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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:55:28 UTC

Update Date

2022-03-07 02:53:37 UTC

HMDB ID

HMDB0033211

Secondary Accession Numbers

HMDB33211

Metabolite Identification

Common Name

Avenanthramide 2

Description

Avenanthramide 2 belongs to the class of organic compounds known as avenanthramides. These are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferulic, caffeic, or p-coumaric acid) and anthranilic acid. Avenanthramide 2 has been detected, but not quantified in, a few different foods, such as breakfast cereal, cereals and cereal products, and oats (Avena sativa). This could make avenanthramide 2 a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Avenanthramide 2.

Structure

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


  Mrv0541 05061306592D          

 26 27  0  0  0  0            999 V2000
    2.1434    4.5375    0.0000 C   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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.8579    0.0000    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
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  5  1  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16  9  1  0  0  0  0
 16 14  2  0  0  0  0
 17  6  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  2  0  0  0  0
 24 18  1  0  0  0  0
 25  1  1  0  0  0  0
 25 15  1  0  0  0  0
 26  2  1  0  0  0  0
 26 16  1  0  0  0  0
M  END

HMDB0033211
     RDKit          3D
Avenanthramide 2
 43 44  0  0  0  0  0  0  0  0999 V2000
    5.6147   -0.4825    1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -1.6549    1.4657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676   -1.8190    1.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8197   -0.7763    0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767   -0.8662    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.2231    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    1.3858   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    2.5388   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    3.6903   -1.2013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    2.6358   -1.1635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7887    1.7698   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    0.8715   -2.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2895    0.0333   -1.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6748   -0.8338   -2.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162   -0.9344   -4.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071    0.0511   -0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0885   -0.8114   -0.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    0.9188    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5444    1.7567    0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1611    2.6640    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1732    3.4540    1.1101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    2.6740    2.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -2.0503    0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -3.1085    1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -2.9910    1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7080   -4.0091    2.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4303    0.3652    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744   -0.1325    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7021   -0.6918    1.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715    0.1126    0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078    0.0592   -0.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165    1.4783   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8447    3.9455   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6186    0.8932   -2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9419   -1.1441   -3.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5220   -1.6818   -4.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0739    0.1015   -4.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072   -0.7909    0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2161    0.9010    1.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161    3.3662    2.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.1707    0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1246   -4.0380    1.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136   -4.9024    2.4516 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  1  0
  8 10  2  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  2  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
  9 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
 22 40  1  0
 23 41  1  0
 24 42  1  0
 26 43  1  0
M  END


  Mrv0541 05061306592D          

 26 27  0  0  0  0            999 V2000
    2.1434    4.5375    0.0000 C   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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.8579    0.0000    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
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  5  1  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16  9  1  0  0  0  0
 16 14  2  0  0  0  0
 17  6  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  2  0  0  0  0
 24 18  1  0  0  0  0
 25  1  1  0  0  0  0
 25 15  1  0  0  0  0
 26  2  1  0  0  0  0
 26 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033211

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(\C=C\C(\O)=N/C2=CC(OC)=C(O)C=C2C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO7/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/h3-9,20-21H,1-2H3,(H,19,22)(H,23,24)/b6-4+

> <INCHI_KEY>
YDAKMIMUVCLFIN-GQCTYLIASA-N

> <FORMULA>
C18H17NO7

> <MOLECULAR_WEIGHT>
359.3301

> <EXACT_MASS>
359.100501903

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
35.46566250199867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-[(E)-[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino]-4-methoxybenzoic acid

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
1.9136379159850094

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.097989545682328

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.00926195289370213

> <JCHEM_PKA_STRONGEST_BASIC>
15.038742257828256

> <JCHEM_POLAR_SURFACE_AREA>
128.81

> <JCHEM_REFRACTIVITY>
96.2367

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-[(E)-[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino]-4-methoxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033211
     RDKit          3D
Avenanthramide 2
 43 44  0  0  0  0  0  0  0  0999 V2000
    5.6147   -0.4825    1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -1.6549    1.4657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676   -1.8190    1.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8197   -0.7763    0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767   -0.8662    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.2231    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    1.3858   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    2.5388   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    3.6903   -1.2013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    2.6358   -1.1635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7887    1.7698   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    0.8715   -2.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2895    0.0333   -1.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6748   -0.8338   -2.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162   -0.9344   -4.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071    0.0511   -0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0885   -0.8114   -0.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    0.9188    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5444    1.7567    0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1611    2.6640    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1732    3.4540    1.1101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    2.6740    2.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -2.0503    0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -3.1085    1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -2.9910    1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7080   -4.0091    2.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4303    0.3652    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744   -0.1325    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7021   -0.6918    1.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715    0.1126    0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078    0.0592   -0.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165    1.4783   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8447    3.9455   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6186    0.8932   -2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9419   -1.1441   -3.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5220   -1.6818   -4.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0739    0.1015   -4.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072   -0.7909    0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2161    0.9010    1.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161    3.3662    2.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.1707    0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1246   -4.0380    1.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136   -4.9024    2.4516 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  1  0
  8 10  2  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  2  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
  9 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
 22 40  1  0
 23 41  1  0
 24 42  1  0
 26 43  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3    5   10                                                       
CONECT    4    6   10                                                       
CONECT    5    3   13                                                       
CONECT    6    4   17                                                       
CONECT    7   10   15                                                       
CONECT    8   11   14                                                       
CONECT    9   12   16                                                       
CONECT   10    3    4    7                                                  
CONECT   11    8   12   18                                                  
CONECT   12    9   11   19                                                  
CONECT   13    5   15   20                                                  
CONECT   14    8   16   21                                                  
CONECT   15    7   13   25                                                  
CONECT   16    9   14   26                                                  
CONECT   17    6   19   22                                                  
CONECT   18   11   23   24                                                  
CONECT   19   12   17                                                       
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   18                                                            
CONECT   25    1   15                                                       
CONECT   26    2   16                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0033211
HETATM    1  C1  UNL     1       5.615  -0.483   1.126  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.932  -1.655   1.466  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.568  -1.819   1.296  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.820  -0.776   0.762  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.477  -0.866   0.568  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.651   0.223   0.007  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.107   1.386  -0.358  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.454   2.539  -0.913  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.304   3.690  -1.201  1.00  0.00           O  
HETATM   10  N1  UNL     1      -0.753   2.636  -1.164  1.00  0.00           N  
HETATM   11  C8  UNL     1      -1.789   1.770  -1.017  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.214   0.872  -2.006  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.289   0.033  -1.843  1.00  0.00           C  
HETATM   14  O3  UNL     1      -3.675  -0.834  -2.837  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.016  -0.934  -4.088  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.007   0.051  -0.664  1.00  0.00           C  
HETATM   17  O4  UNL     1      -5.089  -0.811  -0.538  1.00  0.00           O  
HETATM   18  C13 UNL     1      -3.622   0.919   0.332  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.544   1.757   0.165  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.161   2.664   1.232  1.00  0.00           C  
HETATM   21  O5  UNL     1      -1.173   3.454   1.110  1.00  0.00           O  
HETATM   22  O6  UNL     1      -2.884   2.674   2.414  1.00  0.00           O  
HETATM   23  C16 UNL     1       0.869  -2.050   0.924  1.00  0.00           C  
HETATM   24  C17 UNL     1       1.582  -3.109   1.458  1.00  0.00           C  
HETATM   25  C18 UNL     1       2.950  -2.991   1.646  1.00  0.00           C  
HETATM   26  O7  UNL     1       3.708  -4.009   2.172  1.00  0.00           O  
HETATM   27  H1  UNL     1       5.430   0.365   1.802  1.00  0.00           H  
HETATM   28  H2  UNL     1       5.374  -0.132   0.092  1.00  0.00           H  
HETATM   29  H3  UNL     1       6.702  -0.692   1.152  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.371   0.113   0.510  1.00  0.00           H  
HETATM   31  H5  UNL     1      -0.408   0.059  -0.117  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.216   1.478  -0.199  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.845   3.946  -0.361  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.619   0.893  -2.918  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.942  -1.144  -3.909  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.522  -1.682  -4.716  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.074   0.102  -4.531  1.00  0.00           H  
HETATM   38  H12 UNL     1      -5.607  -0.791   0.331  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.216   0.901   1.246  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.616   3.366   2.562  1.00  0.00           H  
HETATM   41  H15 UNL     1      -0.193  -2.171   0.789  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.125  -4.038   1.742  1.00  0.00           H  
HETATM   43  H17 UNL     1       3.314  -4.902   2.452  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   10   10
CONECT    9   33
CONECT   10   11
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   21   22
CONECT   22   40
CONECT   23   24   41
CONECT   24   25   25   42
CONECT   25   26
CONECT   26   43
END

HMDB0033211
     RDKit          3D
Avenanthramide 2
 43 44  0  0  0  0  0  0  0  0999 V2000
    5.6147   -0.4825    1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -1.6549    1.4657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676   -1.8190    1.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8197   -0.7763    0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767   -0.8662    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.2231    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    1.3858   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    2.5388   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    3.6903   -1.2013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    2.6358   -1.1635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7887    1.7698   -1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    0.8715   -2.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2895    0.0333   -1.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6748   -0.8338   -2.8366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162   -0.9344   -4.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071    0.0511   -0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0885   -0.8114   -0.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    0.9188    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5444    1.7567    0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1611    2.6640    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1732    3.4540    1.1101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    2.6740    2.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -2.0503    0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -3.1085    1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -2.9910    1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7080   -4.0091    2.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4303    0.3652    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744   -0.1325    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7021   -0.6918    1.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3715    0.1126    0.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078    0.0592   -0.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2165    1.4783   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8447    3.9455   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6186    0.8932   -2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9419   -1.1441   -3.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5220   -1.6818   -4.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0739    0.1015   -4.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072   -0.7909    0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2161    0.9010    1.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161    3.3662    2.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.1707    0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1246   -4.0380    1.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136   -4.9024    2.4516 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  1  0
  8 10  2  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  2  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
  9 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
 22 40  1  0
 23 41  1  0
 24 42  1  0
 26 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-2-{[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino}-4-methoxybenzoate	HMDB

Chemical Formula

C₁₈H₁₇NO₇

Average Molecular Weight

359.3301

Monoisotopic Molecular Weight

359.100501903

IUPAC Name

5-hydroxy-2-[(E)-[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino]-4-methoxybenzoic acid

Traditional Name

5-hydroxy-2-[(E)-[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino]-4-methoxybenzoic acid

CAS Registry Number

154992-25-3

SMILES

COC1=C(O)C=CC(\C=C\C(\O)=N/C2=CC(OC)=C(O)C=C2C(O)=O)=C1

InChI Identifier

InChI=1S/C18H17NO7/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/h3-9,20-21H,1-2H3,(H,19,22)(H,23,24)/b6-4+

InChI Key

YDAKMIMUVCLFIN-GQCTYLIASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as avenanthramides. These are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferulic, caffeic, or p-coumaric acid) and anthranilic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Avenanthramides

Alternative Parents

Substituents

Avenanthramide
N-cinnamoylanthranilic acid
Acylaminobenzoic acid or derivatives
Cinnamic acid amide
P-methoxybenzoic acid or derivatives
Hydroxybenzoic acid
Methoxyphenol
Benzoic acid or derivatives
Benzoic acid
Anilide
Methoxyaniline
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Styrene
N-arylamide
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous amide
Secondary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033211)

Cellular substructure

Membrane (HMDB: HMDB0033211)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033211)

Source

Exogenous

Food

Food (HMDB: HMDB0033211)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Oat (FooDB: FOOD00022)

Cereals and cereal products (FooDB: FOOD00858)

Endogenous

Plant

Plant (HMDB: HMDB0033211)
Poaceae (HMDB: HMDB0033211)

Not Available

Nutrient (HMDB: HMDB0033211)

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	0.039 g/L	ALOGPS
logP	2.31	ALOGPS
logP	1.91	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	-0.0093	ChemAxon
pKa (Strongest Basic)	15.04	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	128.81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.24 m³·mol⁻¹	ChemAxon
Polarizability	35.47 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]+	194.983	30932474
DeepCCS	[M-H]-	192.625	30932474
DeepCCS	[M-2H]-	226.352	30932474
DeepCCS	[M+Na]+	201.693	30932474
AllCCS	[M+H]+	183.6	32859911
AllCCS	[M+H-H2O]+	180.6	32859911
AllCCS	[M+NH4]+	186.5	32859911
AllCCS	[M+Na]+	187.3	32859911
AllCCS	[M-H]-	183.6	32859911
AllCCS	[M+Na-2H]-	183.3	32859911
AllCCS	[M+HCOO]-	183.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Avenanthramide 2	COC1=C(O)C=CC(\C=C\C(\O)=N/C2=CC(OC)=C(O)C=C2C(O)=O)=C1	5530.0	Standard polar	33892256
Avenanthramide 2	COC1=C(O)C=CC(\C=C\C(\O)=N/C2=CC(OC)=C(O)C=C2C(O)=O)=C1	3460.8	Standard non polar	33892256
Avenanthramide 2	COC1=C(O)C=CC(\C=C\C(\O)=N/C2=CC(OC)=C(O)C=C2C(O)=O)=C1	3548.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Avenanthramide 2,1TMS,isomer #1	COC1=CC(/N=C(O)\C=C\C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=C(C(=O)O)C=C1O	3445.9	Semi standard non polar	33892256
Avenanthramide 2,1TMS,isomer #2	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O)C=C2C(=O)O)O[Si](C)(C)C)=CC=C1O	3404.7	Semi standard non polar	33892256
Avenanthramide 2,1TMS,isomer #3	COC1=CC(/C=C/C(O)=N\C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(=O)O)=CC=C1O	3433.4	Semi standard non polar	33892256
Avenanthramide 2,1TMS,isomer #4	COC1=CC(/C=C/C(O)=N\C2=CC(OC)=C(O)C=C2C(=O)O[Si](C)(C)C)=CC=C1O	3433.2	Semi standard non polar	33892256
Avenanthramide 2,2TMS,isomer #1	COC1=CC(/N=C(\C=C\C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=C(C(=O)O)C=C1O	3292.5	Semi standard non polar	33892256
Avenanthramide 2,2TMS,isomer #2	COC1=CC(/N=C(O)\C=C\C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=C(C(=O)O[Si](C)(C)C)C=C1O	3312.8	Semi standard non polar	33892256
Avenanthramide 2,2TMS,isomer #3	COC1=CC(/C=C/C(O)=N\C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(=O)O)=CC=C1O[Si](C)(C)C	3349.7	Semi standard non polar	33892256
Avenanthramide 2,2TMS,isomer #4	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(=O)O)O[Si](C)(C)C)=CC=C1O	3291.5	Semi standard non polar	33892256
Avenanthramide 2,2TMS,isomer #5	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O)C=C2C(=O)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3292.3	Semi standard non polar	33892256
Avenanthramide 2,2TMS,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)=CC=C1O	3294.5	Semi standard non polar	33892256
Avenanthramide 2,3TMS,isomer #1	COC1=CC(/N=C(\C=C\C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=C(C(=O)O[Si](C)(C)C)C=C1O	3259.2	Semi standard non polar	33892256
Avenanthramide 2,3TMS,isomer #2	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(=O)O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3251.2	Semi standard non polar	33892256
Avenanthramide 2,3TMS,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)=CC=C1O[Si](C)(C)C	3252.6	Semi standard non polar	33892256
Avenanthramide 2,3TMS,isomer #4	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(=O)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	3231.8	Semi standard non polar	33892256
Avenanthramide 2,4TMS,isomer #1	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O[Si](C)(C)C)C=C2C(=O)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3250.0	Semi standard non polar	33892256
Avenanthramide 2,1TBDMS,isomer #1	COC1=CC(/N=C(O)\C=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)=C(C(=O)O)C=C1O	3733.3	Semi standard non polar	33892256
Avenanthramide 2,1TBDMS,isomer #2	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O)C=C2C(=O)O)O[Si](C)(C)C(C)(C)C)=CC=C1O	3721.5	Semi standard non polar	33892256
Avenanthramide 2,1TBDMS,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)=CC=C1O	3715.8	Semi standard non polar	33892256
Avenanthramide 2,1TBDMS,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	3705.2	Semi standard non polar	33892256
Avenanthramide 2,2TBDMS,isomer #1	COC1=CC(/N=C(\C=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=C(C(=O)O)C=C1O	3909.5	Semi standard non polar	33892256
Avenanthramide 2,2TBDMS,isomer #2	COC1=CC(/N=C(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	3875.1	Semi standard non polar	33892256
Avenanthramide 2,2TBDMS,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)=CC=C1O[Si](C)(C)C(C)(C)C	3915.5	Semi standard non polar	33892256
Avenanthramide 2,2TBDMS,isomer #4	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)O)O[Si](C)(C)C(C)(C)C)=CC=C1O	3908.2	Semi standard non polar	33892256
Avenanthramide 2,2TBDMS,isomer #5	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O)C=C2C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	3865.9	Semi standard non polar	33892256
Avenanthramide 2,2TBDMS,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)=CC=C1O	3855.6	Semi standard non polar	33892256
Avenanthramide 2,3TBDMS,isomer #1	COC1=CC(/N=C(\C=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C2)O[Si](C)(C)C(C)(C)C)=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C1O	4040.7	Semi standard non polar	33892256
Avenanthramide 2,3TBDMS,isomer #2	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)O)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4063.3	Semi standard non polar	33892256
Avenanthramide 2,3TBDMS,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)=CC=C1O[Si](C)(C)C(C)(C)C	4000.3	Semi standard non polar	33892256
Avenanthramide 2,3TBDMS,isomer #4	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O	4005.5	Semi standard non polar	33892256
Avenanthramide 2,4TBDMS,isomer #1	COC1=CC(/C=C/C(=N\C2=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C=C2C(=O)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	4175.3	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 2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-003u-0907000000-0279849a9e9c9d2a7b11	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Avenanthramide 2 GC-MS (4 TMS) - 70eV, Positive	splash10-001i-1001059000-4d874495a74cac7fcc6e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Avenanthramide 2 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 2 10V, Positive-QTOF	splash10-01q9-0809000000-91a008b2397bd48be24c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 20V, Positive-QTOF	splash10-001i-0902000000-aaff9d3cb135f041c337	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 40V, Positive-QTOF	splash10-001i-1900000000-100b98c607343f7944f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 10V, Negative-QTOF	splash10-0bt9-0119000000-35d90acde5feadfa6e42	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 20V, Negative-QTOF	splash10-01ot-0789000000-15b574d67e887e0555f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 40V, Negative-QTOF	splash10-00li-1910000000-3f0e3b30ae91136e84d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 10V, Positive-QTOF	splash10-03di-0009000000-580a51ef11755b92494a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 20V, Positive-QTOF	splash10-03di-0409000000-efbda6129482639cc1a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 40V, Positive-QTOF	splash10-0571-2911000000-e4d1f78a9329df2b3efb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 10V, Negative-QTOF	splash10-0a4i-0029000000-ed93bb135cd49f0c84f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 20V, Negative-QTOF	splash10-0002-0696000000-c59c8c9ba033acb48822	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avenanthramide 2 40V, Negative-QTOF	splash10-0a59-0494000000-914a0ede09aeb2a4e0dc	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

Not Available

FooDB ID

FDB011224

KNApSAcK ID

C00054081

Chemspider ID

30776986

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101228785

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Avenanthramide 2 (HMDB0033211)

MOL for HMDB0033211 (Avenanthramide 2)

3D MOL for HMDB0033211 (Avenanthramide 2)

3D SDF for HMDB0033211 (Avenanthramide 2)

3D-SDF for HMDB0033211 (Avenanthramide 2)

PDB for HMDB0033211 (Avenanthramide 2)

3D PDB for HMDB0033211 (Avenanthramide 2)

SMILES for HMDB0033211 (Avenanthramide 2)

INCHI for HMDB0033211 (Avenanthramide 2)

Structure for HMDB0033211 (Avenanthramide 2)

3D Structure for HMDB0033211 (Avenanthramide 2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra