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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:07:13 UTC

Update Date

2022-03-07 02:57:01 UTC

HMDB ID

HMDB0041433

Secondary Accession Numbers

HMDB41433

Metabolite Identification

Common Name

4,4''-bis(N-feruloyl)serotonin

Description

4,4''-bis(N-feruloyl)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. 4,4''-bis(N-feruloyl)serotonin is a moderately basic compound (based on its pKa). Outside of the human body, 4,4''-bis(N-feruloyl)serotonin has been detected, but not quantified in, fats and oils and herbs and spices. This could make 4,4''-bis(N-feruloyl)serotonin a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 02241215052D          

 52 57  0  0  0  0            999 V2000
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M  END

HMDB0041433
     RDKit          3D
4,4''-bis(N-feruloyl)serotonin
 90 95  0  0  0  0  0  0  0  0999 V2000
   -8.8503   -3.2638    4.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2466   -2.6587    3.6720 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241215052D          

 52 57  0  0  0  0            999 V2000
    0.6572    2.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7393    3.8212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6572   -1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  1 22  1  0  0  0  0
  2  3  1  0  0  0  0
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  4  5  2  0  0  0  0
  4 39  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 41  2  0  0  0  0
  8  9  1  0  0  0  0
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 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041433

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(\C=C\C(=O)NCCC2=CNC3=C2C(=C(O)C=C3)C2=C(O)C=CC3=C2C(CCNC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CN3)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C40H38N4O8/c1-51-33-19-23(3-9-29(33)45)5-13-35(49)41-17-15-25-21-43-27-7-11-31(47)39(37(25)27)40-32(48)12-8-28-38(40)26(22-44-28)16-18-42-36(50)14-6-24-4-10-30(46)34(20-24)52-2/h3-14,19-22,43-48H,15-18H2,1-2H3,(H,41,49)(H,42,50)/b13-5+,14-6+

> <INCHI_KEY>
URHRFQQPWDNDQE-ACFHMISVSA-N

> <FORMULA>
C40H38N4O8

> <MOLECULAR_WEIGHT>
702.7517

> <EXACT_MASS>
702.268964212

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
72.54173317586303

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.96

> <JCHEM_LOGP>
5.473807782666665

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.329894760166248

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.678861312170106

> <JCHEM_PKA_STRONGEST_BASIC>
1.5107512644354735

> <JCHEM_POLAR_SURFACE_AREA>
189.15999999999994

> <JCHEM_REFRACTIVITY>
200.39400000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041433
     RDKit          3D
4,4''-bis(N-feruloyl)serotonin
 90 95  0  0  0  0  0  0  0  0999 V2000
   -8.8503   -3.2638    4.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2466   -2.6587    3.6720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5721   -2.0118    2.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6624   -1.1618    1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9756   -0.4687    0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9869    0.3874    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7341    0.4167    0.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6821    1.2247   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9702    2.0421   -1.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    1.0914    0.2212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2237    1.8543   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027    1.2715    0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116   -0.0887   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -1.2410    0.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9492   -2.2846   -0.3735 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854   -1.8902   -1.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7998   -2.6018   -2.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1275   -1.9160   -3.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645   -0.5643   -3.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569    0.1293   -4.4984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4302    0.1164   -2.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353    1.5295   -2.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    2.4776   -2.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852    2.1226   -3.6712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299    3.8039   -2.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931    4.2080   -1.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    3.2055   -1.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    3.2932   -0.3500 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6517    2.0855   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8657    1.1122   -0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0781   -0.3433   -0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0214   -0.8493   -1.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798   -0.3743   -1.5091 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1377   -0.7241   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -1.5001    0.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5075   -0.2870   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1203   -0.6672    1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4418   -0.3389    1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8747   -0.8111    2.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1345   -0.5480    3.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9981    0.2010    2.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2627    0.4627    2.8802 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6000    0.6814    1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4335    1.4391    0.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0781    1.9501   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3149    0.4059    0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229    1.8522   -1.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1208   -0.5146   -1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2534   -0.6146    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1839   -1.4386    0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8773   -2.1354    2.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7961   -2.9598    2.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7227   -3.3401    4.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2428   -4.3374    4.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2704   -2.8193    5.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6741   -1.0845    2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3317    1.0151   -0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3823   -0.2437    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    0.3861    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3464    2.8951   -0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012    1.7381   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215    1.1676    1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    2.0315    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7146   -1.3329    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2045   -3.3049   -0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503   -3.6700   -2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826   -2.4225   -4.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232    1.1021   -4.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5688    2.7788   -4.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2864    4.5306   -3.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6144    5.2348   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6103    4.2395   -0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930    1.8831    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6974   -0.4931    0.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.9965   -0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7301   -0.6090   -2.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -1.9572   -1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8277    0.2458   -2.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0332    0.3385   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5107   -1.3172    1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2176   -1.4050    3.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4878   -0.9133    4.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5592    0.1070    3.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9567    2.5440   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7863    1.1549   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1805    2.6067   -0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0206    0.7891   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5365   -0.0870   -0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1975   -1.5547    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5190   -3.4486    3.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 43 46  2  0
 30 47  1  0
 21 48  2  0
  5 49  2  0
 49 50  1  0
 50 51  2  0
 51 52  1  0
 51  3  1  0
 48 13  1  0
 48 16  1  0
 47 22  1  0
 47 27  2  0
 46 38  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  4 56  1  0
  6 57  1  0
  7 58  1  0
 10 59  1  0
 11 60  1  0
 11 61  1  0
 12 62  1  0
 12 63  1  0
 14 64  1  0
 15 65  1  0
 17 66  1  0
 18 67  1  0
 20 68  1  0
 24 69  1  0
 25 70  1  0
 26 71  1  0
 28 72  1  0
 29 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
 32 77  1  0
 33 78  1  0
 36 79  1  0
 37 80  1  0
 39 81  1  0
 40 82  1  0
 42 83  1  0
 45 84  1  0
 45 85  1  0
 45 86  1  0
 46 87  1  0
 49 88  1  0
 50 89  1  0
 52 90  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       1.227   4.525   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.992   5.752   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.380   7.133   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.454  10.813   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.220  12.194   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.454  13.574   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.220  14.801   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.227  -2.069   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.992  -3.297   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.380  -4.677   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.152  -9.739   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.920 -11.120   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.152 -12.347   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.920 -13.727   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.607  -0.689   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.992   0.691   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.528   1.150   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.834   2.684   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.454   3.451   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -2.454   4.985   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -1.074   5.444   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.307   4.217   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.074   2.991   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.767   1.456   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.767   0.997   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.074  -0.536   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.306  -1.916   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.227  -3.143   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       2.607  -2.529   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       2.607  -1.149   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.834  -0.229   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.528   1.150   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.992   1.764   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.454   3.145   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       3.681   8.358   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.147   8.358   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.380   9.739   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.154   9.586   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.920  10.813   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.154  12.194   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.920  13.574   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -0.001  15.108   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       2.301  15.108   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -3.834  -5.904   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -2.301  -5.904   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -1.380  -7.131   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.147  -8.512   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -1.380  -9.739   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -2.147 -11.120   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -1.380 -12.500   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -2.147 -13.727   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -1.380 -15.108   0.000  0.00  0.00           C+0
CONECT    1    2   22                                                       
CONECT    2    1    3                                                       
CONECT    3    2   36                                                       
CONECT    4    5   39                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   41                                                  
CONECT    7    6                                                            
CONECT    8    9   27                                                       
CONECT    9    8   10                                                       
CONECT   10    9   45                                                       
CONECT   11   12   48                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   50                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22    1   21   23                                                  
CONECT   23   19   22   24                                                  
CONECT   24   16   23   25                                                  
CONECT   25   24   26   33                                                  
CONECT   26   25   27   30                                                  
CONECT   27    8   26   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   26   29   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   25   32   34                                                  
CONECT   34   33                                                            
CONECT   35   36                                                            
CONECT   36    3   35   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39    4   38   40                                                  
CONECT   40   39   41                                                       
CONECT   41    6   40   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   45                                                            
CONECT   45   10   44   46                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   11   47   49                                                  
CONECT   49   48   50                                                       
CONECT   50   13   49   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  114    0
END

