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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:04:45 UTC

Update Date

2022-09-22 17:44:22 UTC

HMDB ID

HMDB0250922

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Decoquinate

Description

Decoquinate, also known as deccox or decoquinic acid, belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group. Based on a literature review very few articles have been published on Decoquinate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Decoquinate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Decoquinate 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


  Mrv1572001261616592D          

 30 31  0  0  0  0            999 V2000
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 18 15  2  0  0  0  0
 19 17  2  0  0  0  0
 20 16  2  0  0  0  0
 20 18  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 22 21  2  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 19  1  0  0  0  0
 25 17  1  0  0  0  0
 25 20  1  0  0  0  0
 26 23  2  0  0  0  0
 27 24  2  0  0  0  0
 28  5  1  0  0  0  0
 28 22  1  0  0  0  0
 29  6  1  0  0  0  0
 29 24  1  0  0  0  0
 30 14  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0250922
     RDKit          3D
Decoquinate
 65 66  0  0  0  0  0  0  0  0999 V2000
    6.9876    2.1945   -2.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9506    0.9299   -1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1692    1.2819   -0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858    1.7133   -1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8954    2.0947    0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    0.9089    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211   -0.2699    0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9881   -1.4163    1.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190   -1.0280    2.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238   -0.6220    1.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -1.7259    1.3235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1007   -1.7277    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8442   -0.5687    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -0.4676    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550    0.6985    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3381    1.6901    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1144    0.7335   -0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9179    1.9438    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0757    2.0221   -0.4658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4018    3.0564    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1967    4.2232    0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5542    4.7390   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6159   -0.3938   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8915   -1.5217   -0.8271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573   -1.5834   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8887   -2.7279   -0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6222   -2.8310    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425   -3.9692    0.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264   -5.1647   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -5.7884    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9577    3.1009   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8970    2.1434   -3.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1201    2.1691   -3.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4763    0.1369   -2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9786    0.5978   -1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1395    0.4475    0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7099    2.1207   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2814    0.9348   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244    2.6133   -1.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235    2.3901   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310    2.9598    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6830    0.6328    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0732    1.3108    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7066   -0.6231   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0990   -0.0635   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -1.6093    1.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6186   -2.3379    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494   -0.1912    3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486   -1.8809    3.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1692   -0.3784    2.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226    0.3091    1.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    0.3082    1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1166    4.0579    1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    4.9975    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2891    5.8269   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6502    4.6523   -0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821    4.2122   -1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6192   -0.3806   -1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2501   -2.3856   -1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212   -3.5892   -0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468   -5.0469   -1.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -5.8691   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -6.7965    0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8835   -5.2072    0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1908   -5.9857   -0.7766 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 17 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 27 12  1  0
 25 14  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 13 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 26 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
M  END


  Mrv1572001261616592D          

 30 31  0  0  0  0            999 V2000
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 18 15  2  0  0  0  0
 19 17  2  0  0  0  0
 20 16  2  0  0  0  0
 20 18  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 22 21  2  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 19  1  0  0  0  0
 25 17  1  0  0  0  0
 25 20  1  0  0  0  0
 26 23  2  0  0  0  0
 27 24  2  0  0  0  0
 28  5  1  0  0  0  0
 28 22  1  0  0  0  0
 29  6  1  0  0  0  0
 29 24  1  0  0  0  0
 30 14  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250922

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCOC1=C(OCC)C=C2NC=C(C(=O)OCC)C(=O)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H35NO5/c1-4-7-8-9-10-11-12-13-14-30-21-15-18-20(16-22(21)28-5-2)25-17-19(23(18)26)24(27)29-6-3/h15-17H,4-14H2,1-3H3,(H,25,26)

> <INCHI_KEY>
JHAYEQICABJSTP-UHFFFAOYSA-N

> <FORMULA>
C24H35NO5

> <MOLECULAR_WEIGHT>
417.546

> <EXACT_MASS>
417.251523231

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.91033719962111

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl 6-(decyloxy)-7-ethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate

> <ALOGPS_LOGP>
6.00

> <JCHEM_LOGP>
6.305984812666667

> <ALOGPS_LOGS>
-5.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.949059218136014

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5495571959389691

> <JCHEM_POLAR_SURFACE_AREA>
73.86000000000001

> <JCHEM_REFRACTIVITY>
119.76529999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.79e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
decoquinate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250922
     RDKit          3D
Decoquinate
 65 66  0  0  0  0  0  0  0  0999 V2000
    6.9876    2.1945   -2.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9506    0.9299   -1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1692    1.2819   -0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858    1.7133   -1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8954    2.0947    0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    0.9089    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211   -0.2699    0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9881   -1.4163    1.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190   -1.0280    2.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238   -0.6220    1.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -1.7259    1.3235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1007   -1.7277    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8442   -0.5687    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -0.4676    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550    0.6985    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3381    1.6901    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1144    0.7335   -0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9179    1.9438    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0757    2.0221   -0.4658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4018    3.0564    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1967    4.2232    0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5542    4.7390   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6159   -0.3938   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8915   -1.5217   -0.8271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573   -1.5834   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8887   -2.7279   -0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6222   -2.8310    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425   -3.9692    0.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264   -5.1647   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -5.7884    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9577    3.1009   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8970    2.1434   -3.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1201    2.1691   -3.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4763    0.1369   -2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9786    0.5978   -1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1395    0.4475    0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7099    2.1207   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2814    0.9348   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244    2.6133   -1.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235    2.3901   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310    2.9598    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6830    0.6328    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0732    1.3108    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7066   -0.6231   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0990   -0.0635   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -1.6093    1.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6186   -2.3379    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494   -0.1912    3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486   -1.8809    3.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1692   -0.3784    2.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226    0.3091    1.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    0.3082    1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1166    4.0579    1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    4.9975    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2891    5.8269   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6502    4.6523   -0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821    4.2122   -1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6192   -0.3806   -1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2501   -2.3856   -1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212   -3.5892   -0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468   -5.0469   -1.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -5.8691   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -6.7965    0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8835   -5.2072    0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1908   -5.9857   -0.7766 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 17 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 27 12  1  0
 25 14  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 13 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 26 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
M  END

HEADER    PROTEIN                                 26-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JAN-16         0                                  
HETATM    1  C   UNK     0       8.002  13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.005   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.675  17.710   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  13.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.339   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.675  16.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.670  13.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.004  13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338  13.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672  13.860   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.005  13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.006  13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.006  10.780   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.007  11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.340  13.090   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.007  13.090   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.340  11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.673  13.090   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.673  11.550   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.674  13.860   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.341  13.860   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      26.674  10.780   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      26.674  15.400   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      30.675  13.090   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      21.339  10.780   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      29.341  15.400   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      21.339  13.860   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    1    7                                                       
CONECT    5    2   28                                                       
CONECT    6    3   29                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   30                                                       
CONECT   15   18   21                                                       
CONECT   16   20   22                                                       
CONECT   17   19   25                                                       
CONECT   18   15   20   23                                                  
CONECT   19   17   23   24                                                  
CONECT   20   16   18   25                                                  
CONECT   21   15   22   30                                                  
CONECT   22   16   21   28                                                  
CONECT   23   18   19   26                                                  
CONECT   24   19   27   29                                                  
CONECT   25   17   20                                                       
CONECT   26   23                                                            
CONECT   27   24                                                            
CONECT   28    5   22                                                       
CONECT   29    6   24                                                       
CONECT   30   14   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0250922
HETATM    1  C1  UNL     1       6.988   2.194  -2.752  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.951   0.930  -1.906  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.169   1.282  -0.649  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.786   1.713  -1.089  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.895   2.095   0.063  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.731   0.909   1.008  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.121  -0.270   0.336  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.988  -1.416   1.299  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.119  -1.028   2.441  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.724  -0.622   1.979  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.170  -1.726   1.324  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.101  -1.728   0.764  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.844  -0.569   0.869  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.128  -0.468   0.342  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.855   0.699   0.457  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.338   1.690   1.055  1.00  0.00           O  
HETATM   17  C15 UNL     1      -5.114   0.734  -0.084  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.918   1.944   0.014  1.00  0.00           C  
HETATM   19  O3  UNL     1      -7.076   2.022  -0.466  1.00  0.00           O  
HETATM   20  O4  UNL     1      -5.402   3.056   0.657  1.00  0.00           O  
HETATM   21  C17 UNL     1      -6.197   4.223   0.742  1.00  0.00           C  
HETATM   22  C18 UNL     1      -6.554   4.739  -0.634  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.616  -0.394  -0.725  1.00  0.00           C  
HETATM   24  N1  UNL     1      -4.892  -1.522  -0.827  1.00  0.00           N  
HETATM   25  C20 UNL     1      -3.657  -1.583  -0.307  1.00  0.00           C  
HETATM   26  C21 UNL     1      -2.889  -2.728  -0.396  1.00  0.00           C  
HETATM   27  C22 UNL     1      -1.622  -2.831   0.123  1.00  0.00           C  
HETATM   28  O5  UNL     1      -0.842  -3.969   0.041  1.00  0.00           O  
HETATM   29  C23 UNL     1      -1.226  -5.165  -0.574  1.00  0.00           C  
HETATM   30  C24 UNL     1      -2.453  -5.788   0.028  1.00  0.00           C  
HETATM   31  H1  UNL     1       6.958   3.101  -2.109  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.897   2.143  -3.365  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.120   2.169  -3.454  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.476   0.137  -2.496  1.00  0.00           H  
HETATM   35  H5  UNL     1       7.979   0.598  -1.673  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.140   0.448   0.064  1.00  0.00           H  
HETATM   37  H7  UNL     1       6.710   2.121  -0.167  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.281   0.935  -1.686  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.924   2.613  -1.747  1.00  0.00           H  
HETATM   40  H10 UNL     1       2.924   2.390  -0.361  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.331   2.960   0.565  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.683   0.633   1.474  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.073   1.311   1.829  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.707  -0.623  -0.542  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.099  -0.063  -0.057  1.00  0.00           H  
HETATM   46  H16 UNL     1       4.015  -1.609   1.721  1.00  0.00           H  
HETATM   47  H17 UNL     1       2.619  -2.338   0.782  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.549  -0.191   3.017  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.949  -1.881   3.153  1.00  0.00           H  
HETATM   50  H20 UNL     1       0.169  -0.378   2.933  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.723   0.309   1.399  1.00  0.00           H  
HETATM   52  H22 UNL     1      -1.457   0.308   1.367  1.00  0.00           H  
HETATM   53  H23 UNL     1      -7.117   4.058   1.355  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.592   4.998   1.274  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.289   5.827  -0.705  1.00  0.00           H  
HETATM   56  H26 UNL     1      -7.650   4.652  -0.834  1.00  0.00           H  
HETATM   57  H27 UNL     1      -5.982   4.212  -1.424  1.00  0.00           H  
HETATM   58  H28 UNL     1      -6.619  -0.381  -1.161  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.250  -2.386  -1.307  1.00  0.00           H  
HETATM   60  H30 UNL     1      -3.321  -3.589  -0.908  1.00  0.00           H  
HETATM   61  H31 UNL     1      -1.347  -5.047  -1.690  1.00  0.00           H  
HETATM   62  H32 UNL     1      -0.351  -5.869  -0.476  1.00  0.00           H  
HETATM   63  H33 UNL     1      -2.192  -6.797   0.443  1.00  0.00           H  
HETATM   64  H34 UNL     1      -2.883  -5.207   0.859  1.00  0.00           H  
HETATM   65  H35 UNL     1      -3.191  -5.986  -0.777  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12
CONECT   12   13   13   27
CONECT   13   14   52
CONECT   14   15   25   25
CONECT   15   16   16   17
CONECT   17   18   23   23
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   53   54
CONECT   22   55   56   57
CONECT   23   24   58
CONECT   24   25   59
CONECT   25   26
CONECT   26   27   27   60
CONECT   27   28
CONECT   28   29
CONECT   29   30   61   62
CONECT   30   63   64   65
END

HMDB0250922
     RDKit          3D
Decoquinate
 65 66  0  0  0  0  0  0  0  0999 V2000
    6.9876    2.1945   -2.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9506    0.9299   -1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1692    1.2819   -0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858    1.7133   -1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8954    2.0947    0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    0.9089    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211   -0.2699    0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9881   -1.4163    1.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190   -1.0280    2.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238   -0.6220    1.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -1.7259    1.3235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1007   -1.7277    0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8442   -0.5687    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279   -0.4676    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550    0.6985    0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3381    1.6901    1.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1144    0.7335   -0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9179    1.9438    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0757    2.0221   -0.4658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4018    3.0564    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1967    4.2232    0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5542    4.7390   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6159   -0.3938   -0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8915   -1.5217   -0.8271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6573   -1.5834   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8887   -2.7279   -0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6222   -2.8310    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425   -3.9692    0.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264   -5.1647   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4532   -5.7884    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9577    3.1009   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8970    2.1434   -3.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1201    2.1691   -3.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4763    0.1369   -2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9786    0.5978   -1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1395    0.4475    0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7099    2.1207   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2814    0.9348   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244    2.6133   -1.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235    2.3901   -0.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310    2.9598    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6830    0.6328    1.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0732    1.3108    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7066   -0.6231   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0990   -0.0635   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150   -1.6093    1.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6186   -2.3379    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494   -0.1912    3.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486   -1.8809    3.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1692   -0.3784    2.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226    0.3091    1.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    0.3082    1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1166    4.0579    1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    4.9975    1.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2891    5.8269   -0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6502    4.6523   -0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821    4.2122   -1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6192   -0.3806   -1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2501   -2.3856   -1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212   -3.5892   -0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468   -5.0469   -1.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -5.8691   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -6.7965    0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8835   -5.2072    0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1908   -5.9857   -0.7766 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 17 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
 27 12  1  0
 25 14  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 13 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 26 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Deccox	Kegg
Decoquinic acid	Generator
Ethyl 6-decoxy-7-ethoxy-4-oxo-1H-quinoline-3-carboxylic acid	Generator
Ethyl-6-(decycloxy)-7-ethoxy-4-hydroxy-3-quinolinecarboxylate	MeSH
Decoquinate	MeSH

Chemical Formula

C₂₄H₃₅NO₅

Average Molecular Weight

417.546

Monoisotopic Molecular Weight

417.251523231

IUPAC Name

ethyl 6-(decyloxy)-7-ethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate

Traditional Name

decoquinate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCOC1=C(OCC)C=C2NC=C(C(=O)OCC)C(=O)C2=C1

InChI Identifier

InChI=1S/C24H35NO5/c1-4-7-8-9-10-11-12-13-14-30-21-15-18-20(16-22(21)28-5-2)25-17-19(23(18)26)24(27)29-6-3/h15-17H,4-14H2,1-3H3,(H,25,26)

InChI Key

JHAYEQICABJSTP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Hydroquinolones

Alternative Parents

Substituents

Dihydroquinolone
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Alkyl aryl ether
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous amide
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Azacycle
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	6	ALOGPS
logP	6.31	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	5.95	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	73.86 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	119.77 m³·mol⁻¹	ChemAxon
Polarizability	49.91 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	212.444	30932474
DeepCCS	[M-H]-	208.788	30932474
DeepCCS	[M-2H]-	244.968	30932474
DeepCCS	[M+Na]+	221.259	30932474
AllCCS	[M+H]+	202.8	32859911
AllCCS	[M+H-H2O]+	200.7	32859911
AllCCS	[M+NH4]+	204.8	32859911
AllCCS	[M+Na]+	205.3	32859911
AllCCS	[M-H]-	198.3	32859911
AllCCS	[M+Na-2H]-	199.9	32859911
AllCCS	[M+HCOO]-	201.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Decoquinate	CCCCCCCCCCOC1=C(OCC)C=C2NC=C(C(=O)OCC)C(=O)C2=C1	4038.4	Standard polar	33892256
Decoquinate	CCCCCCCCCCOC1=C(OCC)C=C2NC=C(C(=O)OCC)C(=O)C2=C1	3145.4	Standard non polar	33892256
Decoquinate	CCCCCCCCCCOC1=C(OCC)C=C2NC=C(C(=O)OCC)C(=O)C2=C1	3573.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Decoquinate,1TMS,isomer #1	CCCCCCCCCCOC1=CC2=C(C=C1OCC)N([Si](C)(C)C)C=C(C(=O)OCC)C2=O	3327.8	Semi standard non polar	33892256
Decoquinate,1TMS,isomer #1	CCCCCCCCCCOC1=CC2=C(C=C1OCC)N([Si](C)(C)C)C=C(C(=O)OCC)C2=O	3266.5	Standard non polar	33892256
Decoquinate,1TMS,isomer #1	CCCCCCCCCCOC1=CC2=C(C=C1OCC)N([Si](C)(C)C)C=C(C(=O)OCC)C2=O	3950.3	Standard polar	33892256
Decoquinate,1TBDMS,isomer #1	CCCCCCCCCCOC1=CC2=C(C=C1OCC)N([Si](C)(C)C(C)(C)C)C=C(C(=O)OCC)C2=O	3469.8	Semi standard non polar	33892256
Decoquinate,1TBDMS,isomer #1	CCCCCCCCCCOC1=CC2=C(C=C1OCC)N([Si](C)(C)C(C)(C)C)C=C(C(=O)OCC)C2=O	3415.0	Standard non polar	33892256
Decoquinate,1TBDMS,isomer #1	CCCCCCCCCCOC1=CC2=C(C=C1OCC)N([Si](C)(C)C(C)(C)C)C=C(C(=O)OCC)C2=O	3989.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Decoquinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00au-6149000000-9af727e5dff1d30d51c0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Decoquinate 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate LC-ESI-QTOF , positive-QTOF	splash10-014i-0000900000-e690de8d862bdf40b493	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate LC-ESI-QTOF , positive-QTOF	splash10-014i-0002900000-3ad58466cd454b2e1d0c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate LC-ESI-QTOF , positive-QTOF	splash10-0006-0009000000-0846e63f39c3c6204b34	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate LC-ESI-QTOF , positive-QTOF	splash10-0fdo-0089000000-1baac28022fb5acb9848	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate LC-ESI-QTOF , positive-QTOF	splash10-0uk9-0090000000-d1bcad88017e40714acc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate 50V, Positive-QTOF	splash10-0uk9-0090000000-329f680ad2dfed5de8c7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate 50V, Positive-QTOF	splash10-0uk9-0090000000-c8bef071eb2a2a446dd4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate 50V, Positive-QTOF	splash10-0uk9-0090000000-56ec656ac7e9f160ceda	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate 10V, Positive-QTOF	splash10-014i-0000900000-fdbd4e51f2d042ce54e4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate 20V, Positive-QTOF	splash10-014i-0002900000-7eda9f1e3289f5ac0833	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate 40V, Positive-QTOF	splash10-0fdo-0089000000-4bd852688f26f443283a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Decoquinate 30V, Positive-QTOF	splash10-0006-0009000000-05d7056ebf8ab7214846	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 10V, Positive-QTOF	splash10-014l-0216900000-594da60522c7918391f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 20V, Positive-QTOF	splash10-0006-4639300000-1d6c9f1e606790d5acc2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 40V, Positive-QTOF	splash10-0006-8972000000-c173f2974f2fa41ab649	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 10V, Negative-QTOF	splash10-014i-1157900000-dd0f25b1506d4caecdae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 20V, Negative-QTOF	splash10-0fr6-0169100000-da5d7ea25a6c7668a62d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 40V, Negative-QTOF	splash10-0uds-0391000000-07fc573a06ce36e30ab9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 10V, Positive-QTOF	splash10-014i-0000900000-aef0f9a66a00d03fec91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 20V, Positive-QTOF	splash10-01b9-1029500000-62d817052f61e396ef9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 40V, Positive-QTOF	splash10-053v-9042100000-9e293dfe5410268e03db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 10V, Negative-QTOF	splash10-01b9-0028900000-1f9ee84acfd1d4b44d40	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 20V, Negative-QTOF	splash10-014i-0033900000-7564e2eec37f22ce6599	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Decoquinate 40V, Negative-QTOF	splash10-0udi-1090000000-81099e9d5e0dcf377da9	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11394

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Decoquinate

METLIN ID

Not Available

PubChem Compound

29112

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1680841

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 Decoquinate (HMDB0250922)

MOL for HMDB0250922 (Decoquinate)

3D MOL for HMDB0250922 (Decoquinate)

3D SDF for HMDB0250922 (Decoquinate)

3D-SDF for HMDB0250922 (Decoquinate)

PDB for HMDB0250922 (Decoquinate)

3D PDB for HMDB0250922 (Decoquinate)

SMILES for HMDB0250922 (Decoquinate)

INCHI for HMDB0250922 (Decoquinate)

Structure for HMDB0250922 (Decoquinate)

3D Structure for HMDB0250922 (Decoquinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra