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8879    1.1239    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1678   -1.2202   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2479   -0.8368   -0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7230    1.2766   -1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4896   -0.3003   -1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0237   -0.1431   -2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8861   -0.8555   -0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2254   -0.4594    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6627    2.0185    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3446    1.1160    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5781    2.6212   -0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7875    1.7905   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1908    0.1776   -2.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1864    1.9541    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2781    1.2413    2.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2990    0.4104    4.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4039   -1.3610    4.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5450    0.5855    2.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2107   -0.6306    4.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4240   -2.2893    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7025   -1.8809    2.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422   -0.0249    0.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496    0.5976    1.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2009   -0.1328    0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130    0.5990   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3377    1.2865    2.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6435    2.0258    1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799    3.0155   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556    1.3594   -0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6447    0.9363    2.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.6571    2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2116   -0.6355    0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    0.3945   -0.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6848    0.9069   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5133   -0.3251    1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0895   -1.5951    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0921   -0.3646   -1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4095   -3.3895   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213   -2.3235   -2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4580   -1.5407   -3.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7993   -0.9211   -1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2720   -3.1224   -3.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7139   -2.6886   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4026   -0.8167   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6229    0.1250   -3.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1533    0.9961   -2.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4176    0.2629   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9002    0.6300    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2696    0.7248   -1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7408    2.9641   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3484    3.1617    0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5706    1.5854   -0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5406    0.8164    1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4905    0.1971    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6148   -2.1314   -0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5468   -1.4142   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
  9 41  1  0
 41 42  2  0
 42  6  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  7 53  1  0
  8 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 14 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 19 63  1  0
 19 64  1  0
 20 65  1  0
 20 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  0
 23 70  1  0
 25 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 28 75  1  0
 28 76  1  0
 29 77  1  0
 29 78  1  0
 31 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
 34 83  1  0
 34 84  1  0
 35 85  1  0
 35 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
 40 91  1  0
 40 92  1  0
 40 93  1  0
 41 94  1  0
 42 95  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 868                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      15.083   3.465   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      16.417   7.315   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.416   0.385   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      19.085  10.395   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.082  -3.465   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.415  -6.545   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       7.081 -10.395   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      20.418  14.245   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      23.086  17.325   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.414 -10.395   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      24.419  21.175   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       5.748 -17.325   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.414 -19.635   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414 -18.095   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080 -20.405   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748 -15.785   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080 -21.945   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081 -15.015   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414 -15.015   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.748 -12.705   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081 -13.475   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414 -13.475   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.083   5.005   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.417   5.775   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.750   2.695   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.750   1.155   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.751   8.085   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.751   9.625   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.416  -1.155   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.082  -1.925   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      19.085  11.935   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.748  -4.235   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.748  -5.775   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      20.418  12.705   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.748 -11.165   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.415  -8.085   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.081  -8.855   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      21.752  15.015   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      21.752  16.555   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      23.086  18.865   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      24.419  19.635   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.753  21.945   0.000  0.00  0.00           C+0
CONECT    1   23   25                                                       
CONECT    2   24   27                                                       
CONECT    3   26   29                                                       
CONECT    4   28   31                                                       
CONECT    5   30   32                                                       
CONECT    6   33   36                                                       
CONECT    7   35   37                                                       
CONECT    8   34   38                                                       
CONECT    9   39   40                                                       
CONECT   10   35                                                            
CONECT   11   41   42                                                       
CONECT   12   14   16                                                       
CONECT   13   14   15                                                       
CONECT   14   12   13                                                       
CONECT   15   13   17                                                       
CONECT   16   12   18   19                                                  
CONECT   17   15                                                            
CONECT   18   16   21                                                       
CONECT   19   16   22                                                       
CONECT   20   21   22   35                                                  
CONECT   21   18   20                                                       
CONECT   22   19   20                                                       
CONECT   23    1   24                                                       
CONECT   24    2   23                                                       
CONECT   25    1   26                                                       
CONECT   26    3   25                                                       
CONECT   27    2   28                                                       
CONECT   28    4   27                                                       
CONECT   29    3   30                                                       
CONECT   30    5   29                                                       
CONECT   31    4   34                                                       
CONECT   32    5   33                                                       
CONECT   33    6   32                                                       
CONECT   34    8   31                                                       
CONECT   35    7   10   20                                                  
CONECT   36    6   37                                                       
CONECT   37    7   36                                                       
CONECT   38    8   39                                                       
CONECT   39    9   38                                                       
CONECT   40    9   41                                                       
CONECT   41   11   40                                                       
CONECT   42   11                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   84    0
END

COMPND    HMDB0015006
HETATM    1  C1  UNL     1     -15.504   0.199  -1.305  1.00  0.00           C  
HETATM    2  C2  UNL     1     -14.621  -0.074  -0.124  1.00  0.00           C  
HETATM    3  C3  UNL     1     -13.902   1.217   0.247  1.00  0.00           C  
HETATM    4  C4  UNL     1     -13.086   1.650  -0.946  1.00  0.00           C  
HETATM    5  N1  UNL     1     -12.102   0.669  -1.351  1.00  0.00           N  
HETATM    6  C5  UNL     1     -10.985   0.290  -0.570  1.00  0.00           C  
HETATM    7  C6  UNL     1     -10.637   1.044   0.523  1.00  0.00           C  
HETATM    8  C7  UNL     1      -9.555   0.651   1.301  1.00  0.00           C  
HETATM    9  C8  UNL     1      -8.821  -0.477   1.003  1.00  0.00           C  
HETATM   10  C9  UNL     1      -7.685  -0.894   1.838  1.00  0.00           C  
HETATM   11  O1  UNL     1      -7.047  -1.932   1.551  1.00  0.00           O  
HETATM   12  O2  UNL     1      -7.290  -0.183   2.934  1.00  0.00           O  
HETATM   13  C10 UNL     1      -6.269  -0.413   3.829  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.866  -0.422   3.308  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.697  -1.392   2.362  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.419  -1.506   1.909  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.822  -0.278   1.262  1.00  0.00           C  
HETATM   18  O4  UNL     1      -1.535  -0.624   0.886  1.00  0.00           O  
HETATM   19  C14 UNL     1      -0.792   0.341   0.277  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.615   1.554   1.128  1.00  0.00           C  
HETATM   21  O5  UNL     1       0.152   2.547   0.535  1.00  0.00           O  
HETATM   22  C16 UNL     1       1.459   2.134   0.244  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.196   1.718   1.485  1.00  0.00           C  
HETATM   24  O6  UNL     1       3.475   1.328   1.176  1.00  0.00           O  
HETATM   25  C18 UNL     1       3.629   0.274   0.330  1.00  0.00           C  
HETATM   26  C19 UNL     1       5.134   0.006   0.165  1.00  0.00           C  
HETATM   27  O7  UNL     1       5.309  -1.074  -0.706  1.00  0.00           O  
HETATM   28  C20 UNL     1       6.685  -1.331  -0.866  1.00  0.00           C  
HETATM   29  C21 UNL     1       6.921  -2.468  -1.803  1.00  0.00           C  
HETATM   30  O8  UNL     1       8.214  -2.826  -2.039  1.00  0.00           O  
HETATM   31  C22 UNL     1       8.953  -1.759  -2.601  1.00  0.00           C  
HETATM   32  C23 UNL     1      10.352  -2.206  -2.884  1.00  0.00           C  
HETATM   33  O9  UNL     1      11.232  -1.385  -3.410  1.00  0.00           O  
HETATM   34  C24 UNL     1      11.811  -0.358  -2.812  1.00  0.00           C  
HETATM   35  C25 UNL     1      10.922   0.682  -2.241  1.00  0.00           C  
HETATM   36  O10 UNL     1      11.622   1.776  -1.666  1.00  0.00           O  
HETATM   37  C26 UNL     1      12.418   1.291  -0.653  1.00  0.00           C  
HETATM   38  C27 UNL     1      13.125   2.448   0.034  1.00  0.00           C  
HETATM   39  O11 UNL     1      13.908   1.986   1.050  1.00  0.00           O  
HETATM   40  C28 UNL     1      14.888   1.124   0.647  1.00  0.00           C  
HETATM   41  C29 UNL     1      -9.168  -1.220  -0.079  1.00  0.00           C  
HETATM   42  C30 UNL     1     -10.248  -0.837  -0.864  1.00  0.00           C  
HETATM   43  H1  UNL     1     -15.723   1.277  -1.404  1.00  0.00           H  
HETATM   44  H2  UNL     1     -16.490  -0.300  -1.167  1.00  0.00           H  
HETATM   45  H3  UNL     1     -15.024  -0.143  -2.250  1.00  0.00           H  
HETATM   46  H4  UNL     1     -13.886  -0.856  -0.394  1.00  0.00           H  
HETATM   47  H5  UNL     1     -15.225  -0.459   0.715  1.00  0.00           H  
HETATM   48  H6  UNL     1     -14.663   2.018   0.414  1.00  0.00           H  
HETATM   49  H7  UNL     1     -13.345   1.116   1.173  1.00  0.00           H  
HETATM   50  H8  UNL     1     -12.578   2.621  -0.730  1.00  0.00           H  
HETATM   51  H9  UNL     1     -13.787   1.790  -1.794  1.00  0.00           H  
HETATM   52  H10 UNL     1     -12.191   0.178  -2.290  1.00  0.00           H  
HETATM   53  H11 UNL     1     -11.186   1.954   0.793  1.00  0.00           H  
HETATM   54  H12 UNL     1      -9.278   1.241   2.161  1.00  0.00           H  
HETATM   55  H13 UNL     1      -6.299   0.410   4.601  1.00  0.00           H  
HETATM   56  H14 UNL     1      -6.404  -1.361   4.410  1.00  0.00           H  
HETATM   57  H15 UNL     1      -4.545   0.585   2.954  1.00  0.00           H  
HETATM   58  H16 UNL     1      -4.211  -0.631   4.208  1.00  0.00           H  
HETATM   59  H17 UNL     1      -3.424  -2.289   1.092  1.00  0.00           H  
HETATM   60  H18 UNL     1      -2.703  -1.881   2.680  1.00  0.00           H  
HETATM   61  H19 UNL     1      -3.442  -0.025   0.378  1.00  0.00           H  
HETATM   62  H20 UNL     1      -2.850   0.598   1.932  1.00  0.00           H  
HETATM   63  H21 UNL     1       0.201  -0.133   0.026  1.00  0.00           H  
HETATM   64  H22 UNL     1      -1.213   0.599  -0.738  1.00  0.00           H  
HETATM   65  H23 UNL     1      -0.338   1.286   2.143  1.00  0.00           H  
HETATM   66  H24 UNL     1      -1.644   2.026   1.220  1.00  0.00           H  
HETATM   67  H25 UNL     1       1.980   3.015  -0.182  1.00  0.00           H  
HETATM   68  H26 UNL     1       1.456   1.359  -0.556  1.00  0.00           H  
HETATM   69  H27 UNL     1       1.645   0.936   2.060  1.00  0.00           H  
HETATM   70  H28 UNL     1       2.284   2.657   2.109  1.00  0.00           H  
HETATM   71  H29 UNL     1       3.212  -0.635   0.812  1.00  0.00           H  
HETATM   72  H30 UNL     1       3.180   0.395  -0.671  1.00  0.00           H  
HETATM   73  H31 UNL     1       5.685   0.907  -0.128  1.00  0.00           H  
HETATM   74  H32 UNL     1       5.513  -0.325   1.155  1.00  0.00           H  
HETATM   75  H33 UNL     1       7.090  -1.595   0.132  1.00  0.00           H  
HETATM   76  H34 UNL     1       7.092  -0.365  -1.239  1.00  0.00           H  
HETATM   77  H35 UNL     1       6.410  -3.390  -1.387  1.00  0.00           H  
HETATM   78  H36 UNL     1       6.421  -2.323  -2.789  1.00  0.00           H  
HETATM   79  H37 UNL     1       8.458  -1.541  -3.603  1.00  0.00           H  
HETATM   80  H38 UNL     1       8.799  -0.921  -1.966  1.00  0.00           H  
HETATM   81  H39 UNL     1      10.272  -3.122  -3.572  1.00  0.00           H  
HETATM   82  H40 UNL     1      10.714  -2.689  -1.897  1.00  0.00           H  
HETATM   83  H41 UNL     1      12.403  -0.817  -1.922  1.00  0.00           H  
HETATM   84  H42 UNL     1      12.623   0.125  -3.446  1.00  0.00           H  
HETATM   85  H43 UNL     1      10.153   0.996  -2.951  1.00  0.00           H  
HETATM   86  H44 UNL     1      10.418   0.263  -1.301  1.00  0.00           H  
HETATM   87  H45 UNL     1      11.900   0.630   0.027  1.00  0.00           H  
HETATM   88  H46 UNL     1      13.270   0.725  -1.151  1.00  0.00           H  
HETATM   89  H47 UNL     1      13.741   2.964  -0.745  1.00  0.00           H  
HETATM   90  H48 UNL     1      12.348   3.162   0.384  1.00  0.00           H  
HETATM   91  H49 UNL     1      15.571   1.585  -0.103  1.00  0.00           H  
HETATM   92  H50 UNL     1      15.541   0.816   1.536  1.00  0.00           H  
HETATM   93  H51 UNL     1      14.490   0.197   0.257  1.00  0.00           H  
HETATM   94  H52 UNL     1      -8.615  -2.131  -0.363  1.00  0.00           H  
HETATM   95  H53 UNL     1     -10.547  -1.414  -1.737  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   46   47
CONECT    3    4   48   49
CONECT    4    5   50   51
CONECT    5    6   52
CONECT    6    7    7   42
CONECT    7    8   53
CONECT    8    9    9   54
CONECT    9   10   41
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   55   56
CONECT   14   15   57   58
CONECT   15   16
CONECT   16   17   59   60
CONECT   17   18   61   62
CONECT   18   19
CONECT   19   20   63   64
CONECT   20   21   65   66
CONECT   21   22
CONECT   22   23   67   68
CONECT   23   24   69   70
CONECT   24   25
CONECT   25   26   71   72
CONECT   26   27   73   74
CONECT   27   28
CONECT   28   29   75   76
CONECT   29   30   77   78
CONECT   30   31
CONECT   31   32   79   80
CONECT   32   33   81   82
CONECT   33   34
CONECT   34   35   83   84
CONECT   35   36   85   86
CONECT   36   37
CONECT   37   38   87   88
CONECT   38   39   89   90
CONECT   39   40
CONECT   40   91   92   93
CONECT   41   42   42   94
CONECT   42   95
END

HMDB0015006
     RDKit          3D
Benzonatate
 95 95  0  0  0  0  0  0  0  0999 V2000
  -15.5038    0.1987   -1.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6209   -0.0740   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9019    1.2167    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0855    1.6502   -0.9464 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1022    0.6692   -1.3506 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9852    0.2896   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6369    1.0443    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547    0.6515    1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8213   -0.4767    1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6847   -0.8937    1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0472   -1.9320    1.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2903   -0.1827    2.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2690   -0.4128    3.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8656   -0.4224    3.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6968   -1.3919    2.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4190   -1.5064    1.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8225   -0.2783    1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5345   -0.6237    0.8863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7920    0.3412    0.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    1.5543    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516    2.5468    0.5346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    2.1342    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958    1.7176    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4753    1.3281    1.1764 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295    0.2738    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1343    0.0057    0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3086   -1.0739   -0.7055 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6851   -1.3313   -0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9214   -2.4683   -1.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2137   -2.8264   -2.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9530   -1.7588   -2.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3522   -2.2057   -2.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2324   -1.3848   -3.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8106   -0.3580   -2.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9219    0.6815   -2.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6224    1.7762   -1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4185    1.2914   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1251    2.4477    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9078    1.9857    1.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8879    1.1239    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1678   -1.2202   -0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2479   -0.8368   -0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7230    1.2766   -1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4896   -0.3003   -1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0237   -0.1431   -2.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8861   -0.8555   -0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2254   -0.4594    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6627    2.0185    0.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3446    1.1160    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5781    2.6212   -0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7875    1.7905   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1908    0.1776   -2.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1864    1.9541    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2781    1.2413    2.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2990    0.4104    4.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4039   -1.3610    4.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5450    0.5855    2.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2107   -0.6306    4.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4240   -2.2893    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7025   -1.8809    2.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422   -0.0249    0.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496    0.5976    1.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2009   -0.1328    0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130    0.5990   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3377    1.2865    2.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6435    2.0258    1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799    3.0155   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556    1.3594   -0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6447    0.9363    2.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.6571    2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2116   -0.6355    0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    0.3945   -0.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6848    0.9069   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5133   -0.3251    1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0895   -1.5951    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0921   -0.3646   -1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4095   -3.3895   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213   -2.3235   -2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4580   -1.5407   -3.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7993   -0.9211   -1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2720   -3.1224   -3.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7139   -2.6886   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4026   -0.8167   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6229    0.1250   -3.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1533    0.9961   -2.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4176    0.2629   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9002    0.6300    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2696    0.7248   -1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7408    2.9641   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3484    3.1617    0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5706    1.5854   -0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5406    0.8164    1.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4905    0.1971    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6148   -2.1314   -0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5468   -1.4142   -1.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
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 28 29  1  0
 29 30  1  0
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 31 32  1  0
 32 33  1  0
 33 34  1  0
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 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
  9 41  1  0
 41 42  2  0
 42  6  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  7 53  1  0
  8 54  1  0
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 20 66  1  0
 22 67  1  0
 22 68  1  0
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 34 83  1  0
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 35 85  1  0
 35 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
 40 91  1  0
 40 92  1  0
 40 93  1  0
 41 94  1  0
 42 95  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-yl p-(butylamino)benzoate	ChEBI
2-[2-[2-[2-[2-[2-[2-[2-(2-Methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-butylaminobenzoate	ChEBI
3,6,9,12,15,18,21,24,27-Nonaoxaoctacosyl 4-butylaminobenzoate	ChEBI
4-(Butylamino)benzoic acid 3,6,9,12,15,18,21,24,27-nonaoxaoctacos-1-yl ester	ChEBI
Benzonatato	ChEBI
Benzonatatum	ChEBI
Benzononatine	ChEBI
Nonaethyleneglycol monomethyl ether p-N-butylaminobenzoate	ChEBI
p-Butylaminobenzoic acid omega-O-methylnonaethyleneglycol ester	ChEBI
Tessalon perles	Kegg
2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-yl p-(butylamino)benzoic acid	Generator
2-[2-[2-[2-[2-[2-[2-[2-(2-Methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-butylaminobenzoic acid	Generator
3,6,9,12,15,18,21,24,27-Nonaoxaoctacosyl 4-butylaminobenzoic acid	Generator
4-(Butylamino)benzoate 3,6,9,12,15,18,21,24,27-nonaoxaoctacos-1-yl ester	Generator
Nonaethyleneglycol monomethyl ether p-N-butylaminobenzoic acid	Generator
p-Butylaminobenzoate omega-O-methylnonaethyleneglycol ester	Generator
Benzonatic acid	Generator
Tessalon	HMDB

Chemical Formula

C₃₀H₅₃NO₁₁

Average Molecular Weight

603.7419

Monoisotopic Molecular Weight

603.361861543

IUPAC Name

2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 4-(butylamino)benzoate

Traditional Name

benzonatate

CAS Registry Number

104-31-4

SMILES

CCCCNC1=CC=C(C=C1)C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC

InChI Identifier

InChI=1S/C30H53NO11/c1-3-4-9-31-29-7-5-28(6-8-29)30(32)42-27-26-41-25-24-40-23-22-39-21-20-38-19-18-37-17-16-36-15-14-35-13-12-34-11-10-33-2/h5-8,31H,3-4,9-27H2,1-2H3

InChI Key

MAFMQEKGGFWBAB-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
Benzoyl
Aniline or substituted anilines
Phenylalkylamine
Secondary aliphatic/aromatic amine
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Secondary amine
Dialkyl ether
Monocarboxylic acid or derivatives
Ether
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Amine
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

substituted aniline (CHEBI:3032 )
secondary amino compound (CHEBI:3032 )
benzoate ester (CHEBI:3032 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015006)

Source

Exogenous

Exogenous (HMDB: HMDB0015006)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0016 g/L	Not Available
LogP	1.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	2.09	ALOGPS
logP	2.35	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	3.47	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	121.4 Å²	ChemAxon
Rotatable Bond Count	33	ChemAxon
Refractivity	161.54 m³·mol⁻¹	ChemAxon
Polarizability	67.87 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	242.938	31661259
DarkChem	[M-H]-	234.021	31661259
DeepCCS	[M+H]+	229.971	30932474
DeepCCS	[M-H]-	227.216	30932474
DeepCCS	[M-2H]-	261.905	30932474
DeepCCS	[M+Na]+	237.133	30932474
AllCCS	[M+H]+	233.0	32859911
AllCCS	[M+H-H2O]+	232.4	32859911
AllCCS	[M+NH4]+	233.5	32859911
AllCCS	[M+Na]+	233.6	32859911
AllCCS	[M-H]-	230.3	32859911
AllCCS	[M+Na-2H]-	234.6	32859911
AllCCS	[M+HCOO]-	239.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.79 minutes	32390414
Predicted by Siyang on May 30, 2022	14.888 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.89 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	47.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3774.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	136.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	253.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	135.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	105.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	476.0 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	650.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	159.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1592.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	650.8 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	1474.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	502.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	397.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	139.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	259.6 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	10.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzonatate	CCCCNC1=CC=C(C=C1)C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC	5202.5	Standard polar	33892256
Benzonatate	CCCCNC1=CC=C(C=C1)C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC	4175.1	Standard non polar	33892256
Benzonatate	CCCCNC1=CC=C(C=C1)C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC	4420.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzonatate,1TMS,isomer #1	CCCCN(C1=CC=C(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)C=C1)[Si](C)(C)C	4386.4	Semi standard non polar	33892256
Benzonatate,1TMS,isomer #1	CCCCN(C1=CC=C(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)C=C1)[Si](C)(C)C	4027.5	Standard non polar	33892256
Benzonatate,1TMS,isomer #1	CCCCN(C1=CC=C(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)C=C1)[Si](C)(C)C	5238.9	Standard polar	33892256
Benzonatate,1TBDMS,isomer #1	CCCCN(C1=CC=C(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)C=C1)[Si](C)(C)C(C)(C)C	4561.1	Semi standard non polar	33892256
Benzonatate,1TBDMS,isomer #1	CCCCN(C1=CC=C(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)C=C1)[Si](C)(C)C(C)(C)C	4075.3	Standard non polar	33892256
Benzonatate,1TBDMS,isomer #1	CCCCN(C1=CC=C(C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC)C=C1)[Si](C)(C)C(C)(C)C	5242.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzonatate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ba-4789430000-3e3f5cdbfca7adf27324	2017-09-01	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzonatate LC-ESI-qTof , Positive-QTOF	splash10-0nmm-2794000000-e2d12296cd52bc5b6c1b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzonatate , positive-QTOF	splash10-004i-2900000000-3718c62c83080a92ccdd	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 10V, Positive-QTOF	splash10-0w4i-3922626000-5dc7fe4297607d083b74	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 20V, Positive-QTOF	splash10-0a4i-9744340000-9f08af439f9cd3514671	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 40V, Positive-QTOF	splash10-0a4i-9665010000-1bf3fbd87ab1a87e011c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 10V, Negative-QTOF	splash10-0f6x-0922113000-2d47eaeef80482270092	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 20V, Negative-QTOF	splash10-0597-2921111000-2cc95d4ee244c9054738	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 40V, Negative-QTOF	splash10-0006-4920000000-1c2d9b1acf4ebda28438	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 10V, Positive-QTOF	splash10-0ab9-9321011000-f4806fb7494d3b14849c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 20V, Positive-QTOF	splash10-0a4i-9200010000-4fd975b439aea833149f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 40V, Positive-QTOF	splash10-0a4i-9600000000-ebbc2bf3aeb5569f4924	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 10V, Negative-QTOF	splash10-0a6r-9731100000-3824f37521f4fc6505b8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 20V, Negative-QTOF	splash10-0btc-9411100000-2057400c582684721e81	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzonatate 40V, Negative-QTOF	splash10-000l-4910000000-a4a3ebc1f733a1ccfe9d	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00868	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00868	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00868

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

7413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benzonatate

METLIN ID

Not Available

PubChem Compound

7699

PDB ID

Not Available

ChEBI ID

3032

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

Cohen V, Jellinek SP, Stansfield L, Truong H, Baseluos C, Marshall JP: Cardiac arrest with residual blindness after overdose of Tessalon(R) (benzonatate) perles. J Emerg Med. 2011 Aug;41(2):166-71. doi: 10.1016/j.jemermed.2009.08.027. Epub 2009 Nov 5. [PubMed:19892505 ]

Enzymes

Enzyme Details

1. Sodium channel protein type 5 subunit alpha

General function:: Involved in ion channel activity
Specific function:: This protein mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a sodium-selective channel through which Na(+) ions may pass in accordance with their electrochemical gradient. It is a tetrodotoxin-resistant Na(+) channel isoform. This channel is responsible for the initial upstroke of the action potential in the electrocardiogram
Gene Name:: SCN5A
Uniprot ID:: Q14524
Molecular weight:: 226937.5

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Benzonatate (HMDB0015006)

MOL for HMDB0015006 (Benzonatate)

3D MOL for HMDB0015006 (Benzonatate)

3D SDF for HMDB0015006 (Benzonatate)

3D-SDF for HMDB0015006 (Benzonatate)

PDB for HMDB0015006 (Benzonatate)

3D PDB for HMDB0015006 (Benzonatate)

SMILES for HMDB0015006 (Benzonatate)

INCHI for HMDB0015006 (Benzonatate)

Structure for HMDB0015006 (Benzonatate)

3D Structure for HMDB0015006 (Benzonatate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References