COMPND    HMDB0041433
HETATM    1  C1  UNL     1      -8.850  -3.264   4.728  1.00  0.00           C  
HETATM    2  O1  UNL     1      -9.247  -2.659   3.672  1.00  0.00           O  
HETATM    3  C2  UNL     1      -9.572  -2.012   2.597  1.00  0.00           C  
HETATM    4  C3  UNL     1      -8.662  -1.162   1.912  1.00  0.00           C  
HETATM    5  C4  UNL     1      -8.976  -0.469   0.786  1.00  0.00           C  
HETATM    6  C5  UNL     1      -7.987   0.387   0.104  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.734   0.417   0.412  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.682   1.225  -0.188  1.00  0.00           C  
HETATM    9  O2  UNL     1      -5.970   2.042  -1.078  1.00  0.00           O  
HETATM   10  N1  UNL     1      -4.332   1.091   0.221  1.00  0.00           N  
HETATM   11  C8  UNL     1      -3.224   1.854  -0.289  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.903   1.272   0.316  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.712  -0.089  -0.159  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.203  -1.241   0.413  1.00  0.00           C  
HETATM   15  N2  UNL     1      -1.949  -2.285  -0.373  1.00  0.00           N  
HETATM   16  C12 UNL     1      -1.285  -1.890  -1.483  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.800  -2.602  -2.564  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.128  -1.916  -3.552  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.065  -0.564  -3.477  1.00  0.00           C  
HETATM   20  O3  UNL     1       0.757   0.129  -4.498  1.00  0.00           O  
HETATM   21  C16 UNL     1      -0.430   0.116  -2.391  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.135   1.529  -2.219  1.00  0.00           C  
HETATM   23  C18 UNL     1      -0.910   2.478  -2.820  1.00  0.00           C  
HETATM   24  O4  UNL     1      -1.985   2.123  -3.671  1.00  0.00           O  
HETATM   25  C19 UNL     1      -0.630   3.804  -2.590  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.393   4.208  -1.787  1.00  0.00           C  
HETATM   27  C21 UNL     1       1.162   3.205  -1.195  1.00  0.00           C  
HETATM   28  N3  UNL     1       2.225   3.293  -0.350  1.00  0.00           N  
HETATM   29  C22 UNL     1       2.652   2.086  -0.024  1.00  0.00           C  
HETATM   30  C23 UNL     1       1.866   1.112  -0.659  1.00  0.00           C  
HETATM   31  C24 UNL     1       2.078  -0.343  -0.644  1.00  0.00           C  
HETATM   32  C25 UNL     1       3.021  -0.849  -1.708  1.00  0.00           C  
HETATM   33  N4  UNL     1       4.380  -0.374  -1.509  1.00  0.00           N  
HETATM   34  C26 UNL     1       5.138  -0.724  -0.381  1.00  0.00           C  
HETATM   35  O5  UNL     1       4.569  -1.500   0.478  1.00  0.00           O  
HETATM   36  C27 UNL     1       6.508  -0.287  -0.100  1.00  0.00           C  
HETATM   37  C28 UNL     1       7.120  -0.667   1.008  1.00  0.00           C  
HETATM   38  C29 UNL     1       8.442  -0.339   1.437  1.00  0.00           C  
HETATM   39  C30 UNL     1       8.875  -0.811   2.667  1.00  0.00           C  
HETATM   40  C31 UNL     1      10.134  -0.548   3.144  1.00  0.00           C  
HETATM   41  C32 UNL     1      10.998   0.201   2.395  1.00  0.00           C  
HETATM   42  O6  UNL     1      12.263   0.463   2.880  1.00  0.00           O  
HETATM   43  C33 UNL     1      10.600   0.681   1.173  1.00  0.00           C  
HETATM   44  O7  UNL     1      11.433   1.439   0.379  1.00  0.00           O  
HETATM   45  C34 UNL     1      11.078   1.950  -0.874  1.00  0.00           C  
HETATM   46  C35 UNL     1       9.315   0.406   0.701  1.00  0.00           C  
HETATM   47  C36 UNL     1       0.923   1.852  -1.394  1.00  0.00           C  
HETATM   48  C37 UNL     1      -1.121  -0.515  -1.369  1.00  0.00           C  
HETATM   49  C38 UNL     1     -10.253  -0.615   0.297  1.00  0.00           C  
HETATM   50  C39 UNL     1     -11.184  -1.439   0.932  1.00  0.00           C  
HETATM   51  C40 UNL     1     -10.877  -2.135   2.062  1.00  0.00           C  
HETATM   52  O8  UNL     1     -11.796  -2.960   2.705  1.00  0.00           O  
HETATM   53  H1  UNL     1      -7.723  -3.340   4.917  1.00  0.00           H  
HETATM   54  H2  UNL     1      -9.243  -4.337   4.805  1.00  0.00           H  
HETATM   55  H3  UNL     1      -9.270  -2.819   5.700  1.00  0.00           H  
HETATM   56  H4  UNL     1      -7.674  -1.085   2.343  1.00  0.00           H  
HETATM   57  H5  UNL     1      -8.332   1.015  -0.693  1.00  0.00           H  
HETATM   58  H6  UNL     1      -6.382  -0.244   1.218  1.00  0.00           H  
HETATM   59  H7  UNL     1      -4.148   0.386   0.963  1.00  0.00           H  
HETATM   60  H8  UNL     1      -3.346   2.895  -0.021  1.00  0.00           H  
HETATM   61  H9  UNL     1      -3.201   1.738  -1.374  1.00  0.00           H  
HETATM   62  H10 UNL     1      -2.221   1.168   1.412  1.00  0.00           H  
HETATM   63  H11 UNL     1      -1.209   2.032   0.309  1.00  0.00           H  
HETATM   64  H12 UNL     1      -2.715  -1.333   1.367  1.00  0.00           H  
HETATM   65  H13 UNL     1      -2.205  -3.305  -0.216  1.00  0.00           H  
HETATM   66  H14 UNL     1      -0.950  -3.670  -2.622  1.00  0.00           H  
HETATM   67  H15 UNL     1       0.283  -2.423  -4.439  1.00  0.00           H  
HETATM   68  H16 UNL     1       0.923   1.102  -4.495  1.00  0.00           H  
HETATM   69  H17 UNL     1      -2.569   2.779  -4.120  1.00  0.00           H  
HETATM   70  H18 UNL     1      -1.286   4.531  -3.092  1.00  0.00           H  
HETATM   71  H19 UNL     1       0.614   5.235  -1.610  1.00  0.00           H  
HETATM   72  H20 UNL     1       2.610   4.239  -0.039  1.00  0.00           H  
HETATM   73  H21 UNL     1       3.493   1.883   0.642  1.00  0.00           H  
HETATM   74  H22 UNL     1       2.697  -0.493   0.327  1.00  0.00           H  
HETATM   75  H23 UNL     1       1.256  -0.997  -0.426  1.00  0.00           H  
HETATM   76  H24 UNL     1       2.730  -0.609  -2.743  1.00  0.00           H  
HETATM   77  H25 UNL     1       3.085  -1.957  -1.657  1.00  0.00           H  
HETATM   78  H26 UNL     1       4.828   0.246  -2.212  1.00  0.00           H  
HETATM   79  H27 UNL     1       7.033   0.338  -0.776  1.00  0.00           H  
HETATM   80  H28 UNL     1       6.511  -1.317   1.660  1.00  0.00           H  
HETATM   81  H29 UNL     1       8.218  -1.405   3.289  1.00  0.00           H  
HETATM   82  H30 UNL     1      10.488  -0.913   4.112  1.00  0.00           H  
HETATM   83  H31 UNL     1      12.559   0.107   3.785  1.00  0.00           H  
HETATM   84  H32 UNL     1      11.957   2.544  -1.261  1.00  0.00           H  
HETATM   85  H33 UNL     1      10.786   1.155  -1.595  1.00  0.00           H  
HETATM   86  H34 UNL     1      10.180   2.607  -0.735  1.00  0.00           H  
HETATM   87  H35 UNL     1       9.021   0.789  -0.258  1.00  0.00           H  
HETATM   88  H36 UNL     1     -10.537  -0.087  -0.593  1.00  0.00           H  
HETATM   89  H37 UNL     1     -12.198  -1.555   0.526  1.00  0.00           H  
HETATM   90  H38 UNL     1     -11.519  -3.449   3.528  1.00  0.00           H  
CONECT    1    2   53   54   55
CONECT    2    3
CONECT    3    4    4   51
CONECT    4    5   56
CONECT    5    6   49   49
CONECT    6    7    7   57
CONECT    7    8   58
CONECT    8    9    9   10
CONECT   10   11   59
CONECT   11   12   60   61
CONECT   12   13   62   63
CONECT   13   14   14   48
CONECT   14   15   64
CONECT   15   16   65
CONECT   16   17   17   48
CONECT   17   18   66
CONECT   18   19   19   67
CONECT   19   20   21
CONECT   20   68
CONECT   21   22   48   48
CONECT   22   23   23   47
CONECT   23   24   25
CONECT   24   69
CONECT   25   26   26   70
CONECT   26   27   71
CONECT   27   28   47   47
CONECT   28   29   72
CONECT   29   30   30   73
CONECT   30   31   47
CONECT   31   32   74   75
CONECT   32   33   76   77
CONECT   33   34   78
CONECT   34   35   35   36
CONECT   36   37   37   79
CONECT   37   38   80
CONECT   38   39   39   46
CONECT   39   40   81
CONECT   40   41   41   82
CONECT   41   42   43
CONECT   42   83
CONECT   43   44   46   46
CONECT   44   45
CONECT   45   84   85   86
CONECT   46   87
CONECT   49   50   88
CONECT   50   51   51   89
CONECT   51   52
CONECT   52   90
END

HMDB0041433
     RDKit          3D
4,4''-bis(N-feruloyl)serotonin
 90 95  0  0  0  0  0  0  0  0999 V2000
   -8.8503   -3.2638    4.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2466   -2.6587    3.6720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5721   -2.0118    2.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6624   -1.1618    1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9756   -0.4687    0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9869    0.3874    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7341    0.4167    0.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6821    1.2247   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9702    2.0421   -1.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    1.0914    0.2212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2237    1.8543   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027    1.2715    0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116   -0.0887   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -1.2410    0.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9492   -2.2846   -0.3735 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854   -1.8902   -1.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7998   -2.6018   -2.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1275   -1.9160   -3.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645   -0.5643   -3.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569    0.1293   -4.4984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4302    0.1164   -2.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353    1.5295   -2.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    2.4776   -2.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852    2.1226   -3.6712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299    3.8039   -2.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931    4.2080   -1.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    3.2055   -1.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    3.2932   -0.3500 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6517    2.0855   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8657    1.1122   -0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0781   -0.3433   -0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0214   -0.8493   -1.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798   -0.3743   -1.5091 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1377   -0.7241   -0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -1.5001    0.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5075   -0.2870   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1203   -0.6672    1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4418   -0.3389    1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8747   -0.8111    2.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1345   -0.5480    3.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9981    0.2010    2.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2627    0.4627    2.8802 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6000    0.6814    1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4335    1.4391    0.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0781    1.9501   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3149    0.4059    0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9229    1.8522   -1.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1208   -0.5146   -1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2534   -0.6146    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1839   -1.4386    0.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8773   -2.1354    2.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7961   -2.9598    2.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7227   -3.3401    4.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2428   -4.3374    4.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2704   -2.8193    5.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6741   -1.0845    2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3317    1.0151   -0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3823   -0.2437    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    0.3861    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3464    2.8951   -0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2012    1.7381   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215    1.1676    1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    2.0315    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7146   -1.3329    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2045   -3.3049   -0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503   -3.6700   -2.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826   -2.4225   -4.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9232    1.1021   -4.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5688    2.7788   -4.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2864    4.5306   -3.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6144    5.2348   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6103    4.2395   -0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930    1.8831    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6974   -0.4931    0.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.9965   -0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7301   -0.6090   -2.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -1.9572   -1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8277    0.2458   -2.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0332    0.3385   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5107   -1.3172    1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2176   -1.4050    3.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4878   -0.9133    4.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5592    0.1070    3.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9567    2.5440   -1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7863    1.1549   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1805    2.6067   -0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0206    0.7891   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5365   -0.0870   -0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1975   -1.5547    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5190   -3.4486    3.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4-Chlorophenyl)-sulfamoyl azide	HMDB
(P-Chlorophenyl)-sulfamoyl azide	HMDB
(P-Chlorophenyl)sulfamoyl azide	HMDB
4,4''-Bi[N-(4-hydroxy-3-methoxycinnamoyl)serotonin]	HMDB
4-Chlorophenylaminosulfonyl azide	HMDB
N-(P-Chlorophenyl)sulfamoyl azide	HMDB
Sulfamoyl azide, (4-chlorophenyl)- (9ci)	HMDB
(2E)-N-{2-[5,5'-dihydroxy-3'-(2-{[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino}ethyl)-1H,1'H-[4,4'-biindole]-3-yl]ethyl}-3-(4-hydroxy-3-methoxyphenyl)prop-2-enimidate	Generator

Chemical Formula

C₄₀H₃₈N₄O₈

Average Molecular Weight

702.7517

Monoisotopic Molecular Weight

702.268964212

IUPAC Name

(2E)-3-(4-hydroxy-3-methoxyphenyl)-N-{2-[5-hydroxy-4-(5-hydroxy-3-{2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]ethyl}-1H-indol-4-yl)-1H-indol-3-yl]ethyl}prop-2-enamide

Traditional Name

(2E)-3-(4-hydroxy-3-methoxyphenyl)-N-{2-[5-hydroxy-4-(5-hydroxy-3-{2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]ethyl}-1H-indol-4-yl)-1H-indol-3-yl]ethyl}prop-2-enamide

CAS Registry Number

175702-03-1

SMILES

COC1=C(O)C=CC(\C=C\C(=O)NCCC2=CNC3=C2C(=C(O)C=C3)C2=C(O)C=CC3=C2C(CCNC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CN3)=C1

InChI Identifier

InChI=1S/C40H38N4O8/c1-51-33-19-23(3-9-29(33)45)5-13-35(49)41-17-15-25-21-43-27-7-11-31(47)39(37(25)27)40-32(48)12-8-28-38(40)26(22-44-28)16-18-42-36(50)14-6-24-4-10-30(46)34(20-24)52-2/h3-14,19-22,43-48H,15-18H2,1-2H3,(H,41,49)(H,42,50)/b13-5+,14-6+

InChI Key

URHRFQQPWDNDQE-ACFHMISVSA-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
Hydroxycinnamic acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid amide
Methoxyphenol
Hydroxyindole
3-alkylindole
Indole
Phenol ether
Methoxybenzene
Styrene
Anisole
Phenoxy compound
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Secondary carboxylic acid amide
Carboxamide group
Azacycle
Ether
Carboxylic acid derivative
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041433)

Cellular substructure

Membrane (HMDB: HMDB0041433)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041433)

Source

Exogenous

Food

Food (HMDB: HMDB0041433)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0041433)

Not Available

Nutrient (HMDB: HMDB0041433)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	158 - 160 °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	0.0012 g/L	ALOGPS
logP	4.96	ALOGPS
logP	5.47	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	1.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.16 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	200.39 m³·mol⁻¹	ChemAxon
Polarizability	72.54 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	263.237	30932474
DeepCCS	[M-H]-	261.341	30932474
DeepCCS	[M-2H]-	295.164	30932474
DeepCCS	[M+Na]+	269.139	30932474
AllCCS	[M+H]+	263.7	32859911
AllCCS	[M+H-H2O]+	263.2	32859911
AllCCS	[M+NH4]+	264.2	32859911
AllCCS	[M+Na]+	264.4	32859911
AllCCS	[M-H]-	238.2	32859911
AllCCS	[M+Na-2H]-	240.8	32859911
AllCCS	[M+HCOO]-	243.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4,4''-bis(N-feruloyl)serotonin	COC1=C(O)C=CC(\C=C\C(=O)NCCC2=CNC3=C2C(=C(O)C=C3)C2=C(O)C=CC3=C2C(CCNC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CN3)=C1	9149.5	Standard polar	33892256
4,4''-bis(N-feruloyl)serotonin	COC1=C(O)C=CC(\C=C\C(=O)NCCC2=CNC3=C2C(=C(O)C=C3)C2=C(O)C=CC3=C2C(CCNC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CN3)=C1	5498.4	Standard non polar	33892256
4,4''-bis(N-feruloyl)serotonin	COC1=C(O)C=CC(\C=C\C(=O)NCCC2=CNC3=C2C(=C(O)C=C3)C2=C(O)C=CC3=C2C(CCNC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CN3)=C1	7709.7	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 - 4,4''-bis(N-feruloyl)serotonin GC-MS (Non-derivatized) - 70eV, Positive	splash10-054k-2940210000-9de4e845346cab44178b	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4,4''-bis(N-feruloyl)serotonin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	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 - 4,4''-bis(N-feruloyl)serotonin 10V, Positive-QTOF	splash10-0ufr-0601051900-a0aac18dd7f049b3a8c5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 20V, Positive-QTOF	splash10-002b-0906341100-6f7cacc8308fc022a9a0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 40V, Positive-QTOF	splash10-000t-0908101000-bc3c141c5a72711a23d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 10V, Negative-QTOF	splash10-0udi-0100000900-9d3b8e87a3c81f66d6ab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 20V, Negative-QTOF	splash10-0ufr-0903243400-7530d5bb4961682c9193	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 40V, Negative-QTOF	splash10-0006-2901011000-d0f391a697189b28f6eb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 10V, Negative-QTOF	splash10-0udi-0000002900-037ce48832b1486c1ffa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 20V, Negative-QTOF	splash10-0541-0500209000-2a63700d866aeccac25f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 40V, Negative-QTOF	splash10-0kc2-0200019000-f15c27e3826012e2cafe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 10V, Positive-QTOF	splash10-0udi-0100022900-447444d39ecae1822249	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 20V, Positive-QTOF	splash10-0h90-0510059300-64225bc303603f36766f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4,4''-bis(N-feruloyl)serotonin 40V, Positive-QTOF	splash10-03dr-0903023000-a30fdb0c334d8e30e9ba	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

FDB021384

KNApSAcK ID

C00055553

Chemspider ID

8660299

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10484893

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 4,4''-bis(N-feruloyl)serotonin (HMDB0041433)

MOL for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

3D MOL for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

3D SDF for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

3D-SDF for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

PDB for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

3D PDB for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

SMILES for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

INCHI for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

Structure for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

3D Structure for HMDB0041433 (4,4''-bis(N-feruloyl)serotonin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra