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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:22:13 UTC

Update Date

2021-09-26 22:58:21 UTC

HMDB ID

HMDB0248195

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide

Description

2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide, also known as alpha-cyano-3-ethoxy-4-hydroxy-5-phenylmethylcinnamamide, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide 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

  Mrv1652309112103222D          

 25 26  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    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
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 19  6  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  3  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END

HMDB0248195
     RDKit          3D
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    3.6419   -4.3730    0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4067   -4.1000    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -3.1073    0.6637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2864   -1.8439    0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165   -0.8082    0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973    0.5697    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    1.4072    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    2.3625   -0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179    3.0596   -1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    3.5781   -2.1383 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8771    2.8303    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728    3.7815   -0.2018 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    2.2245    1.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5883    0.8712    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824   -0.1114    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7725    0.1171   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    1.1207    0.7466 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4909    1.0381    0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3542    2.0315    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6713    1.9640    0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0907    0.9290   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2033   -0.0814   -1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9023   -0.0112   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224   -1.4468    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -2.4325    0.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3440   -4.3462   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044   -3.6399    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0279   -5.3845    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506   -5.1262    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -3.9649    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2517   -1.0415    0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306    1.1134    1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7096    3.4306   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817    4.7312   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.9366    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -0.6463   -0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126    0.9555   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192    2.8209    1.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3324    2.7653    0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1128    0.8969   -1.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5420   -0.8912   -1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2408   -0.8104   -0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121   -2.3687   -0.1847 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
  6 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 15 24  2  0
 24 25  1  0
 24  4  1  0
 23 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  5 31  1  0
  7 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
M  END

  Mrv1652309112103222D          

 25 26  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    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
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 19  6  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  3  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248195

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=CC(C=C(C#N)C(N)=O)=CC(CSC2=CC=CC=C2)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O3S/c1-2-24-17-10-13(8-14(11-20)19(21)23)9-15(18(17)22)12-25-16-6-4-3-5-7-16/h3-10,22H,2,12H2,1H3,(H2,21,23)

> <INCHI_KEY>
YKLMGKWXBLSKPK-UHFFFAOYSA-N

> <FORMULA>
C19H18N2O3S

> <MOLECULAR_WEIGHT>
354.42

> <EXACT_MASS>
354.103813622

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
38.136821678268085

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-cyano-3-{3-ethoxy-4-hydroxy-5-[(phenylsulfanyl)methyl]phenyl}prop-2-enamide

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.285485926666667

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.579722794983113

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.626735322999856

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4904224074766876

> <JCHEM_POLAR_SURFACE_AREA>
96.33999999999999

> <JCHEM_REFRACTIVITY>
100.54910000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-cyano-3-{3-ethoxy-4-hydroxy-5-[(phenylsulfanyl)methyl]phenyl}prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248195
     RDKit          3D
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    3.6419   -4.3730    0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4067   -4.1000    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -3.1073    0.6637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2864   -1.8439    0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165   -0.8082    0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973    0.5697    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    1.4072    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    2.3625   -0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179    3.0596   -1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    3.5781   -2.1383 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8771    2.8303    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728    3.7815   -0.2018 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    2.2245    1.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5883    0.8712    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824   -0.1114    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7725    0.1171   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    1.1207    0.7466 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4909    1.0381    0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3542    2.0315    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6713    1.9640    0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0907    0.9290   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2033   -0.0814   -1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9023   -0.0112   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224   -1.4468    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -2.4325    0.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3440   -4.3462   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044   -3.6399    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0279   -5.3845    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506   -5.1262    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -3.9649    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2517   -1.0415    0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306    1.1134    1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7096    3.4306   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817    4.7312   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.9366    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -0.6463   -0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126    0.9555   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192    2.8209    1.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3324    2.7653    0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1128    0.8969   -1.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5420   -0.8912   -1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2408   -0.8104   -0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121   -2.3687   -0.1847 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
  6 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 15 24  2  0
 24 25  1  0
 24  4  1  0
 23 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  5 31  1  0
  7 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0      -4.001  -6.930   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       5.335 -10.780   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       0.000  -9.240   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    6   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0258471
HETATM    1  C1  UNL     1      -1.464   5.121  -0.029  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.350   3.843   0.042  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.586   2.751   0.043  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.400   1.464   0.035  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.424   0.511  -0.026  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.193  -0.853  -0.062  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.297  -1.792   0.050  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.572  -1.626   0.065  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.311  -0.396  -0.041  1.00  0.00           C  
HETATM   10  N1  UNL     1      -5.952   0.577  -0.119  1.00  0.00           N  
HETATM   11  C9  UNL     1      -5.413  -2.841   0.309  1.00  0.00           C  
HETATM   12  N2  UNL     1      -4.749  -4.061   0.488  1.00  0.00           N  
HETATM   13  O2  UNL     1      -6.621  -2.738   0.347  1.00  0.00           O  
HETATM   14  C10 UNL     1      -0.859  -1.252  -0.034  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.173  -0.389   0.032  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.604  -0.753   0.315  1.00  0.00           C  
HETATM   17  S1  UNL     1       2.586  -0.842  -1.242  1.00  0.00           S  
HETATM   18  C13 UNL     1       4.290  -0.918  -0.719  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.865   0.066   0.053  1.00  0.00           C  
HETATM   20  C15 UNL     1       6.206   0.021   0.427  1.00  0.00           C  
HETATM   21  C16 UNL     1       6.993  -1.057   0.011  1.00  0.00           C  
HETATM   22  C17 UNL     1       6.396  -2.020  -0.752  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.064  -1.981  -1.129  1.00  0.00           C  
HETATM   24  C19 UNL     1      -0.120   0.961   0.068  1.00  0.00           C  
HETATM   25  O3  UNL     1       0.960   1.865   0.135  1.00  0.00           O  
HETATM   26  H1  UNL     1      -0.451   4.878   0.274  1.00  0.00           H  
HETATM   27  H2  UNL     1      -1.930   5.903   0.567  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.432   5.430  -1.111  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.029   3.927  -0.829  1.00  0.00           H  
HETATM   30  H5  UNL     1      -3.014   3.992   0.929  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.383   0.932  -0.059  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.929  -2.870   0.133  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.405  -4.643  -0.339  1.00  0.00           H  
HETATM   34  H9  UNL     1      -4.574  -4.425   1.425  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.666  -2.316  -0.068  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.558  -1.918   0.587  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.076  -0.319   1.165  1.00  0.00           H  
HETATM   38  H13 UNL     1       4.275   0.926   0.402  1.00  0.00           H  
HETATM   39  H14 UNL     1       6.644   0.788   1.039  1.00  0.00           H  
HETATM   40  H15 UNL     1       8.031  -1.115   0.292  1.00  0.00           H  
HETATM   41  H16 UNL     1       6.981  -2.878  -1.095  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.609  -2.773  -1.751  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.812   2.819   0.170  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4
CONECT    4    5    5   24
CONECT    5    6   31
CONECT    6    7   14   14
CONECT    7    8    8   32
CONECT    8    9   11
CONECT    9   10   10   10
CONECT   11   12   13   13
CONECT   12   33   34
CONECT   14   15   35
CONECT   15   16   24   24
CONECT   16   17   36   37
CONECT   17   18
CONECT   18   19   19   23
CONECT   19   20   38
CONECT   20   21   21   39
CONECT   21   22   40
CONECT   22   23   23   41
CONECT   23   42
CONECT   24   25
CONECT   25   43
END

HMDB0248195
     RDKit          3D
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    3.6419   -4.3730    0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4067   -4.1000    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -3.1073    0.6637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2864   -1.8439    0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165   -0.8082    0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973    0.5697    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    1.4072    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    2.3625   -0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179    3.0596   -1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    3.5781   -2.1383 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8771    2.8303    0.3410 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728    3.7815   -0.2018 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585    2.2245    1.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5883    0.8712    0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824   -0.1114    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7725    0.1171   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    1.1207    0.7466 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4909    1.0381    0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3542    2.0315    0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6713    1.9640    0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0907    0.9290   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2033   -0.0814   -1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9023   -0.0112   -0.6866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224   -1.4468    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -2.4325    0.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3440   -4.3462   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4044   -3.6399    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0279   -5.3845    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8506   -5.1262    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -3.9649    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2517   -1.0415    0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306    1.1134    1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7096    3.4306   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817    4.7312   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.9366    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -0.6463   -0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126    0.9555   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0192    2.8209    1.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3324    2.7653    0.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1128    0.8969   -1.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5420   -0.8912   -1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2408   -0.8104   -0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121   -2.3687   -0.1847 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
  6 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 15 24  2  0
 24 25  1  0
 24  4  1  0
 23 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  5 31  1  0
  7 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Cyano-3-{3-ethoxy-4-hydroxy-5-[(phenylsulfanyl)methyl]phenyl}prop-2-enimidate	HMDB
2-Cyano-3-{3-ethoxy-4-hydroxy-5-[(phenylsulphanyl)methyl]phenyl}prop-2-enimidate	HMDB
2-Cyano-3-{3-ethoxy-4-hydroxy-5-[(phenylsulphanyl)methyl]phenyl}prop-2-enimidic acid	HMDB
alpha-Cyano-3-ethoxy-4-hydroxy-5-phenylmethylcinnamamide	HMDB

Chemical Formula

C₁₉H₁₈N₂O₃S

Average Molecular Weight

354.42

Monoisotopic Molecular Weight

354.103813622

IUPAC Name

2-cyano-3-{3-ethoxy-4-hydroxy-5-[(phenylsulfanyl)methyl]phenyl}prop-2-enamide

Traditional Name

2-cyano-3-{3-ethoxy-4-hydroxy-5-[(phenylsulfanyl)methyl]phenyl}prop-2-enamide

CAS Registry Number

Not Available

SMILES

CCOC1=CC(C=C(C#N)C(N)=O)=CC(CSC2=CC=CC=C2)=C1O

InChI Identifier

InChI=1S/C19H18N2O3S/c1-2-24-17-10-13(8-14(11-20)19(21)23)9-15(18(17)22)12-25-16-6-4-3-5-7-16/h3-10,22H,2,12H2,1H3,(H2,21,23)

InChI Key

YKLMGKWXBLSKPK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenol ether
Phenoxy compound
Aryl thioether
Thiophenol ether
Alkyl aryl ether
Phenol
Alkylarylthioether
Monocyclic benzene moiety
Sulfenyl compound
Thioether
Nitrile
Carbonitrile
Ether
Carboximidic acid derivative
Carboximidic acid
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	3.54	ALOGPS
logP	3.29	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.34 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	100.55 m³·mol⁻¹	ChemAxon
Polarizability	38.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	179.986	30932474
DeepCCS	[M-H]-	177.628	30932474
DeepCCS	[M-2H]-	211.857	30932474
DeepCCS	[M+Na]+	187.16	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TMS,isomer #1	CCOC1=CC(C=C(C#N)C(N)=O)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	3309.4	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TMS,isomer #1	CCOC1=CC(C=C(C#N)C(N)=O)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	2689.3	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TMS,isomer #1	CCOC1=CC(C=C(C#N)C(N)=O)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	4493.5	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	3323.8	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	2808.7	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	4372.8	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	3312.3	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	2796.5	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	4019.9	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	3273.1	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	2617.3	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	4155.2	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,3TMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	3263.1	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,3TMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	2503.8	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,3TMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C	3844.1	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(N)=O)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	3514.5	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(N)=O)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	2919.3	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(N)=O)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	4555.5	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TBDMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	3513.2	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TBDMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	3045.2	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,1TBDMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	4402.3	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	3664.8	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	3235.3	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	4166.0	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TBDMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	3673.8	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TBDMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	3009.6	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,2TBDMS,isomer #2	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O	4205.2	Standard polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,3TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	3859.5	Semi standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,3TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	3022.9	Standard non polar	33892256
2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide,3TBDMS,isomer #1	CCOC1=CC(C=C(C#N)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(CSC2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	4038.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-02di-1179000000-4da05763bbe97aec9859	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide 10V, Positive-QTOF	splash10-054k-0095000000-606204ffb03dacdf1070	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide 20V, Positive-QTOF	splash10-02vj-0293000000-67ac864a818ac1d611e9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide 40V, Positive-QTOF	splash10-03fr-7941000000-488a4a8270a5661c79ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide 10V, Negative-QTOF	splash10-00kf-0191000000-e173179d9c5909c0c383	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide 20V, Negative-QTOF	splash10-0a4i-0930000000-43bbec35e0e221a4870a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide 40V, Negative-QTOF	splash10-0a4i-2981000000-217fd66f9ba4da88cc14	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

5086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5276

PDB ID

Not Available

ChEBI ID

92896

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 2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide (HMDB0248195)

MOL for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

3D MOL for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

3D SDF for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

3D-SDF for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

PDB for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

3D PDB for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

SMILES for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

INCHI for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

Structure for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

3D Structure for HMDB0248195 (2-Cyano-3-[3-ethoxy-4-hydroxy-5-[(phenylthio)methyl]phenyl]-2-propenamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra