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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:34:14 UTC

Update Date

2021-09-26 23:09:32 UTC

HMDB ID

HMDB0255040

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(4-Methoxyphenyl)-all-trans-retinamide

Description

N-(4-Methoxyphenyl)-all-trans-retinamide, also known as 4-MPR or 4-methoxy fenretinide, belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Based on a literature review a small amount of articles have been published on N-(4-Methoxyphenyl)-all-trans-retinamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(4-methoxyphenyl)-all-trans-retinamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(4-Methoxyphenyl)-all-trans-retinamide 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

  Mrv1652309112116342D          

 30 31  0  0  0  0            999 V2000
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -6.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0416   -6.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
 10  3  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 16 29  1  0  0  0  0
 12 30  1  0  0  0  0
M  END

HMDB0255040
     RDKit          3D
N-(4-Methoxyphenyl)-all-trans-retinamide
 65 66  0  0  0  0  0  0  0  0999 V2000
   11.9728    1.0410   -1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5569    0.0933   -0.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2673   -0.0043   -0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8124   -0.9224    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5317   -1.0098    1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5351   -0.1347    0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2107   -0.3481    0.9658 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0709    0.4049    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2040    1.3917   -0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7598   -0.0460    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016    0.5572    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964    1.7329   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421   -0.2080    0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0964    0.5703    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -0.5153    0.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323   -0.3219    0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630   -2.0093    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3417   -0.1402    0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    0.0241    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8889    0.1673   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4327    1.3715   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5633    2.5571   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8716    1.5510   -0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1981    0.4392   -1.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0906   -0.8204   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7847   -1.0452   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0102   -2.0859   -0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0414   -1.6286    1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917    0.7712   -0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948    0.8763   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2587    0.9397   -2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9249    2.0632   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9967    0.7273   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5861   -1.6074    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2153   -1.7449    1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0152   -1.1454    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7158   -0.9247    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858    1.4411   -1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822    2.2417   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987    2.5318    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2566   -1.0786    1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    1.2457    0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -1.3806    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5732   -1.5824    2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -2.4009    1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517   -2.2863    0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1535    1.2612    0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6552   -1.3367    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4526    2.8835    0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1195    3.4285   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665    2.4655   -0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0641    2.5224   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5288    1.3797    0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2677    0.5704   -1.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5750    0.4746   -2.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8866   -0.7324   -0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3947   -1.7000   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0657   -1.6921   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8536   -2.9822   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6409   -2.3971   -1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1816   -2.7382    1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2017   -1.5331    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9962   -1.2386    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2804    1.4901   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6223    1.6061   -1.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
  6 29  1  0
 29 30  2  0
 30  3  1  0
 26 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  0
M  END

  Mrv1652309112116342D          

 30 31  0  0  0  0            999 V2000
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163   -6.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0416   -6.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
 10  3  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 16 29  1  0  0  0  0
 12 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255040

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(NC(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H35NO2/c1-20(12-17-25-22(3)11-8-18-27(25,4)5)9-7-10-21(2)19-26(29)28-23-13-15-24(30-6)16-14-23/h7,9-10,12-17,19H,8,11,18H2,1-6H3,(H,28,29)

> <INCHI_KEY>
DBQHWMPFMCOGIW-UHFFFAOYSA-N

> <FORMULA>
C27H35NO2

> <MOLECULAR_WEIGHT>
405.582

> <EXACT_MASS>
405.266779371

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.92177151120799

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide

> <ALOGPS_LOGP>
6.65

> <JCHEM_LOGP>
6.290998343

> <ALOGPS_LOGS>
-5.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.236138627761612

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2473561988832076

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
132.5313

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.24e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255040
     RDKit          3D
N-(4-Methoxyphenyl)-all-trans-retinamide
 65 66  0  0  0  0  0  0  0  0999 V2000
   11.9728    1.0410   -1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5569    0.0933   -0.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2673   -0.0043   -0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8124   -0.9224    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5317   -1.0098    1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5351   -0.1347    0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2107   -0.3481    0.9658 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0709    0.4049    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2040    1.3917   -0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7598   -0.0460    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016    0.5572    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964    1.7329   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421   -0.2080    0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0964    0.5703    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -0.5153    0.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323   -0.3219    0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630   -2.0093    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3417   -0.1402    0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    0.0241    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8889    0.1673   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4327    1.3715   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5633    2.5571   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8716    1.5510   -0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1981    0.4392   -1.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0906   -0.8204   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7847   -1.0452   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0102   -2.0859   -0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0414   -1.6286    1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917    0.7712   -0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948    0.8763   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2587    0.9397   -2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9249    2.0632   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9967    0.7273   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5861   -1.6074    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2153   -1.7449    1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0152   -1.1454    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7158   -0.9247    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858    1.4411   -1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822    2.2417   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987    2.5318    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2566   -1.0786    1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    1.2457    0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -1.3806    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5732   -1.5824    2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -2.4009    1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517   -2.2863    0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1535    1.2612    0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6552   -1.3367    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4526    2.8835    0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1195    3.4285   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665    2.4655   -0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0641    2.5224   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5288    1.3797    0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2677    0.5704   -1.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5750    0.4746   -2.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8866   -0.7324   -0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3947   -1.7000   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0657   -1.6921   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8536   -2.9822   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6409   -2.3971   -1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1816   -2.7382    1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2017   -1.5331    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9962   -1.2386    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2804    1.4901   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6223    1.6061   -1.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
  6 29  1  0
 29 30  2  0
 30  3  1  0
 26 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.335 -16.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334 -16.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.390 -12.500   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.944 -12.500   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0     -12.003  -5.390   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0     -13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -17.338  -2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    8    9                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   24   28                                                       
CONECT   28   27                                                            
CONECT   29   16                                                            
CONECT   30   12                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0255040
HETATM    1  C1  UNL     1      11.973   1.041  -1.591  1.00  0.00           C  
HETATM    2  O1  UNL     1      11.557   0.093  -0.635  1.00  0.00           O  
HETATM    3  C2  UNL     1      10.267  -0.004  -0.208  1.00  0.00           C  
HETATM    4  C3  UNL     1       9.812  -0.922   0.716  1.00  0.00           C  
HETATM    5  C4  UNL     1       8.532  -1.010   1.125  1.00  0.00           C  
HETATM    6  C5  UNL     1       7.535  -0.135   0.609  1.00  0.00           C  
HETATM    7  N1  UNL     1       6.211  -0.348   0.966  1.00  0.00           N  
HETATM    8  C6  UNL     1       5.071   0.405   0.514  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.204   1.392  -0.214  1.00  0.00           O  
HETATM   10  C7  UNL     1       3.760  -0.046   0.924  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.602   0.557   0.559  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.696   1.733  -0.281  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.442  -0.208   0.867  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.096   0.570   0.431  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.780  -0.515   0.857  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.032  -0.322   0.619  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.363  -2.009   1.355  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.342  -0.140   0.373  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.501   0.024   0.154  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.889   0.167  -0.102  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.433   1.371  -0.325  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.563   2.557  -0.302  1.00  0.00           C  
HETATM   23  C20 UNL     1      -7.872   1.551  -0.615  1.00  0.00           C  
HETATM   24  C21 UNL     1      -8.198   0.439  -1.627  1.00  0.00           C  
HETATM   25  C22 UNL     1      -8.091  -0.820  -0.814  1.00  0.00           C  
HETATM   26  C23 UNL     1      -6.785  -1.045  -0.171  1.00  0.00           C  
HETATM   27  C24 UNL     1      -6.010  -2.086  -0.990  1.00  0.00           C  
HETATM   28  C25 UNL     1      -7.041  -1.629   1.199  1.00  0.00           C  
HETATM   29  C26 UNL     1       7.992   0.771  -0.300  1.00  0.00           C  
HETATM   30  C27 UNL     1       9.295   0.876  -0.728  1.00  0.00           C  
HETATM   31  H1  UNL     1      11.259   0.940  -2.460  1.00  0.00           H  
HETATM   32  H2  UNL     1      11.925   2.063  -1.217  1.00  0.00           H  
HETATM   33  H3  UNL     1      12.997   0.727  -1.939  1.00  0.00           H  
HETATM   34  H4  UNL     1      10.586  -1.607   1.111  1.00  0.00           H  
HETATM   35  H5  UNL     1       8.215  -1.745   1.856  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.015  -1.145   1.651  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.716  -0.925   1.572  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.286   1.441  -1.243  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.782   2.242  -0.584  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.299   2.532   0.267  1.00  0.00           H  
HETATM   41  H11 UNL     1       1.257  -1.079   1.234  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.678   1.246   0.166  1.00  0.00           H  
HETATM   43  H13 UNL     1      -0.324  -1.381   1.339  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.573  -1.582   2.292  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.409  -2.401   1.179  1.00  0.00           H  
HETATM   46  H16 UNL     1      -3.052  -2.286   0.601  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.154   1.261   0.302  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.655  -1.337   0.521  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.453   2.883   0.735  1.00  0.00           H  
HETATM   50  H20 UNL     1      -6.120   3.429  -0.791  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.666   2.466  -0.903  1.00  0.00           H  
HETATM   52  H22 UNL     1      -8.064   2.522  -1.118  1.00  0.00           H  
HETATM   53  H23 UNL     1      -8.529   1.380   0.249  1.00  0.00           H  
HETATM   54  H24 UNL     1      -9.268   0.570  -1.898  1.00  0.00           H  
HETATM   55  H25 UNL     1      -7.575   0.475  -2.518  1.00  0.00           H  
HETATM   56  H26 UNL     1      -8.887  -0.732  -0.021  1.00  0.00           H  
HETATM   57  H27 UNL     1      -8.395  -1.700  -1.443  1.00  0.00           H  
HETATM   58  H28 UNL     1      -5.066  -1.692  -1.387  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.854  -2.982  -0.376  1.00  0.00           H  
HETATM   60  H30 UNL     1      -6.641  -2.397  -1.853  1.00  0.00           H  
HETATM   61  H31 UNL     1      -7.182  -2.738   1.011  1.00  0.00           H  
HETATM   62  H32 UNL     1      -6.202  -1.533   1.872  1.00  0.00           H  
HETATM   63  H33 UNL     1      -7.996  -1.239   1.625  1.00  0.00           H  
HETATM   64  H34 UNL     1       7.280   1.490  -0.738  1.00  0.00           H  
HETATM   65  H35 UNL     1       9.622   1.606  -1.456  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   30
CONECT    4    5   34
CONECT    5    6    6   35
CONECT    6    7   29
CONECT    7    8   36
CONECT    8    9    9   10
CONECT   10   11   11   37
CONECT   11   12   13
CONECT   12   38   39   40
CONECT   13   14   14   41
CONECT   14   15   42
CONECT   15   16   16   43
CONECT   16   17   18
CONECT   17   44   45   46
CONECT   18   19   19   47
CONECT   19   20   48
CONECT   20   21   21   26
CONECT   21   22   23
CONECT   22   49   50   51
CONECT   23   24   52   53
CONECT   24   25   54   55
CONECT   25   26   56   57
CONECT   26   27   28
CONECT   27   58   59   60
CONECT   28   61   62   63
CONECT   29   30   30   64
CONECT   30   65
END

HMDB0255040
     RDKit          3D
N-(4-Methoxyphenyl)-all-trans-retinamide
 65 66  0  0  0  0  0  0  0  0999 V2000
   11.9728    1.0410   -1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5569    0.0933   -0.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2673   -0.0043   -0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8124   -0.9224    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5317   -1.0098    1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5351   -0.1347    0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2107   -0.3481    0.9658 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0709    0.4049    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2040    1.3917   -0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7598   -0.0460    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016    0.5572    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964    1.7329   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421   -0.2080    0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0964    0.5703    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -0.5153    0.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0323   -0.3219    0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3630   -2.0093    1.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3417   -0.1402    0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    0.0241    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8889    0.1673   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4327    1.3715   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5633    2.5571   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8716    1.5510   -0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1981    0.4392   -1.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0906   -0.8204   -0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7847   -1.0452   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0102   -2.0859   -0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0414   -1.6286    1.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917    0.7712   -0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948    0.8763   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2587    0.9397   -2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9249    2.0632   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9967    0.7273   -1.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5861   -1.6074    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2153   -1.7449    1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0152   -1.1454    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7158   -0.9247    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858    1.4411   -1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822    2.2417   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2987    2.5318    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2566   -1.0786    1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777    1.2457    0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -1.3806    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5732   -1.5824    2.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -2.4009    1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517   -2.2863    0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1535    1.2612    0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6552   -1.3367    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4526    2.8835    0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1195    3.4285   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665    2.4655   -0.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0641    2.5224   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5288    1.3797    0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2677    0.5704   -1.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5750    0.4746   -2.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8866   -0.7324   -0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3947   -1.7000   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0657   -1.6921   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8536   -2.9822   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6409   -2.3971   -1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1816   -2.7382    1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2017   -1.5331    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9962   -1.2386    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2804    1.4901   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6223    1.6061   -1.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
  6 29  1  0
 29 30  2  0
 30  3  1  0
 26 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 10 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-MPR	HMDB
4-Methoxy fenretinide	HMDB
4MPR	HMDB
N-(4-Methoxyphenyl)retinamide	HMDB
N-(4-Methoxyphenyl)retinamide, (13-cis)-isomer	HMDB

Chemical Formula

C₂₇H₃₅NO₂

Average Molecular Weight

405.582

Monoisotopic Molecular Weight

405.266779371

IUPAC Name

N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide

Traditional Name

N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide

CAS Registry Number

Not Available

SMILES

COC1=CC=C(NC(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)C=C1

InChI Identifier

InChI=1S/C27H35NO2/c1-20(12-17-25-22(3)11-8-18-27(25,4)5)9-7-10-21(2)19-26(29)28-23-13-15-24(30-6)16-14-23/h7,9-10,12-17,19H,8,11,18H2,1-6H3,(H,28,29)

InChI Key

DBQHWMPFMCOGIW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Retinoids

Direct Parent

Retinoids

Alternative Parents

Substituents

Retinoid skeleton
Diterpenoid
Methoxyaniline
Anilide
Phenoxy compound
Methoxybenzene
N-arylamide
Phenol ether
Anisole
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Secondary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	6.65	ALOGPS
logP	6.29	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	15.24	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	132.53 m³·mol⁻¹	ChemAxon
Polarizability	49.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	205.976	30932474
DeepCCS	[M-H]-	203.618	30932474
DeepCCS	[M-2H]-	237.218	30932474
DeepCCS	[M+Na]+	212.446	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(4-Methoxyphenyl)-all-trans-retinamide,1TMS,isomer #1	COC1=CC=C(N(C(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)[Si](C)(C)C)C=C1	3632.9	Semi standard non polar	33892256
N-(4-Methoxyphenyl)-all-trans-retinamide,1TMS,isomer #1	COC1=CC=C(N(C(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)[Si](C)(C)C)C=C1	3350.8	Standard non polar	33892256
N-(4-Methoxyphenyl)-all-trans-retinamide,1TMS,isomer #1	COC1=CC=C(N(C(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)[Si](C)(C)C)C=C1	3708.3	Standard polar	33892256
N-(4-Methoxyphenyl)-all-trans-retinamide,1TBDMS,isomer #1	COC1=CC=C(N(C(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)[Si](C)(C)C(C)(C)C)C=C1	3823.9	Semi standard non polar	33892256
N-(4-Methoxyphenyl)-all-trans-retinamide,1TBDMS,isomer #1	COC1=CC=C(N(C(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)[Si](C)(C)C(C)(C)C)C=C1	3592.2	Standard non polar	33892256
N-(4-Methoxyphenyl)-all-trans-retinamide,1TBDMS,isomer #1	COC1=CC=C(N(C(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)[Si](C)(C)C(C)(C)C)C=C1	3806.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-Methoxyphenyl)-all-trans-retinamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2229000000-7e106c624992fbcd88a4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-Methoxyphenyl)-all-trans-retinamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(4-Methoxyphenyl)-all-trans-retinamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

117616

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

133319

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-(4-Methoxyphenyl)-all-trans-retinamide (HMDB0255040)

MOL for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

3D MOL for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

3D SDF for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

3D-SDF for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

PDB for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

3D PDB for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

SMILES for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

INCHI for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

Structure for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

3D Structure for HMDB0255040 (N-(4-Methoxyphenyl)-all-trans-retinamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra