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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:02:57 UTC

Update Date

2022-03-07 02:56:59 UTC

HMDB ID

HMDB0041370

Secondary Accession Numbers

HMDB41370

Metabolite Identification

Common Name

Na-p-Hydroxycoumaroyltryptophan

Description

Na-p-Hydroxycoumaroyltryptophan belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Na-p-Hydroxycoumaroyltryptophan has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make na-p-hydroxycoumaroyltryptophan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Na-p-Hydroxycoumaroyltryptophan.

Structure

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


  Mrv0541 02241209232D          

 26 28  0  0  0  0            999 V2000
   -1.1722    1.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3486    1.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0529    0.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936    0.1815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3853    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    0.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658    1.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    1.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    2.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372    2.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    3.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372    1.4053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    2.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536    0.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -0.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -2.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -3.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  2  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

HMDB0041370
     RDKit          3D
Na-p-Hydroxycoumaroyltryptophan
 44 46  0  0  0  0  0  0  0  0999 V2000
    0.7538    0.4662   -1.4102 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035   -0.2796   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288   -0.3572   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4076    0.3506   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104    0.3161   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3050   -0.4675    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6740   -0.4828    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445    0.3084    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9209    0.3004    0.4552 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387    1.1018   -0.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6818    1.1188   -1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -1.0393    0.2110 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794   -0.9878   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410   -0.5535    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5019   -0.4693    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.3794    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6549   -0.9547    0.8340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598    0.2158    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4533    1.0551   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213    2.2015   -1.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6654    2.5332   -1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7767    1.6801   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1934    0.5160    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683   -2.2775   -0.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373   -3.2337   -0.7547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0483   -2.5161   -1.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791   -1.0175    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150    0.9742   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6882   -1.1141    1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0138   -1.1234    1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2051    0.9819    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6944    1.7280   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2918    1.7473   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -1.6730    0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3877   -0.2470   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270    0.4010    1.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8539   -1.3134    1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2968   -2.2910    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5630   -1.4387    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4977    0.8168   -0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6901    2.9067   -1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3224    3.4442   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171    1.8907   -0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578   -1.8383   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  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
 13 24  1  0
 24 25  2  0
 24 26  1  0
 11  5  1  0
 23 15  1  0
 23 18  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 26 44  1  0
M  END


  Mrv0541 02241209232D          

 26 28  0  0  0  0            999 V2000
   -1.1722    1.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3486    1.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0529    0.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936    0.1815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3853    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    0.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658    1.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    1.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    2.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372    2.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    3.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372    1.4053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    2.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536    0.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -0.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -2.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -3.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  2  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041370

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C(CC1=CNC2=C1C=CC=C2)NC(=O)\C=C\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N2O4/c23-15-8-5-13(6-9-15)7-10-19(24)22-18(20(25)26)11-14-12-21-17-4-2-1-3-16(14)17/h1-10,12,18,21,23H,11H2,(H,22,24)(H,25,26)/b10-7+

> <INCHI_KEY>
IDUPBPKKEQWWCP-JXMROGBWSA-N

> <FORMULA>
C20H18N2O4

> <MOLECULAR_WEIGHT>
350.3679

> <EXACT_MASS>
350.126657074

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.754104639747865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
3.0510903016666657

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.420072204558053

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.955435630674385

> <JCHEM_PKA_STRONGEST_BASIC>
0.7026415980971698

> <JCHEM_POLAR_SURFACE_AREA>
102.42

> <JCHEM_REFRACTIVITY>
98.0437

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041370
     RDKit          3D
Na-p-Hydroxycoumaroyltryptophan
 44 46  0  0  0  0  0  0  0  0999 V2000
    0.7538    0.4662   -1.4102 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035   -0.2796   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288   -0.3572   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4076    0.3506   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104    0.3161   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3050   -0.4675    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6740   -0.4828    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445    0.3084    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9209    0.3004    0.4552 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387    1.1018   -0.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6818    1.1188   -1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -1.0393    0.2110 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794   -0.9878   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410   -0.5535    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5019   -0.4693    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.3794    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6549   -0.9547    0.8340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598    0.2158    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4533    1.0551   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213    2.2015   -1.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6654    2.5332   -1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7767    1.6801   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1934    0.5160    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683   -2.2775   -0.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373   -3.2337   -0.7547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0483   -2.5161   -1.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791   -1.0175    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150    0.9742   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6882   -1.1141    1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0138   -1.1234    1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2051    0.9819    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6944    1.7280   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2918    1.7473   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -1.6730    0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3877   -0.2470   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270    0.4010    1.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8539   -1.3134    1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2968   -2.2910    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5630   -1.4387    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4977    0.8168   -0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6901    2.9067   -1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3224    3.4442   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171    1.8907   -0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578   -1.8383   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  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
 13 24  1  0
 24 25  2  0
 24 26  1  0
 11  5  1  0
 23 15  1  0
 23 18  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 26 44  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      -2.188   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.651   2.746   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.099   1.309   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.295   0.339   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.586   1.178   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.075   0.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.163   1.869   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.765   3.355   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.276   3.755   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.189   4.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.726   3.958   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.496   5.290   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.726   6.625   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       2.496   2.623   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       4.036   5.290   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.831   1.853   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.833   0.313   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.163   2.626   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.501  -0.459   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.501  -1.999   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.166  -2.772   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.166  -4.315   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.501  -5.085   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.833  -4.315   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.833  -2.772   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.501  -6.625   0.000  0.00  0.00           O+0
CONECT    1    2    5    9                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    1    8                                                       
CONECT   10    2   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12                                                            
CONECT   14   11   16                                                       
CONECT   15   12                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16   19                                                       
CONECT   18   16                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   20   24                                                       
CONECT   26   23                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0041370
HETATM    1  O1  UNL     1       0.754   0.466  -1.410  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.103  -0.280  -0.474  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.529  -0.357  -0.097  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.408   0.351  -0.746  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.810   0.316  -0.423  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.305  -0.467   0.569  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.674  -0.483   0.873  1.00  0.00           C  
HETATM    8  C7  UNL     1       7.544   0.308   0.158  1.00  0.00           C  
HETATM    9  O2  UNL     1       8.921   0.300   0.455  1.00  0.00           O  
HETATM   10  C8  UNL     1       7.039   1.102  -0.847  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.682   1.119  -1.151  1.00  0.00           C  
HETATM   12  N1  UNL     1       0.128  -1.039   0.211  1.00  0.00           N  
HETATM   13  C10 UNL     1      -1.279  -0.988  -0.127  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.041  -0.554   1.099  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.502  -0.469   0.850  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.465  -1.379   1.248  1.00  0.00           C  
HETATM   17  N2  UNL     1      -5.655  -0.955   0.834  1.00  0.00           N  
HETATM   18  C14 UNL     1      -5.560   0.216   0.164  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.453   1.055  -0.449  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.021   2.201  -1.057  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.665   2.533  -1.062  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.777   1.680  -0.442  1.00  0.00           C  
HETATM   23  C19 UNL     1      -4.193   0.516   0.179  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.768  -2.278  -0.664  1.00  0.00           C  
HETATM   25  O3  UNL     1      -0.937  -3.234  -0.755  1.00  0.00           O  
HETATM   26  O4  UNL     1      -3.048  -2.516  -1.071  1.00  0.00           O  
HETATM   27  H1  UNL     1       2.779  -1.017   0.727  1.00  0.00           H  
HETATM   28  H2  UNL     1       3.015   0.974  -1.558  1.00  0.00           H  
HETATM   29  H3  UNL     1       4.688  -1.114   1.170  1.00  0.00           H  
HETATM   30  H4  UNL     1       7.014  -1.123   1.671  1.00  0.00           H  
HETATM   31  H5  UNL     1       9.205   0.982   1.147  1.00  0.00           H  
HETATM   32  H6  UNL     1       7.694   1.728  -1.419  1.00  0.00           H  
HETATM   33  H7  UNL     1       5.292   1.747  -1.944  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.394  -1.673   0.996  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.388  -0.247  -0.943  1.00  0.00           H  
HETATM   36  H10 UNL     1      -1.627   0.401   1.481  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.854  -1.313   1.891  1.00  0.00           H  
HETATM   38  H12 UNL     1      -4.297  -2.291   1.803  1.00  0.00           H  
HETATM   39  H13 UNL     1      -6.563  -1.439   0.990  1.00  0.00           H  
HETATM   40  H14 UNL     1      -7.498   0.817  -0.456  1.00  0.00           H  
HETATM   41  H15 UNL     1      -6.690   2.907  -1.560  1.00  0.00           H  
HETATM   42  H16 UNL     1      -4.322   3.444  -1.545  1.00  0.00           H  
HETATM   43  H17 UNL     1      -2.717   1.891  -0.417  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.658  -1.838  -1.517  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   27
CONECT    4    5   28
CONECT    5    6    6   11
CONECT    6    7   29
CONECT    7    8    8   30
CONECT    8    9   10
CONECT    9   31
CONECT   10   11   11   32
CONECT   11   33
CONECT   12   13   34
CONECT   13   14   24   35
CONECT   14   15   36   37
CONECT   15   16   16   23
CONECT   16   17   38
CONECT   17   18   39
CONECT   18   19   19   23
CONECT   19   20   40
CONECT   20   21   21   41
CONECT   21   22   42
CONECT   22   23   23   43
CONECT   24   25   25   26
CONECT   26   44
END

HMDB0041370
     RDKit          3D
Na-p-Hydroxycoumaroyltryptophan
 44 46  0  0  0  0  0  0  0  0999 V2000
    0.7538    0.4662   -1.4102 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035   -0.2796   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288   -0.3572   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4076    0.3506   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104    0.3161   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3050   -0.4675    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6740   -0.4828    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445    0.3084    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9209    0.3004    0.4552 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387    1.1018   -0.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6818    1.1188   -1.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -1.0393    0.2110 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794   -0.9878   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410   -0.5535    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5019   -0.4693    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.3794    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6549   -0.9547    0.8340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5598    0.2158    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4533    1.0551   -0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213    2.2015   -1.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6654    2.5332   -1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7767    1.6801   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1934    0.5160    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683   -2.2775   -0.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373   -3.2337   -0.7547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0483   -2.5161   -1.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791   -1.0175    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150    0.9742   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6882   -1.1141    1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0138   -1.1234    1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2051    0.9819    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6944    1.7280   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2918    1.7473   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -1.6730    0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3877   -0.2470   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270    0.4010    1.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8539   -1.3134    1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2968   -2.2910    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5630   -1.4387    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4977    0.8168   -0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6901    2.9067   -1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3224    3.4442   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7171    1.8907   -0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578   -1.8383   -1.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  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
 13 24  1  0
 24 25  2  0
 24 26  1  0
 11  5  1  0
 23 15  1  0
 23 18  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 26 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{[(2E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-en-1-ylidene]amino}-3-(1H-indol-3-yl)propanoate	HMDB

Chemical Formula

C₂₀H₁₈N₂O₄

Average Molecular Weight

350.3679

Monoisotopic Molecular Weight

350.126657074

IUPAC Name

2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

Traditional Name

2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(CC1=CNC2=C1C=CC=C2)NC(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C20H18N2O4/c23-15-8-5-13(6-9-15)7-10-19(24)22-18(20(25)26)11-14-12-21-17-4-2-1-3-16(14)17/h1-10,12,18,21,23H,11H2,(H,22,24)(H,25,26)/b10-7+

InChI Key

IDUPBPKKEQWWCP-JXMROGBWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cinnamic acid amide
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Indolyl carboxylic acid derivative
3-alkylindole
Indole
Indole or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041370)

Cellular substructure

Membrane (HMDB: HMDB0041370)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041370)

Source

Exogenous

Food

Food (HMDB: HMDB0041370)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Endogenous

Plant

Coffea (HMDB: HMDB0041370)

Not Available

Nutrient (HMDB: HMDB0041370)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	208 °C	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	0.0054 g/L	ALOGPS
logP	3.2	ALOGPS
logP	3.05	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	0.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	102.42 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.04 m³·mol⁻¹	ChemAxon
Polarizability	36.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	182.373	30932474
DeepCCS	[M-H]-	180.015	30932474
DeepCCS	[M-2H]-	214.153	30932474
DeepCCS	[M+Na]+	189.381	30932474
AllCCS	[M+H]+	184.5	32859911
AllCCS	[M+H-H2O]+	181.5	32859911
AllCCS	[M+NH4]+	187.3	32859911
AllCCS	[M+Na]+	188.1	32859911
AllCCS	[M-H]-	184.3	32859911
AllCCS	[M+Na-2H]-	184.0	32859911
AllCCS	[M+HCOO]-	183.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Na-p-Hydroxycoumaroyltryptophan	OC(=O)C(CC1=CNC2=C1C=CC=C2)NC(=O)\C=C\C1=CC=C(O)C=C1	5276.7	Standard polar	33892256
Na-p-Hydroxycoumaroyltryptophan	OC(=O)C(CC1=CNC2=C1C=CC=C2)NC(=O)\C=C\C1=CC=C(O)C=C1	2952.2	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan	OC(=O)C(CC1=CNC2=C1C=CC=C2)NC(=O)\C=C\C1=CC=C(O)C=C1	3985.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Na-p-Hydroxycoumaroyltryptophan,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O)C=C1	3767.7	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC(CC2=C[NH]C3=CC=CC=C23)C(=O)O)C=C1	3750.1	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(NC(=O)/C=C/C2=CC=C(O)C=C2)C(=O)O)C2=CC=CC=C21	3837.1	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,1TMS,isomer #4	C[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O	3755.7	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3663.5	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O)C=C1	3796.9	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	3698.4	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC2=C[NH]C3=CC=CC=C23)C(=O)O)[Si](C)(C)C)C=C1	3701.2	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)O)C=C1	3816.1	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TMS,isomer #6	C[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	3809.7	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3715.8	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	3438.6	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	3642.3	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	3435.7	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	3703.7	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	3458.4	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)O)[Si](C)(C)C)C=C1	3734.3	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)O)[Si](C)(C)C)C=C1	3492.8	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	3674.0	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	3387.9	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O)C=C1	4047.2	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC(CC2=C[NH]C3=CC=CC=C23)C(=O)O)C=C1	4052.6	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(NC(=O)/C=C/C2=CC=C(O)C=C2)C(=O)O)C2=CC=CC=C21	4078.5	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O	4021.8	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	4247.4	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O)C=C1	4287.6	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	4223.2	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC2=C[NH]C3=CC=CC=C23)C(=O)O)[Si](C)(C)C(C)(C)C)C=C1	4246.5	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)O)C=C1	4318.1	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	4287.3	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	4424.0	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	4048.7	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	4391.2	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	4063.2	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	4398.2	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	4045.7	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)O)[Si](C)(C)C(C)(C)C)C=C1	4461.0	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)O)[Si](C)(C)C(C)(C)C)C=C1	4044.7	Standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	4515.9	Semi standard non polar	33892256
Na-p-Hydroxycoumaroyltryptophan,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	4124.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Na-p-Hydroxycoumaroyltryptophan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-0901000000-116ee215d9b125e0cd3b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Na-p-Hydroxycoumaroyltryptophan GC-MS (2 TMS) - 70eV, Positive	splash10-004i-4239300000-c714ac237efe8a7b740a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 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 - Na-p-Hydroxycoumaroyltryptophan 10V, Positive-QTOF	splash10-0zgi-0519000000-3439835289393c5b6577	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 20V, Positive-QTOF	splash10-0a4i-0912000000-8ef7af860f5fcaf5c322	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 40V, Positive-QTOF	splash10-001i-1900000000-b8dac02b71c4d4ede956	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 10V, Negative-QTOF	splash10-0002-0019000000-b1975c14aba879ff1fd2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 20V, Negative-QTOF	splash10-0532-1968000000-6b162ebd20a9bb528087	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 40V, Negative-QTOF	splash10-05mo-4900000000-a4e56b1a0c8116424c00	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 10V, Positive-QTOF	splash10-0ue9-0109000000-8eed14550732e9ec0344	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 20V, Positive-QTOF	splash10-052f-0903000000-51ebd253538b164c964e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 40V, Positive-QTOF	splash10-014i-1900000000-a6d4b313701a5aa7643b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 10V, Negative-QTOF	splash10-0a4j-0229000000-27c47d8f38d780f2cc05	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 20V, Negative-QTOF	splash10-066r-0915000000-835634e73002855d2941	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Na-p-Hydroxycoumaroyltryptophan 40V, Negative-QTOF	splash10-014i-0900000000-2d428f9c164506ef1e25	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

FDB021295

KNApSAcK ID

Not Available

Chemspider ID

32172667

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24891366

PDB ID

Not Available

ChEBI ID

175475

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 Na-p-Hydroxycoumaroyltryptophan (HMDB0041370)

MOL for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

3D MOL for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

3D SDF for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

3D-SDF for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

PDB for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

3D PDB for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

SMILES for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

INCHI for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

Structure for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

3D Structure for HMDB0041370 (Na-p-Hydroxycoumaroyltryptophan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra