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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:37 UTC

Update Date

2022-03-07 02:53:27 UTC

HMDB ID

HMDB0032759

Secondary Accession Numbers

HMDB32759

Metabolite Identification

Common Name

Moschamine

Description

Moschamine 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. Moschamine has been detected, but not quantified in, fats and oils and herbs and spices. This could make moschamine a potential biomarker for the consumption of these foods. Moschamine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Moschamine.

Structure

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


  Mrv0541 02241219552D          

 26 28  0  0  0  0            999 V2000
    0.0282   -0.6491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4968   -1.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3720   -1.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7228   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975    0.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6346    1.1881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975   -0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9973    0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9973    0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7852   -0.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0947   -1.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188   -0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320   -0.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236   -0.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101   -0.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -0.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976    0.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    0.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236    0.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7852    0.6762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    1.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0213    1.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 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
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0032759
     RDKit          3D
Moschamine
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.2109    1.4440   -3.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839    1.5038   -2.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7243    1.0693   -1.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804    0.5622   -1.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    0.1155   -0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -0.4173   -1.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758   -0.8558   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798   -1.3813   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1317   -1.3967   -1.9582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -1.8474    0.2071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1316   -2.3494   -0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9476   -1.3759   -1.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -0.1616   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8262    1.1367   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    1.9490    0.4071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038    1.2039    1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3122    1.6017    2.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1671    0.6506    2.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1213   -0.6576    2.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9774   -1.5876    2.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2075   -1.0241    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342   -0.0827    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9844    0.1933    0.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2270    0.6967    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0758    1.1256   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3294    1.6380    0.2796 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0490    1.8510   -4.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    2.0928   -3.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0112    0.3905   -3.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1439    0.4909   -2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -0.4618   -2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5801   -0.8330    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -1.8262    1.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -3.1870   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308   -2.8566    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9028   -1.9143   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4625   -1.1736   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260    1.3948   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3071    2.9741    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3574    2.6321    2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9116    0.9204    3.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0070   -2.5516    2.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1051   -2.0235    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632   -0.1297    1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5295    0.7535    1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6446    1.7045    1.2353 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  2  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22 13  1  0
 22 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
M  END


  Mrv0541 02241219552D          

 26 28  0  0  0  0            999 V2000
    0.0282   -0.6491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4968   -1.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3720   -1.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7228   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975    0.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6346    1.1881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975   -0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9973    0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9973    0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7852   -0.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0947   -1.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188   -0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320   -0.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236   -0.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101   -0.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -0.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976    0.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    0.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0236    0.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7852    0.6762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    1.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0213    1.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 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
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032759

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20N2O4/c1-26-19-10-13(2-6-18(19)24)3-7-20(25)21-9-8-14-12-22-17-5-4-15(23)11-16(14)17/h2-7,10-12,22-24H,8-9H2,1H3,(H,21,25)/b7-3+

> <INCHI_KEY>
WGHKJYWENWLOMY-XVNBXDOJSA-N

> <FORMULA>
C20H20N2O4

> <MOLECULAR_WEIGHT>
352.3838

> <EXACT_MASS>
352.142307138

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.17962347219552

> <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-hydroxy-3-methoxyphenyl)prop-2-enamide

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.8999141183333323

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.05465985750506

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.390567745281645

> <JCHEM_PKA_STRONGEST_BASIC>
1.2097217359863082

> <JCHEM_POLAR_SURFACE_AREA>
94.58000000000001

> <JCHEM_REFRACTIVITY>
100.65790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.78e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032759
     RDKit          3D
Moschamine
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.2109    1.4440   -3.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839    1.5038   -2.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7243    1.0693   -1.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804    0.5622   -1.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    0.1155   -0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -0.4173   -1.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758   -0.8558   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798   -1.3813   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1317   -1.3967   -1.9582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -1.8474    0.2071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1316   -2.3494   -0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9476   -1.3759   -1.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -0.1616   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8262    1.1367   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    1.9490    0.4071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038    1.2039    1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3122    1.6017    2.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1671    0.6506    2.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1213   -0.6576    2.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9774   -1.5876    2.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2075   -1.0241    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342   -0.0827    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9844    0.1933    0.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2270    0.6967    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0758    1.1256   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3294    1.6380    0.2796 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0490    1.8510   -4.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    2.0928   -3.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0112    0.3905   -3.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1439    0.4909   -2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -0.4618   -2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5801   -0.8330    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -1.8262    1.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -3.1870   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308   -2.8566    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9028   -1.9143   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4625   -1.1736   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260    1.3948   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3071    2.9741    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3574    2.6321    2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9116    0.9204    3.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0070   -2.5516    2.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1051   -2.0235    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632   -0.1297    1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5295    0.7535    1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6446    1.7045    1.2353 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  2  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22 13  1  0
 22 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  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  N   UNK     0       0.053  -1.212   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -0.927  -2.355   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.561  -2.030   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.216  -0.394   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.235   0.910   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -3.051   2.218   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -6.155  -0.722   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.685   0.094   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.685   1.729   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.155   2.545   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.462   1.729   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.462   0.094   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -8.932  -0.722   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.633  -1.634   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.043  -3.162   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.022  -0.722   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.353  -1.381   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.644  -0.635   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.739  -1.271   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.836  -0.635   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.836   0.629   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.739   1.261   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.644   0.629   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.932   1.262   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.739   2.528   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.640   3.162   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    9                                                       
CONECT    7    8   12                                                       
CONECT    8    4    7    9                                                  
CONECT    9    6    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    7   11   13                                                  
CONECT   13   12                                                            
CONECT   14    1   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23   25                                                  
CONECT   23   18   22                                                       
CONECT   24   21                                                            
CONECT   25   22   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0032759
HETATM    1  C1  UNL     1       6.211   1.444  -3.697  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.584   1.504  -2.341  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.724   1.069  -1.370  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.480   0.562  -1.698  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.588   0.115  -0.748  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.288  -0.417  -1.098  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.376  -0.856  -0.274  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.080  -1.381  -0.717  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.132  -1.397  -1.958  1.00  0.00           O  
HETATM   10  N1  UNL     1      -0.885  -1.847   0.207  1.00  0.00           N  
HETATM   11  C8  UNL     1      -2.132  -2.349  -0.272  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.948  -1.376  -1.054  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.334  -0.162  -0.340  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.826   1.137  -0.428  1.00  0.00           C  
HETATM   15  N2  UNL     1      -3.470   1.949   0.407  1.00  0.00           N  
HETATM   16  C12 UNL     1      -4.404   1.204   1.052  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.312   1.602   2.008  1.00  0.00           C  
HETATM   18  C14 UNL     1      -6.167   0.651   2.518  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.121  -0.658   2.091  1.00  0.00           C  
HETATM   20  O3  UNL     1      -6.977  -1.588   2.608  1.00  0.00           O  
HETATM   21  C16 UNL     1      -5.207  -1.024   1.138  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.334  -0.083   0.608  1.00  0.00           C  
HETATM   23  C18 UNL     1       3.984   0.193   0.560  1.00  0.00           C  
HETATM   24  C19 UNL     1       5.227   0.697   0.931  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.076   1.126  -0.032  1.00  0.00           C  
HETATM   26  O4  UNL     1       7.329   1.638   0.280  1.00  0.00           O  
HETATM   27  H1  UNL     1       7.049   1.851  -4.333  1.00  0.00           H  
HETATM   28  H2  UNL     1       5.337   2.093  -3.935  1.00  0.00           H  
HETATM   29  H3  UNL     1       6.011   0.390  -3.953  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.144   0.491  -2.732  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.032  -0.462  -2.165  1.00  0.00           H  
HETATM   32  H6  UNL     1       1.580  -0.833   0.785  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.691  -1.826   1.230  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.886  -3.187  -0.991  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.731  -2.857   0.524  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.903  -1.914  -1.328  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.463  -1.174  -2.040  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.026   1.395  -1.093  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.307   2.974   0.559  1.00  0.00           H  
HETATM   40  H14 UNL     1      -5.357   2.632   2.353  1.00  0.00           H  
HETATM   41  H15 UNL     1      -6.912   0.920   3.286  1.00  0.00           H  
HETATM   42  H16 UNL     1      -7.007  -2.552   2.351  1.00  0.00           H  
HETATM   43  H17 UNL     1      -5.105  -2.023   0.748  1.00  0.00           H  
HETATM   44  H18 UNL     1       3.363  -0.130   1.380  1.00  0.00           H  
HETATM   45  H19 UNL     1       5.529   0.754   1.965  1.00  0.00           H  
HETATM   46  H20 UNL     1       7.645   1.704   1.235  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   30
CONECT    5    6   23   23
CONECT    6    7    7   31
CONECT    7    8   32
CONECT    8    9    9   10
CONECT   10   11   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   14   22
CONECT   14   15   38
CONECT   15   16   39
CONECT   16   17   17   22
CONECT   17   18   40
CONECT   18   19   19   41
CONECT   19   20   21
CONECT   20   42
CONECT   21   22   22   43
CONECT   23   24   44
CONECT   24   25   25   45
CONECT   25   26
CONECT   26   46
END

HMDB0032759
     RDKit          3D
Moschamine
 46 48  0  0  0  0  0  0  0  0999 V2000
    6.2109    1.4440   -3.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839    1.5038   -2.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7243    1.0693   -1.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804    0.5622   -1.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    0.1155   -0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -0.4173   -1.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758   -0.8558   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798   -1.3813   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1317   -1.3967   -1.9582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -1.8474    0.2071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1316   -2.3494   -0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9476   -1.3759   -1.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -0.1616   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8262    1.1367   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700    1.9490    0.4071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038    1.2039    1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3122    1.6017    2.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1671    0.6506    2.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1213   -0.6576    2.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9774   -1.5876    2.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2075   -1.0241    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342   -0.0827    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9844    0.1933    0.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2270    0.6967    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0758    1.1256   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3294    1.6380    0.2796 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0490    1.8510   -4.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3366    2.0928   -3.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0112    0.3905   -3.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1439    0.4909   -2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -0.4618   -2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5801   -0.8330    0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -1.8262    1.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -3.1870   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308   -2.8566    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9028   -1.9143   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4625   -1.1736   -2.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260    1.3948   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3071    2.9741    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3574    2.6321    2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9116    0.9204    3.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0070   -2.5516    2.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1051   -2.0235    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632   -0.1297    1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5295    0.7535    1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6446    1.7045    1.2353 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  2  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22 13  1  0
 22 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Feruloylserotonin	MeSH
N-(Feruloyl)-serotonin (I)	HMDB
NB-(e)-Feruloylserotonin	HMDB
Tryptamine, N-feruloyl	HMDB
Moschamine	ChEBI

Chemical Formula

C₂₀H₂₀N₂O₄

Average Molecular Weight

352.3838

Monoisotopic Molecular Weight

352.142307138

IUPAC Name

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

Traditional Name

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

CAS Registry Number

68573-23-9

SMILES

COC1=CC(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)=CC=C1O

InChI Identifier

InChI=1S/C20H20N2O4/c1-26-19-10-13(2-6-18(19)24)3-7-20(25)21-9-8-14-12-22-17-5-4-15(23)11-16(14)17/h2-7,10-12,22-24H,8-9H2,1H3,(H,21,25)/b7-3+

InChI Key

WGHKJYWENWLOMY-XVNBXDOJSA-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

cinnamamides (CHEBI:85158 )
hydroxyindoles (CHEBI:85158 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032759)
Cell membrane (HMDB: HMDB0032759)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032759)

Source

Exogenous

Exogenous (HMDB: HMDB0032759)

Food

Food (HMDB: HMDB0032759)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0032759)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032759)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	115 - 117 °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	0.0078 g/L	ALOGPS
logP	2.91	ALOGPS
logP	2.9	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	1.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	94.58 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	100.66 m³·mol⁻¹	ChemAxon
Polarizability	38.18 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]+	183.805	30932474
DeepCCS	[M-H]-	181.447	30932474
DeepCCS	[M-2H]-	215.678	30932474
DeepCCS	[M+Na]+	190.905	30932474
AllCCS	[M+H]+	185.6	32859911
AllCCS	[M+H-H2O]+	182.6	32859911
AllCCS	[M+NH4]+	188.4	32859911
AllCCS	[M+Na]+	189.2	32859911
AllCCS	[M-H]-	186.3	32859911
AllCCS	[M+Na-2H]-	186.0	32859911
AllCCS	[M+HCOO]-	185.8	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.	5.89 minutes	32390414
Predicted by Siyang on May 30, 2022	11.3723 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.21 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1941.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	211.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	150.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	154.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	199.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	502.2 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	338.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	130.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	873.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	410.4 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	1292.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	345.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	311.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	325.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	241.9 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	33.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Moschamine	COC1=CC(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)=CC=C1O	5259.4	Standard polar	33892256
Moschamine	COC1=CC(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)=CC=C1O	3587.0	Standard non polar	33892256
Moschamine	COC1=CC(\C=C\C(=O)NCCC2=CNC3=C2C=C(O)C=C3)=CC=C1O	4057.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Moschamine,1TMS,isomer #1	COC1=CC(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O[Si](C)(C)C)C=C23)=CC=C1O	3851.0	Semi standard non polar	33892256
Moschamine,1TMS,isomer #2	COC1=CC(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O)C=C23)=CC=C1O[Si](C)(C)C	3839.5	Semi standard non polar	33892256
Moschamine,1TMS,isomer #3	COC1=CC(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O)C=C23)[Si](C)(C)C)=CC=C1O	3815.7	Semi standard non polar	33892256
Moschamine,1TMS,isomer #4	COC1=CC(/C=C/C(=O)NCCC2=CN([Si](C)(C)C)C3=CC=C(O)C=C23)=CC=C1O	3938.0	Semi standard non polar	33892256
Moschamine,2TMS,isomer #1	COC1=CC(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O[Si](C)(C)C)C=C23)=CC=C1O[Si](C)(C)C	3842.5	Semi standard non polar	33892256
Moschamine,2TMS,isomer #2	COC1=CC(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O[Si](C)(C)C)C=C23)[Si](C)(C)C)=CC=C1O	3718.3	Semi standard non polar	33892256
Moschamine,2TMS,isomer #3	COC1=CC(/C=C/C(=O)NCCC2=CN([Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C23)=CC=C1O	3879.8	Semi standard non polar	33892256
Moschamine,2TMS,isomer #4	COC1=CC(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O)C=C23)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3748.9	Semi standard non polar	33892256
Moschamine,2TMS,isomer #5	COC1=CC(/C=C/C(=O)NCCC2=CN([Si](C)(C)C)C3=CC=C(O)C=C23)=CC=C1O[Si](C)(C)C	3871.6	Semi standard non polar	33892256
Moschamine,2TMS,isomer #6	COC1=CC(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C)C3=CC=C(O)C=C23)[Si](C)(C)C)=CC=C1O	3860.1	Semi standard non polar	33892256
Moschamine,3TMS,isomer #1	COC1=CC(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O[Si](C)(C)C)C=C23)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3720.6	Semi standard non polar	33892256
Moschamine,3TMS,isomer #1	COC1=CC(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O[Si](C)(C)C)C=C23)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3709.0	Standard non polar	33892256
Moschamine,3TMS,isomer #2	COC1=CC(/C=C/C(=O)NCCC2=CN([Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C23)=CC=C1O[Si](C)(C)C	3853.1	Semi standard non polar	33892256
Moschamine,3TMS,isomer #2	COC1=CC(/C=C/C(=O)NCCC2=CN([Si](C)(C)C)C3=CC=C(O[Si](C)(C)C)C=C23)=CC=C1O[Si](C)(C)C	3675.0	Standard non polar	33892256
Moschamine,3TMS,isomer #3	COC1=CC(/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)=CC=C1O	3746.3	Semi standard non polar	33892256
Moschamine,3TMS,isomer #3	COC1=CC(/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)=CC=C1O	3719.6	Standard non polar	33892256
Moschamine,3TMS,isomer #4	COC1=CC(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C)C3=CC=C(O)C=C23)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3782.5	Semi standard non polar	33892256
Moschamine,3TMS,isomer #4	COC1=CC(/C=C/C(=O)N(CCC2=CN([Si](C)(C)C)C3=CC=C(O)C=C23)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3679.4	Standard non polar	33892256
Moschamine,4TMS,isomer #1	COC1=CC(/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)=CC=C1O[Si](C)(C)C	3740.3	Semi standard non polar	33892256
Moschamine,4TMS,isomer #1	COC1=CC(/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)=CC=C1O[Si](C)(C)C	3520.8	Standard non polar	33892256
Moschamine,1TBDMS,isomer #1	COC1=CC(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)=CC=C1O	4137.5	Semi standard non polar	33892256
Moschamine,1TBDMS,isomer #2	COC1=CC(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O)C=C23)=CC=C1O[Si](C)(C)C(C)(C)C	4116.1	Semi standard non polar	33892256
Moschamine,1TBDMS,isomer #3	COC1=CC(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O)C=C23)[Si](C)(C)C(C)(C)C)=CC=C1O	4060.4	Semi standard non polar	33892256
Moschamine,1TBDMS,isomer #4	COC1=CC(/C=C/C(=O)NCCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C23)=CC=C1O	4170.8	Semi standard non polar	33892256
Moschamine,2TBDMS,isomer #1	COC1=CC(/C=C/C(=O)NCCC2=C[NH]C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C23)=CC=C1O[Si](C)(C)C(C)(C)C	4372.5	Semi standard non polar	33892256
Moschamine,2TBDMS,isomer #2	COC1=CC(/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)=CC=C1O	4237.2	Semi standard non polar	33892256
Moschamine,2TBDMS,isomer #3	COC1=CC(/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)=CC=C1O	4354.7	Semi standard non polar	33892256
Moschamine,2TBDMS,isomer #4	COC1=CC(/C=C/C(=O)N(CCC2=C[NH]C3=CC=C(O)C=C23)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4255.6	Semi standard non polar	33892256
Moschamine,2TBDMS,isomer #5	COC1=CC(/C=C/C(=O)NCCC2=CN([Si](C)(C)C(C)(C)C)C3=CC=C(O)C=C23)=CC=C1O[Si](C)(C)C(C)(C)C	4337.9	Semi standard non polar	33892256
Moschamine,2TBDMS,isomer #6	COC1=CC(/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)=CC=C1O	4294.8	Semi standard non polar	33892256
Moschamine,3TBDMS,isomer #1	COC1=CC(/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)=CC=C1O[Si](C)(C)C(C)(C)C	4451.8	Semi standard non polar	33892256
Moschamine,3TBDMS,isomer #1	COC1=CC(/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)=CC=C1O[Si](C)(C)C(C)(C)C	4254.2	Standard non polar	33892256
Moschamine,3TBDMS,isomer #2	COC1=CC(/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)=CC=C1O[Si](C)(C)C(C)(C)C	4566.5	Semi standard non polar	33892256
Moschamine,3TBDMS,isomer #2	COC1=CC(/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)=CC=C1O[Si](C)(C)C(C)(C)C	4264.6	Standard non polar	33892256
Moschamine,3TBDMS,isomer #3	COC1=CC(/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)=CC=C1O	4420.6	Semi standard non polar	33892256
Moschamine,3TBDMS,isomer #3	COC1=CC(/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)=CC=C1O	4201.3	Standard non polar	33892256
Moschamine,3TBDMS,isomer #4	COC1=CC(/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)=CC=C1O[Si](C)(C)C(C)(C)C	4436.5	Semi standard non polar	33892256
Moschamine,3TBDMS,isomer #4	COC1=CC(/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)=CC=C1O[Si](C)(C)C(C)(C)C	4202.5	Standard non polar	33892256
Moschamine,4TBDMS,isomer #1	COC1=CC(/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)=CC=C1O[Si](C)(C)C(C)(C)C	4605.3	Semi standard non polar	33892256
Moschamine,4TBDMS,isomer #1	COC1=CC(/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)=CC=C1O[Si](C)(C)C(C)(C)C	4123.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Moschamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-054k-0923000000-3934de869b02cac9424e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moschamine GC-MS (2 TMS) - 70eV, Positive	splash10-001i-1060900000-dec25e50f91c4f3b3203	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moschamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Moschamine 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 - Moschamine 10V, Positive-QTOF	splash10-0fb9-0903000000-30b46bfb0c5639e25440	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 20V, Positive-QTOF	splash10-056r-0900000000-59a7ae68937dab6348b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 40V, Positive-QTOF	splash10-0002-0900000000-9b70509ceb90d4ee77ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 10V, Negative-QTOF	splash10-0udi-0309000000-705280dc98eedf985ae9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 20V, Negative-QTOF	splash10-0fb9-0905000000-5ce4ff9eac456f9b4393	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 40V, Negative-QTOF	splash10-002f-3900000000-f211e7b93512d3a93f76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 10V, Positive-QTOF	splash10-0udi-0309000000-9a24f05f428938809d60	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 20V, Positive-QTOF	splash10-0ik9-0904000000-1c82ce2f38c4ec876086	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 40V, Positive-QTOF	splash10-01rx-1900000000-3797e8ab2793cbc68875	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 10V, Negative-QTOF	splash10-0udi-0009000000-5910fb854608b2191a93	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 20V, Negative-QTOF	splash10-0f8j-0913000000-2b67e8c3bae5fde39d5e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Moschamine 40V, Negative-QTOF	splash10-001j-0923000000-bdfffd81dab971d98ce2	2021-09-24	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

FDB010726

KNApSAcK ID

C00026737

Chemspider ID

4766454

KEGG Compound ID

Not Available

BioCyc ID

CPD-8935

BiGG ID

Not Available

Wikipedia Link

N-Feruloylserotonin

METLIN ID

Not Available

PubChem Compound

5969616

PDB ID

Not Available

ChEBI ID

85158

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 Moschamine (HMDB0032759)

MOL for HMDB0032759 (Moschamine)

3D MOL for HMDB0032759 (Moschamine)

3D SDF for HMDB0032759 (Moschamine)

3D-SDF for HMDB0032759 (Moschamine)

PDB for HMDB0032759 (Moschamine)

3D PDB for HMDB0032759 (Moschamine)

SMILES for HMDB0032759 (Moschamine)

INCHI for HMDB0032759 (Moschamine)

Structure for HMDB0032759 (Moschamine)

3D Structure for HMDB0032759 (Moschamine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra