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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:37:58 UTC

Update Date

2022-03-07 02:55:43 UTC

HMDB ID

HMDB0038340

Secondary Accession Numbers

HMDB38340

Metabolite Identification

Common Name

N6-cis-p-Coumaroylserotonin

Description

N6-cis-p-Coumaroylserotonin, also known as p-C-serotonin, belongs to the class of organic compounds known as n-acylserotonins. These are aromatic heterocyclic compounds containing a serotonin, in which the amine group is acylated. N6-cis-p-Coumaroylserotonin has been detected, but not quantified in, root vegetables. This could make N6-cis-p-coumaroylserotonin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on N6-cis-p-Coumaroylserotonin.

Structure

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

HMDB0038340
     RDKit          3D
N6-cis-p-Coumaroylserotonin
 42 44  0  0  0  0  0  0  0  0999 V2000
    1.0083    1.4573   -0.0638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141    0.2373   -0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4550   -0.3872   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5216    0.3059   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784   -0.2240    0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1967   -1.5299   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4872   -2.0138   -0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -1.1611    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8230   -1.6506    0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2226    0.1539    0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9142    0.6147    0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.4784   -0.6902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    0.1320   -0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643    0.7026    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167    1.2947    0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551    2.6348    0.3157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    2.7741    0.1575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3356    1.5692    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6260    1.1091    0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9434   -0.2214    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9456   -1.1560    0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3205   -2.4890    0.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442   -0.7239    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3162    0.6243    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -1.4309   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3308    1.3629    0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212   -2.2283   -0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7222   -3.0576   -0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0086   -2.6144   -0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0429    0.8080    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7437    1.6424    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782   -1.5019   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0909   -0.6367   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.9377   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205   -0.0482    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0952    1.5198    0.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6934    3.4105    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2925    3.6701    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4305    1.8368   -0.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9863   -0.4961   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7022   -3.2628    0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778   -1.4856    0.4856 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
 21 23  1  0
 23 24  2  0
 11  5  1  0
 24 15  1  0
 24 18  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 23 42  1  0
M  END


  Mrv0541 02241211382D          

 24 26  0  0  0  0            999 V2000
   -2.6381    3.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6381    2.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9245    2.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2149    2.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2149    3.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9245    3.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    3.5994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0611    2.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    2.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1767    1.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6291    1.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8793    0.5163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3534    2.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044    0.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169   -0.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169    1.2314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -0.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169   -1.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7031   -2.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1169   -3.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9393   -3.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534   -2.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9393   -1.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3519   -3.7713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038340

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O3/c22-15-4-1-13(2-5-15)3-8-19(24)20-10-9-14-12-21-18-7-6-16(23)11-17(14)18/h1-8,11-12,21-23H,9-10H2,(H,20,24)/b8-3+

> <INCHI_KEY>
WLZPAFGVOWCVMG-FPYGCLRLSA-N

> <FORMULA>
C19H18N2O3

> <MOLECULAR_WEIGHT>
322.3578

> <EXACT_MASS>
322.131742452

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.27299047283848

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
3.0575853839999994

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.794659302722279

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.18192497210422

> <JCHEM_PKA_STRONGEST_BASIC>
1.2106780067762204

> <JCHEM_POLAR_SURFACE_AREA>
85.35000000000001

> <JCHEM_REFRACTIVITY>
94.19470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038340
     RDKit          3D
N6-cis-p-Coumaroylserotonin
 42 44  0  0  0  0  0  0  0  0999 V2000
    1.0083    1.4573   -0.0638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141    0.2373   -0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4550   -0.3872   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5216    0.3059   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784   -0.2240    0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1967   -1.5299   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4872   -2.0138   -0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -1.1611    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8230   -1.6506    0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2226    0.1539    0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9142    0.6147    0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.4784   -0.6902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    0.1320   -0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643    0.7026    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167    1.2947    0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551    2.6348    0.3157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    2.7741    0.1575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3356    1.5692    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6260    1.1091    0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9434   -0.2214    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9456   -1.1560    0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3205   -2.4890    0.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442   -0.7239    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3162    0.6243    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -1.4309   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3308    1.3629    0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212   -2.2283   -0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7222   -3.0576   -0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0086   -2.6144   -0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0429    0.8080    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7437    1.6424    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782   -1.5019   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0909   -0.6367   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.9377   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205   -0.0482    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0952    1.5198    0.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6934    3.4105    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2925    3.6701    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4305    1.8368   -0.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9863   -0.4961   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7022   -3.2628    0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778   -1.4856    0.4856 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
 21 23  1  0
 23 24  2  0
 11  5  1  0
 24 15  1  0
 24 18  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 23 42  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      -4.925   6.267   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.925   4.727   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.592   3.959   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.268   4.727   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.268   6.252   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.592   7.040   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.784   6.719   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.114   5.469   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.784   4.226   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.330   2.761   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.174   2.432   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.641   0.964   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      -6.260   3.959   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.182   0.964   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.952  -0.371   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.952   2.299   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.182  -1.706   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.952  -3.040   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.179  -4.370   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.952  -5.705   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.487  -5.705   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.260  -4.370   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.487  -3.040   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.257  -7.040   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    1    5                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   14                                                       
CONECT   13    2                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14   17                                                       
CONECT   16   14                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   18   22                                                       
CONECT   24   21                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0038340
HETATM    1  O1  UNL     1       1.008   1.457  -0.064  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.114   0.237  -0.359  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.455  -0.387  -0.342  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.522   0.306  -0.028  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.878  -0.224   0.014  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.197  -1.530  -0.274  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.487  -2.014  -0.229  1.00  0.00           C  
HETATM    8  C7  UNL     1       7.503  -1.161   0.117  1.00  0.00           C  
HETATM    9  O2  UNL     1       8.823  -1.651   0.165  1.00  0.00           O  
HETATM   10  C8  UNL     1       7.223   0.154   0.413  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.914   0.615   0.360  1.00  0.00           C  
HETATM   12  N1  UNL     1      -0.042  -0.478  -0.690  1.00  0.00           N  
HETATM   13  C10 UNL     1      -1.334   0.132  -0.704  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.764   0.703   0.612  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.117   1.295   0.425  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.455   2.635   0.316  1.00  0.00           C  
HETATM   17  N2  UNL     1      -4.773   2.774   0.158  1.00  0.00           N  
HETATM   18  C14 UNL     1      -5.336   1.569   0.157  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.626   1.109   0.034  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.943  -0.221   0.068  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.946  -1.156   0.232  1.00  0.00           C  
HETATM   22  O3  UNL     1      -6.321  -2.489   0.259  1.00  0.00           O  
HETATM   23  C18 UNL     1      -4.644  -0.724   0.358  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.316   0.624   0.324  1.00  0.00           C  
HETATM   25  H1  UNL     1       2.562  -1.431  -0.593  1.00  0.00           H  
HETATM   26  H2  UNL     1       3.331   1.363   0.215  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.421  -2.228  -0.550  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.722  -3.058  -0.461  1.00  0.00           H  
HETATM   29  H5  UNL     1       9.009  -2.614  -0.055  1.00  0.00           H  
HETATM   30  H6  UNL     1       8.043   0.808   0.683  1.00  0.00           H  
HETATM   31  H7  UNL     1       5.744   1.642   0.597  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.078  -1.502  -0.933  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.091  -0.637  -0.987  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.428   0.938  -1.463  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.821  -0.048   1.423  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.095   1.520   0.952  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.693   3.411   0.362  1.00  0.00           H  
HETATM   38  H14 UNL     1      -5.293   3.670   0.051  1.00  0.00           H  
HETATM   39  H15 UNL     1      -7.430   1.837  -0.097  1.00  0.00           H  
HETATM   40  H16 UNL     1      -7.986  -0.496  -0.037  1.00  0.00           H  
HETATM   41  H17 UNL     1      -5.702  -3.263   0.371  1.00  0.00           H  
HETATM   42  H18 UNL     1      -3.878  -1.486   0.486  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   11
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   10
CONECT    9   29
CONECT   10   11   11   30
CONECT   11   31
CONECT   12   13   32
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   16   24
CONECT   16   17   37
CONECT   17   18   38
CONECT   18   19   19   24
CONECT   19   20   39
CONECT   20   21   21   40
CONECT   21   22   23
CONECT   22   41
CONECT   23   24   24   42
END

HMDB0038340
     RDKit          3D
N6-cis-p-Coumaroylserotonin
 42 44  0  0  0  0  0  0  0  0999 V2000
    1.0083    1.4573   -0.0638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141    0.2373   -0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4550   -0.3872   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5216    0.3059   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784   -0.2240    0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1967   -1.5299   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4872   -2.0138   -0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5031   -1.1611    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8230   -1.6506    0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2226    0.1539    0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9142    0.6147    0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.4784   -0.6902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    0.1320   -0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7643    0.7026    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167    1.2947    0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551    2.6348    0.3157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    2.7741    0.1575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3356    1.5692    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6260    1.1091    0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9434   -0.2214    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9456   -1.1560    0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3205   -2.4890    0.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442   -0.7239    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3162    0.6243    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -1.4309   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3308    1.3629    0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212   -2.2283   -0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7222   -3.0576   -0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0086   -2.6144   -0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0429    0.8080    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7437    1.6424    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0782   -1.5019   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0909   -0.6367   -0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.9377   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205   -0.0482    1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0952    1.5198    0.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6934    3.4105    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2925    3.6701    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4305    1.8368   -0.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9863   -0.4961   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7022   -3.2628    0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778   -1.4856    0.4856 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
 21 23  1  0
 23 24  2  0
 11  5  1  0
 24 15  1  0
 24 18  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(p-Coumaroyl)serotonin	HMDB
4-Coumaroylserotonin	HMDB
p-C-Serotonin	HMDB
(2E)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enimidate	HMDB

Chemical Formula

C₁₉H₁₈N₂O₃

Average Molecular Weight

322.3578

Monoisotopic Molecular Weight

322.131742452

IUPAC Name

(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide

Traditional Name

(2E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxyphenyl)prop-2-enamide

CAS Registry Number

Not Available

SMILES

OC1=CC=C(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)C=C1

InChI Identifier

InChI=1S/C19H18N2O3/c22-15-4-1-13(2-5-15)3-8-19(24)20-10-9-14-12-21-18-7-6-16(23)11-17(14)18/h1-8,11-12,21-23H,9-10H2,(H,20,24)/b8-3+

InChI Key

WLZPAFGVOWCVMG-FPYGCLRLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylserotonins. These are aromatic heterocyclic compounds containing a serotonin, in which the amine group is acylated.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

N-acylserotonins

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038340)

Source

Exogenous

Exogenous (HMDB: HMDB0038340)

Food

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	205 - 206 °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	0.0056 g/L	ALOGPS
logP	3.01	ALOGPS
logP	3.06	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.18	ChemAxon
pKa (Strongest Basic)	1.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	85.35 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.19 m³·mol⁻¹	ChemAxon
Polarizability	35.27 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	180.32	30932474
DeepCCS	[M-H]-	177.962	30932474
DeepCCS	[M-2H]-	212.034	30932474
DeepCCS	[M+Na]+	187.386	30932474
AllCCS	[M+H]+	178.1	32859911
AllCCS	[M+H-H2O]+	174.9	32859911
AllCCS	[M+NH4]+	181.1	32859911
AllCCS	[M+Na]+	181.9	32859911
AllCCS	[M-H]-	180.0	32859911
AllCCS	[M+Na-2H]-	179.4	32859911
AllCCS	[M+HCOO]-	179.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.9 minutes	32390414
Predicted by Siyang on May 30, 2022	11.461 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.01 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1869.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	230.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	152.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	327.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	502.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	344.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	128.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	876.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	408.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1324.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	356.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	300.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	322.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	209.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	36.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N6-cis-p-Coumaroylserotonin	OC1=CC=C(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)C=C1	5071.3	Standard polar	33892256
N6-cis-p-Coumaroylserotonin	OC1=CC=C(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)C=C1	3094.1	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin	OC1=CC=C(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)C=C1	3928.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N6-cis-p-Coumaroylserotonin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O)C=C23)C=C1	3687.3	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C2[NH]C=C(CCNC(=O)/C=C/C3=CC=C(O)C=C3)C2=C1	3705.9	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,1TMS,isomer #3	C[Si](C)(C)N(CCC1=C[NH]C2=CC=C(O)C=C12)C(=O)/C=C/C1=CC=C(O)C=C1	3672.1	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,1TMS,isomer #4	C[Si](C)(C)N1C=C(CCNC(=O)/C=C/C2=CC=C(O)C=C2)C2=CC(O)=CC=C21	3762.0	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O[Si](C)(C)C)C=C23)C=C1	3670.5	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O)C=C23)[Si](C)(C)C)C=C1	3655.7	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CN([Si](C)(C)C)C3=CC=C(O)C=C23)C=C1	3756.7	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C2C(=C1)C(CCNC(=O)/C=C/C1=CC=C(O)C=C1)=CN2[Si](C)(C)C	3772.4	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C2[NH]C=C(CCN(C(=O)/C=C/C3=CC=C(O)C=C3)[Si](C)(C)C)C2=C1	3687.4	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TMS,isomer #6	C[Si](C)(C)N(CCC1=CN([Si](C)(C)C)C2=CC=C(O)C=C12)C(=O)/C=C/C1=CC=C(O)C=C1	3788.1	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O[Si](C)(C)C)C=C23)[Si](C)(C)C)C=C1	3602.3	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O[Si](C)(C)C)C=C23)[Si](C)(C)C)C=C1	3607.6	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CN([Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C23)C=C1	3713.3	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CN([Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C23)C=C1	3550.2	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C)C3=CC=C(O)C=C23)[Si](C)(C)C)C=C1	3697.9	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C)C3=CC=C(O)C=C23)[Si](C)(C)C)C=C1	3600.8	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C2C(=C1)C(CCN(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C)=CN2[Si](C)(C)C	3714.9	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C2C(=C1)C(CCN(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C)=CN2[Si](C)(C)C	3575.5	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C23)[Si](C)(C)C)C=C1	3635.6	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C23)[Si](C)(C)C)C=C1	3426.6	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O)C=C23)C=C1	3971.1	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2[NH]C=C(CCNC(=O)/C=C/C3=CC=C(O)C=C3)C2=C1	3974.5	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC1=C[NH]C2=CC=C(O)C=C12)C(=O)/C=C/C1=CC=C(O)C=C1	3920.6	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C=C(CCNC(=O)/C=C/C2=CC=C(O)C=C2)C2=CC(O)=CC=C21	3996.6	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)C=C1	4239.8	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O)C=C23)[Si](C)(C)C(C)(C)C)C=C1	4175.8	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C23)C=C1	4251.8	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(CCNC(=O)/C=C/C1=CC=C(O)C=C1)=CN2[Si](C)(C)C(C)(C)C	4244.3	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C2[NH]C=C(CCN(C(=O)/C=C/C3=CC=C(O)C=C3)[Si](C)(C)C(C)(C)C)C2=C1	4179.7	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C12)C(=O)/C=C/C1=CC=C(O)C=C1	4219.2	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)[Si](C)(C)C(C)(C)C)C=C1	4360.9	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)[Si](C)(C)C(C)(C)C)C=C1	4152.1	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)C=C1	4473.2	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NCCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)C=C1	4149.1	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C23)[Si](C)(C)C(C)(C)C)C=C1	4388.6	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C23)[Si](C)(C)C(C)(C)C)C=C1	4125.6	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(CCN(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C)=CN2[Si](C)(C)C(C)(C)C	4373.2	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)C(CCN(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C)=CN2[Si](C)(C)C(C)(C)C	4071.4	Standard non polar	33892256
N6-cis-p-Coumaroylserotonin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)[Si](C)(C)C(C)(C)C)C=C1	4539.4	Semi standard non polar	33892256
N6-cis-p-Coumaroylserotonin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)[Si](C)(C)C(C)(C)C)C=C1	4048.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N6-cis-p-Coumaroylserotonin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-0910000000-037a97844777dd79abce	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-cis-p-Coumaroylserotonin GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-3394800000-8991661558a8e8fa285b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-cis-p-Coumaroylserotonin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-cis-p-Coumaroylserotonin 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 - N6-cis-p-Coumaroylserotonin 10V, Positive-QTOF	splash10-00b9-0903000000-84fe2e000fe834419c63	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 20V, Positive-QTOF	splash10-056r-0900000000-7309c1f71fe3d9227583	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 40V, Positive-QTOF	splash10-06r2-1900000000-3fe2b7a2aa846d1498e8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 10V, Negative-QTOF	splash10-00di-0309000000-f5fabf8a91db547434c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 20V, Negative-QTOF	splash10-022a-0914000000-6ea027e67f01db5ef161	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 40V, Negative-QTOF	splash10-0006-6900000000-bce88a8597408f7f0174	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 10V, Positive-QTOF	splash10-00di-0409000000-b5e695c1496bbd99453c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 20V, Positive-QTOF	splash10-03fr-0902000000-36f1391fa39443f83654	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 40V, Positive-QTOF	splash10-0006-1900000000-9278907f3a5d0f6f9139	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 10V, Negative-QTOF	splash10-00di-0009000000-0a90bce16d9084968bc3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 20V, Negative-QTOF	splash10-00xr-1926000000-dc21115b4587fbbf850a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-cis-p-Coumaroylserotonin 40V, Negative-QTOF	splash10-014i-8920000000-c9f2042f64c8cc4b18eb	2021-09-23	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

FDB017675

KNApSAcK ID

C00026736

Chemspider ID

4572762

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5458879

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 N6-cis-p-Coumaroylserotonin (HMDB0038340)

MOL for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

3D MOL for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

3D SDF for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

3D-SDF for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

PDB for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

3D PDB for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

SMILES for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

INCHI for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

Structure for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

3D Structure for HMDB0038340 (N6-cis-p-Coumaroylserotonin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra