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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:30 UTC

Update Date

2022-03-07 02:52:06 UTC

HMDB ID

HMDB0029297

Secondary Accession Numbers

HMDB29297

Metabolite Identification

Common Name

Avenanthramide A2

Description

Avenanthramide A2 belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. Based on a literature review very few articles have been published on Avenanthramide A2.

Structure

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


  Mrv0541 02241212132D          

 26 27  0  0  0  0            999 V2000
   -4.3607    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318   -0.0884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173    1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    0.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897    1.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607    2.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    2.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  2  0  0  0  0
 11 13  1  0  0  0  0
 12 16  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
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  8 20  2  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  0  0  0  0
  2 23  1  0  0  0  0
  1 24  1  0  0  0  0
 21 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0029297
     RDKit          3D
Avenanthramide A2
 45 46  0  0  0  0  0  0  0  0999 V2000
    6.7206    0.3105    2.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7750   -0.6329    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6481   -0.9730    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4189   -0.4206    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -0.7743   -0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9972   -0.1596    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802   -0.4246   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010    0.2230   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3505    1.0412    0.8713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -0.1067   -0.7816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8652    0.4020   -0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1446    1.3023    0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252    1.8020    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7083    2.6989    1.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473    3.1087    2.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4094    1.3681   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7040    1.8751   -0.0297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1464    0.4807   -1.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.0264   -1.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697   -0.9609   -2.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -0.4650   -3.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591   -2.2360   -2.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4981   -1.7079   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7210   -2.2870   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8076   -1.9142   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0309   -2.4970   -0.8296 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3628   -0.1358    3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7232    0.7462    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656    1.1885    1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2933    0.3082    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9445    0.5761    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -1.1461   -1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936   -0.8429   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069    1.6658    1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1153    2.2254    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949    3.6811    1.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544    3.6997    3.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4566    1.5802   -0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9485    0.1506   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420   -1.0756   -2.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176   -1.0817   -4.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2420   -2.3535   -1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -2.0233   -1.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8280   -3.0183   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1497   -3.1708   -1.5471 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 19 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
 10 33  1  0
 12 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 26 45  1  0
M  END


  Mrv0541 02241212132D          

 26 27  0  0  0  0            999 V2000
   -4.3607    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318   -0.0884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173    1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    0.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695   -1.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897    1.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607    2.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462    2.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  2  0  0  0  0
 11 13  1  0  0  0  0
 12 16  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
  4 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  8 20  2  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  0  0  0  0
  2 23  1  0  0  0  0
  1 24  1  0  0  0  0
 21 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029297

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(\C=C\C(=O)NC2=CC(OC)=C(O)C=C2C(O)O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO7/c1-25-15-7-10(3-5-13(15)20)4-6-17(22)19-12-9-16(26-2)14(21)8-11(12)18(23)24/h3-9,18,20-21,23-24H,1-2H3,(H,19,22)/b6-4+

> <INCHI_KEY>
PESXZYVWZYEQPY-GQCTYLIASA-N

> <FORMULA>
C18H19NO7

> <MOLECULAR_WEIGHT>
361.346

> <EXACT_MASS>
361.116151967

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
36.75627837638764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[2-(dihydroxymethyl)-4-hydroxy-5-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

> <ALOGPS_LOGP>
1.25

> <JCHEM_LOGP>
1.5163412739999993

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.083458241453876

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.461173489802704

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6949051077871

> <JCHEM_POLAR_SURFACE_AREA>
128.48000000000002

> <JCHEM_REFRACTIVITY>
96.0712

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[2-(dihydroxymethyl)-4-hydroxy-5-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029297
     RDKit          3D
Avenanthramide A2
 45 46  0  0  0  0  0  0  0  0999 V2000
    6.7206    0.3105    2.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7750   -0.6329    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6481   -0.9730    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4189   -0.4206    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -0.7743   -0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9972   -0.1596    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802   -0.4246   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010    0.2230   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3505    1.0412    0.8713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -0.1067   -0.7816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8652    0.4020   -0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1446    1.3023    0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252    1.8020    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7083    2.6989    1.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473    3.1087    2.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4094    1.3681   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7040    1.8751   -0.0297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1464    0.4807   -1.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.0264   -1.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697   -0.9609   -2.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -0.4650   -3.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591   -2.2360   -2.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4981   -1.7079   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7210   -2.2870   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8076   -1.9142   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0309   -2.4970   -0.8296 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3628   -0.1358    3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7232    0.7462    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656    1.1885    1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2933    0.3082    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9445    0.5761    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -1.1461   -1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936   -0.8429   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069    1.6658    1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1153    2.2254    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949    3.6811    1.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544    3.6997    3.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4566    1.5802   -0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9485    0.1506   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420   -1.0756   -2.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176   -1.0817   -4.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2420   -2.3535   -1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -2.0233   -1.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8280   -3.0183   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1497   -3.1708   -1.5471 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 19 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
 10 33  1  0
 12 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 26 45  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.140   2.915   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.474   2.145   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.474   0.605   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.140  -0.165   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.806   0.605   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.806   2.145   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -5.473  -0.165   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -4.139   0.605   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.805  -0.165   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.472   0.605   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.138  -0.165   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.196   0.605   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.138  -1.705   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.196  -2.475   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.529  -1.705   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.529  -0.165   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.140  -1.705   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.806  -2.475   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -9.474  -2.475   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.139   2.145   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.863   0.605   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.863  -2.475   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -10.807   2.915   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.140   4.455   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.197  -0.165   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.806   5.225   0.000  0.00  0.00           C+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    6    7                                                  
CONECT    6    1    5                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   16                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   12   15   21                                                  
CONECT   17    4   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    8                                                            
CONECT   21   16   25                                                       
CONECT   22   15                                                            
CONECT   23    2                                                            
CONECT   24    1   26                                                       
CONECT   25   21                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0029297
HETATM    1  C1  UNL     1       6.721   0.310   2.216  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.775  -0.633   1.178  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.648  -0.973   0.453  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.419  -0.421   0.695  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.284  -0.774  -0.048  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.997  -0.160   0.246  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.880  -0.425  -0.392  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.401   0.223  -0.059  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.351   1.041   0.871  1.00  0.00           O  
HETATM   10  N1  UNL     1      -1.558  -0.107  -0.782  1.00  0.00           N  
HETATM   11  C8  UNL     1      -2.865   0.402  -0.611  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.145   1.302   0.416  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.425   1.802   0.620  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.708   2.699   1.641  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.647   3.109   2.495  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.409   1.368  -0.239  1.00  0.00           C  
HETATM   17  O4  UNL     1      -6.704   1.875  -0.030  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.146   0.481  -1.255  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.858  -0.026  -1.467  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.670  -0.961  -2.599  1.00  0.00           C  
HETATM   21  O5  UNL     1      -4.378  -0.465  -3.716  1.00  0.00           O  
HETATM   22  O6  UNL     1      -4.159  -2.236  -2.302  1.00  0.00           O  
HETATM   23  C16 UNL     1       3.498  -1.708  -1.027  1.00  0.00           C  
HETATM   24  C17 UNL     1       4.721  -2.287  -1.301  1.00  0.00           C  
HETATM   25  C18 UNL     1       5.808  -1.914  -0.552  1.00  0.00           C  
HETATM   26  O7  UNL     1       7.031  -2.497  -0.830  1.00  0.00           O  
HETATM   27  H1  UNL     1       6.363  -0.136   3.166  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.723   0.746   2.443  1.00  0.00           H  
HETATM   29  H3  UNL     1       6.066   1.188   1.965  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.293   0.308   1.472  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.944   0.576   1.053  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.896  -1.146  -1.194  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.394  -0.843  -1.542  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.407   1.666   1.109  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.115   2.225   2.938  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.895   3.681   1.921  1.00  0.00           H  
HETATM   37  H11 UNL     1      -4.054   3.700   3.355  1.00  0.00           H  
HETATM   38  H12 UNL     1      -7.457   1.580  -0.640  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.949   0.151  -1.926  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.642  -1.076  -2.956  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.118  -1.082  -4.469  1.00  0.00           H  
HETATM   42  H16 UNL     1      -4.242  -2.353  -1.307  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.651  -2.023  -1.639  1.00  0.00           H  
HETATM   44  H18 UNL     1       4.828  -3.018  -2.086  1.00  0.00           H  
HETATM   45  H19 UNL     1       7.150  -3.171  -1.547  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   30
CONECT    5    6   23   23
CONECT    6    7    7   31
CONECT    7    8   32
CONECT    8    9    9   10
CONECT   10   11   33
CONECT   11   12   12   19
CONECT   12   13   34
CONECT   13   14   16   16
CONECT   14   15
CONECT   15   35   36   37
CONECT   16   17   18
CONECT   17   38
CONECT   18   19   19   39
CONECT   19   20
CONECT   20   21   22   40
CONECT   21   41
CONECT   22   42
CONECT   23   24   43
CONECT   24   25   25   44
CONECT   25   26
CONECT   26   45
END

HMDB0029297
     RDKit          3D
Avenanthramide A2
 45 46  0  0  0  0  0  0  0  0999 V2000
    6.7206    0.3105    2.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7750   -0.6329    1.1777 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6481   -0.9730    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4189   -0.4206    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -0.7743   -0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9972   -0.1596    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802   -0.4246   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010    0.2230   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3505    1.0412    0.8713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -0.1067   -0.7816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8652    0.4020   -0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1446    1.3023    0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252    1.8020    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7083    2.6989    1.6411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473    3.1087    2.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4094    1.3681   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7040    1.8751   -0.0297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1464    0.4807   -1.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.0264   -1.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697   -0.9609   -2.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -0.4650   -3.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1591   -2.2360   -2.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4981   -1.7079   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7210   -2.2870   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8076   -1.9142   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0309   -2.4970   -0.8296 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3628   -0.1358    3.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7232    0.7462    2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656    1.1885    1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2933    0.3082    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9445    0.5761    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -1.1461   -1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936   -0.8429   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4069    1.6658    1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1153    2.2254    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949    3.6811    1.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544    3.6997    3.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4566    1.5802   -0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9485    0.1506   -1.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420   -1.0756   -2.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1176   -1.0817   -4.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2420   -2.3535   -1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6508   -2.0233   -1.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8280   -3.0183   -2.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1497   -3.1708   -1.5471 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 19 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
 10 33  1  0
 12 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 26 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[4'-Hydroxy-3'-methoxy-(e)-cinnamoyl]-5-hydroxy-4-methoxyanthranilic acid	HMDB
(2E)-N-[2-(Dihydroxymethyl)-4-hydroxy-5-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enimidate	HMDB

Chemical Formula

C₁₈H₁₉NO₇

Average Molecular Weight

361.346

Monoisotopic Molecular Weight

361.116151967

IUPAC Name

(2E)-N-[2-(dihydroxymethyl)-4-hydroxy-5-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

Traditional Name

(2E)-N-[2-(dihydroxymethyl)-4-hydroxy-5-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(\C=C\C(=O)NC2=CC(OC)=C(O)C=C2C(O)O)=C1

InChI Identifier

InChI=1S/C18H19NO7/c1-25-15-7-10(3-5-13(15)20)4-6-17(22)19-12-9-16(26-2)14(21)8-11(12)18(23)24/h3-9,18,20-21,23-24H,1-2H3,(H,19,22)/b6-4+

InChI Key

PESXZYVWZYEQPY-GQCTYLIASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Cinnamic acid amide
Hydroxycinnamic acid or derivatives
Methoxyphenol
Anilide
Methoxyaniline
Anisole
Phenoxy compound
Phenol ether
Styrene
N-arylamide
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic alcohol
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0029297)

Cellular substructure

Extracellular (HMDB: HMDB0029297)
Cytoplasm (HMDB: HMDB0029297)

Source

Endogenous

Endogenous (HMDB: HMDB0029297)

Plant

Plant (HMDB: HMDB0029297)

Exogenous

Food

Food (HMDB: HMDB0029297)

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
Water Solubility	0.13 g/L	ALOGPS
logP	1.25	ALOGPS
logP	1.52	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.48 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.07 m³·mol⁻¹	ChemAxon
Polarizability	36.76 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]+	189.631	30932474
DeepCCS	[M-H]-	187.273	30932474
DeepCCS	[M-2H]-	221.502	30932474
DeepCCS	[M+Na]+	196.973	30932474
AllCCS	[M+H]+	185.3	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	188.1	32859911
AllCCS	[M+Na]+	188.9	32859911
AllCCS	[M-H]-	184.1	32859911
AllCCS	[M+Na-2H]-	184.2	32859911
AllCCS	[M+HCOO]-	184.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Avenanthramide A2	COC1=C(O)C=CC(\C=C\C(=O)NC2=CC(OC)=C(O)C=C2C(O)O)=C1	5196.1	Standard polar	33892256
Avenanthramide A2	COC1=C(O)C=CC(\C=C\C(=O)NC2=CC(OC)=C(O)C=C2C(O)O)=C1	3423.6	Standard non polar	33892256
Avenanthramide A2	COC1=C(O)C=CC(\C=C\C(=O)NC2=CC(OC)=C(O)C=C2C(O)O)=C1	3718.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Avenanthramide A2,1TMS,isomer #1	COC1=CC(NC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=C(C(O)O)C=C1O	3612.6	Semi standard non polar	33892256
Avenanthramide A2,1TMS,isomer #2	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O)O)=CC=C1O	3614.4	Semi standard non polar	33892256
Avenanthramide A2,1TMS,isomer #3	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O)C=C2C(O)O[Si](C)(C)C)=CC=C1O	3589.7	Semi standard non polar	33892256
Avenanthramide A2,1TMS,isomer #4	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O)C=C2C(O)O)[Si](C)(C)C)=CC=C1O	3421.0	Semi standard non polar	33892256
Avenanthramide A2,2TMS,isomer #1	COC1=CC(NC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=C(C(O)O[Si](C)(C)C)C=C1O	3549.1	Semi standard non polar	33892256
Avenanthramide A2,2TMS,isomer #2	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O)O)=CC=C1O[Si](C)(C)C	3554.4	Semi standard non polar	33892256
Avenanthramide A2,2TMS,isomer #3	COC1=CC(N(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)[Si](C)(C)C)=C(C(O)O)C=C1O	3331.4	Semi standard non polar	33892256
Avenanthramide A2,2TMS,isomer #4	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O)O[Si](C)(C)C)=CC=C1O	3532.1	Semi standard non polar	33892256
Avenanthramide A2,2TMS,isomer #5	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O)O)[Si](C)(C)C)=CC=C1O	3316.5	Semi standard non polar	33892256
Avenanthramide A2,2TMS,isomer #6	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O)C=C2C(O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3507.3	Semi standard non polar	33892256
Avenanthramide A2,2TMS,isomer #7	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O)C=C2C(O)O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O	3275.2	Semi standard non polar	33892256
Avenanthramide A2,3TMS,isomer #1	COC1=CC(NC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=C(C(O[Si](C)(C)C)O[Si](C)(C)C)C=C1O	3496.2	Semi standard non polar	33892256
Avenanthramide A2,3TMS,isomer #2	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3512.7	Semi standard non polar	33892256
Avenanthramide A2,3TMS,isomer #3	COC1=CC(N(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)[Si](C)(C)C)=C(C(O)O[Si](C)(C)C)C=C1O	3242.5	Semi standard non polar	33892256
Avenanthramide A2,3TMS,isomer #4	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O)O)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3281.9	Semi standard non polar	33892256
Avenanthramide A2,3TMS,isomer #5	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3482.8	Semi standard non polar	33892256
Avenanthramide A2,3TMS,isomer #6	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O)O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O	3219.0	Semi standard non polar	33892256
Avenanthramide A2,3TMS,isomer #7	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O)C=C2C(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O	3209.0	Semi standard non polar	33892256
Avenanthramide A2,4TMS,isomer #1	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3479.2	Semi standard non polar	33892256
Avenanthramide A2,4TMS,isomer #2	COC1=CC(N(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)[Si](C)(C)C)=C(C(O[Si](C)(C)C)O[Si](C)(C)C)C=C1O	3227.6	Semi standard non polar	33892256
Avenanthramide A2,4TMS,isomer #3	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O)O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3236.5	Semi standard non polar	33892256
Avenanthramide A2,4TMS,isomer #4	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O	3203.5	Semi standard non polar	33892256
Avenanthramide A2,5TMS,isomer #1	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3242.6	Semi standard non polar	33892256
Avenanthramide A2,5TMS,isomer #1	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3150.2	Standard non polar	33892256
Avenanthramide A2,1TBDMS,isomer #1	COC1=CC(NC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=C(C(O)O)C=C1O	3885.5	Semi standard non polar	33892256
Avenanthramide A2,1TBDMS,isomer #2	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O)O)=CC=C1O	3883.2	Semi standard non polar	33892256
Avenanthramide A2,1TBDMS,isomer #3	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O)C=C2C(O)O[Si](C)(C)C(C)(C)C)=CC=C1O	3875.6	Semi standard non polar	33892256
Avenanthramide A2,1TBDMS,isomer #4	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O)C=C2C(O)O)[Si](C)(C)C(C)(C)C)=CC=C1O	3724.5	Semi standard non polar	33892256
Avenanthramide A2,2TBDMS,isomer #1	COC1=CC(NC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=C(C(O)O[Si](C)(C)C(C)(C)C)C=C1O	4083.5	Semi standard non polar	33892256
Avenanthramide A2,2TBDMS,isomer #2	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O)O)=CC=C1O[Si](C)(C)C(C)(C)C	4080.1	Semi standard non polar	33892256
Avenanthramide A2,2TBDMS,isomer #3	COC1=CC(N(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)[Si](C)(C)C(C)(C)C)=C(C(O)O)C=C1O	3913.0	Semi standard non polar	33892256
Avenanthramide A2,2TBDMS,isomer #4	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O)O[Si](C)(C)C(C)(C)C)=CC=C1O	4060.3	Semi standard non polar	33892256
Avenanthramide A2,2TBDMS,isomer #5	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O)O)[Si](C)(C)C(C)(C)C)=CC=C1O	3897.3	Semi standard non polar	33892256
Avenanthramide A2,2TBDMS,isomer #6	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O)C=C2C(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	4057.4	Semi standard non polar	33892256
Avenanthramide A2,2TBDMS,isomer #7	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O)C=C2C(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	3875.3	Semi standard non polar	33892256
Avenanthramide A2,3TBDMS,isomer #1	COC1=CC(NC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=C(C(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1O	4250.7	Semi standard non polar	33892256
Avenanthramide A2,3TBDMS,isomer #2	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4251.1	Semi standard non polar	33892256
Avenanthramide A2,3TBDMS,isomer #3	COC1=CC(N(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)[Si](C)(C)C(C)(C)C)=C(C(O)O[Si](C)(C)C(C)(C)C)C=C1O	4038.5	Semi standard non polar	33892256
Avenanthramide A2,3TBDMS,isomer #4	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O)O)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4053.2	Semi standard non polar	33892256
Avenanthramide A2,3TBDMS,isomer #5	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	4219.7	Semi standard non polar	33892256
Avenanthramide A2,3TBDMS,isomer #6	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	4005.6	Semi standard non polar	33892256
Avenanthramide A2,3TBDMS,isomer #7	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O)C=C2C(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	3985.5	Semi standard non polar	33892256
Avenanthramide A2,4TBDMS,isomer #1	COC1=CC(/C=C/C(=O)NC2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4366.5	Semi standard non polar	33892256
Avenanthramide A2,4TBDMS,isomer #2	COC1=CC(N(C(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)[Si](C)(C)C(C)(C)C)=C(C(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1O	4163.5	Semi standard non polar	33892256
Avenanthramide A2,4TBDMS,isomer #3	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4171.1	Semi standard non polar	33892256
Avenanthramide A2,4TBDMS,isomer #4	COC1=CC(/C=C/C(=O)N(C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	4125.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Avenanthramide A2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kp-0908000000-6672b52c11cb13e46f20	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Avenanthramide A2 GC-MS (4 TMS) - 70eV, Positive	splash10-01qi-1021149000-8fc98f67cab61ff4ebd6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Avenanthramide A2 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 - Avenanthramide A2 10V, Positive-QTOF	splash10-03ec-0709000000-2906ffab4aac65dcf04c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 20V, Positive-QTOF	splash10-00lr-0902000000-d6f17d7423b77b67f403	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 40V, Positive-QTOF	splash10-014i-0900000000-7f456bd0dc1988cad152	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 10V, Negative-QTOF	splash10-03di-0119000000-1c1b1ff826ca53381875	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 20V, Negative-QTOF	splash10-03dj-0789000000-f5d7ec72976d57ae7bea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 40V, Negative-QTOF	splash10-00lf-1910000000-54ee91275f21b88b2236	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 10V, Positive-QTOF	splash10-03di-0009000000-74f230bf0aaddad5334c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 20V, Positive-QTOF	splash10-03di-0209000000-8672bdfd75621e6b5340	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 40V, Positive-QTOF	splash10-0571-2941000000-9cb3126ba89bf252aac2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 10V, Negative-QTOF	splash10-03di-0019000000-daf659ff8bf5b55ef598	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 20V, Negative-QTOF	splash10-052b-0389000000-a02f8e45ce50699bf8e3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide A2 40V, Negative-QTOF	splash10-0a5j-0694000000-9ab30e37091fe6533664	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

558

FooDB ID

FDB000303

KNApSAcK ID

Not Available

Chemspider ID

30776766

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750842

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
(). Dimberg LH, Theander O, Lingnert H: Avenanthramides - A group of phenolic antioxidants in oats. Cereal Chemistry. 1993 Nov-Dec;70(6):637-641 [Structure] [Isolation]. .

Showing metabocard for Avenanthramide A2 (HMDB0029297)

MOL for HMDB0029297 (Avenanthramide A2)

3D MOL for HMDB0029297 (Avenanthramide A2)

3D SDF for HMDB0029297 (Avenanthramide A2)

3D-SDF for HMDB0029297 (Avenanthramide A2)

PDB for HMDB0029297 (Avenanthramide A2)

3D PDB for HMDB0029297 (Avenanthramide A2)

SMILES for HMDB0029297 (Avenanthramide A2)

INCHI for HMDB0029297 (Avenanthramide A2)

Structure for HMDB0029297 (Avenanthramide A2)

3D Structure for HMDB0029297 (Avenanthramide A2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra