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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:00 UTC

Update Date

2022-03-07 02:53:25 UTC

HMDB ID

HMDB0032654

Secondary Accession Numbers

HMDB32654

Metabolite Identification

Common Name

(E,E)-Futoamide

Description

(E,E)-Futoamide belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms (E,E)-Futoamide has been detected, but not quantified in, herbs and spices. This could make (e,e)-futoamide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E,E)-Futoamide.

Structure

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

HMDB0032654
     RDKit          3D
(E,E)-Futoamide
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.0868   -0.7484   -1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5305   -0.3367   -0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0039   -0.0814   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6956    0.8526    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078    0.4473    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2535    1.3351    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648    2.5117    0.7193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    0.9584    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3904   -0.2410    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0903   -0.5302    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8707    0.6754    0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218    0.2525    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982    0.8473   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5886    0.4290   -0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    1.0948   -1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8061    0.7673   -1.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2836   -0.2560   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4533   -0.9488    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108   -0.5662    0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1974   -1.9061    1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5437   -1.8371    0.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5370   -0.8001   -0.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2008   -1.4120   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7771    0.1407   -2.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8654   -1.3511   -2.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2853   -1.2051    0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3185    0.7006   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2227    0.2862    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5207   -1.0506   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0186    1.1656    1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8918    1.6970   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0462   -0.5252   -0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0762    1.6888    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939   -1.0132   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4338   -0.9615   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2234   -1.3116    0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076    0.9452    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7657    1.5224   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729   -0.5553    1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558    1.6581   -0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152    1.9056   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4704    1.3101   -1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687   -1.1122    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2486   -1.6012    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7649   -2.8409    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 19 14  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
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 11 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  1  0
M  END


  Mrv0541 02241211222D          

 22 23  0  0  0  0            999 V2000
   -4.0085    0.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085   -0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937   -1.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804   -0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5804    0.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7950    0.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2827   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7950   -1.0834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    0.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4359    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2788    0.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9937    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7085    0.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382    0.0006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5678    0.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4234    1.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5678   -0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  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
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032654

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CNC(=O)\C=C\CC\C=C\C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H23NO3/c1-14(2)12-19-18(20)8-6-4-3-5-7-15-9-10-16-17(11-15)22-13-21-16/h5-11,14H,3-4,12-13H2,1-2H3,(H,19,20)/b7-5+,8-6+

> <INCHI_KEY>
MRUXVACSRPRMSN-KQQUZDAGSA-N

> <FORMULA>
C18H23NO3

> <MOLECULAR_WEIGHT>
301.3801

> <EXACT_MASS>
301.167793607

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.353568358859135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,6E)-7-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienamide

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
3.8367093590000003

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.93009244140313

> <JCHEM_PKA_STRONGEST_BASIC>
2.3463703418854074

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
88.81049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,6E)-7-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032654
     RDKit          3D
(E,E)-Futoamide
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.0868   -0.7484   -1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5305   -0.3367   -0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0039   -0.0814   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6956    0.8526    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078    0.4473    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2535    1.3351    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648    2.5117    0.7193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    0.9584    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3904   -0.2410    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0903   -0.5302    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8707    0.6754    0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218    0.2525    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982    0.8473   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5886    0.4290   -0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    1.0948   -1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8061    0.7673   -1.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2836   -0.2560   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4533   -0.9488    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108   -0.5662    0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1974   -1.9061    1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5437   -1.8371    0.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5370   -0.8001   -0.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2008   -1.4120   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7771    0.1407   -2.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8654   -1.3511   -2.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2853   -1.2051    0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3185    0.7006   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2227    0.2862    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5207   -1.0506   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0186    1.1656    1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8918    1.6970   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0462   -0.5252   -0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0762    1.6888    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939   -1.0132   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4338   -0.9615   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2234   -1.3116    0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076    0.9452    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7657    1.5224   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729   -0.5553    1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558    1.6581   -0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152    1.9056   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4704    1.3101   -1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687   -1.1122    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2486   -1.6012    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7649   -2.8409    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 19 14  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  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      -7.483   0.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.483  -1.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.148  -2.313   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.817  -1.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.817   0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.148   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.951   0.480   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -9.861  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -8.951  -2.022   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.482   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.148   0.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.814   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.520   0.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.855   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.189   0.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.524   0.770   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.858   0.001   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       7.192   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.527   0.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.861   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.524   2.313   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.527  -1.541   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    1    5                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    2    8                                                       
CONECT   10    5   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19                                                            
CONECT   21   16                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0032654
HETATM    1  C1  UNL     1      -6.087  -0.748  -1.718  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.531  -0.337  -0.336  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.004  -0.081  -0.241  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.696   0.853   0.072  1.00  0.00           C  
HETATM    5  N1  UNL     1      -4.308   0.447   0.069  1.00  0.00           N  
HETATM    6  C5  UNL     1      -3.253   1.335   0.408  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.565   2.512   0.719  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.852   0.958   0.414  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.390  -0.241   0.109  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.090  -0.530   0.147  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.871   0.675   0.553  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.322   0.252   0.552  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.198   0.847  -0.224  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.589   0.429  -0.212  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.474   1.095  -1.056  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.806   0.767  -1.111  1.00  0.00           C  
HETATM   17  C15 UNL     1       7.284  -0.256  -0.305  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.453  -0.949   0.548  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.111  -0.566   0.557  1.00  0.00           C  
HETATM   20  O2  UNL     1       7.197  -1.906   1.224  1.00  0.00           O  
HETATM   21  C18 UNL     1       8.544  -1.837   0.794  1.00  0.00           C  
HETATM   22  O3  UNL     1       8.537  -0.800  -0.142  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.201  -1.412  -1.630  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.777   0.141  -2.327  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.865  -1.351  -2.253  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.285  -1.205   0.341  1.00  0.00           H  
HETATM   27  H5  UNL     1      -8.319   0.701  -0.960  1.00  0.00           H  
HETATM   28  H6  UNL     1      -8.223   0.286   0.771  1.00  0.00           H  
HETATM   29  H7  UNL     1      -8.521  -1.051  -0.398  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.019   1.166   1.093  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.892   1.697  -0.598  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.046  -0.525  -0.188  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.076   1.689   0.687  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.094  -1.013  -0.169  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.434  -0.962  -0.819  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.223  -1.312   0.909  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.608   0.945   1.587  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.766   1.522  -0.160  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.573  -0.555   1.223  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.856   1.658  -0.872  1.00  0.00           H  
HETATM   41  H19 UNL     1       5.115   1.906  -1.700  1.00  0.00           H  
HETATM   42  H20 UNL     1       7.470   1.310  -1.784  1.00  0.00           H  
HETATM   43  H21 UNL     1       4.469  -1.112   1.226  1.00  0.00           H  
HETATM   44  H22 UNL     1       9.249  -1.601   1.611  1.00  0.00           H  
HETATM   45  H23 UNL     1       8.765  -2.841   0.336  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   26
CONECT    3   27   28   29
CONECT    4    5   30   31
CONECT    5    6   32
CONECT    6    7    7    8
CONECT    8    9    9   33
CONECT    9   10   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   13   39
CONECT   13   14   40
CONECT   14   15   15   19
CONECT   15   16   41
CONECT   16   17   17   42
CONECT   17   18   22
CONECT   18   19   19   20
CONECT   19   43
CONECT   20   21
CONECT   21   22   44   45
END

HMDB0032654
     RDKit          3D
(E,E)-Futoamide
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.0868   -0.7484   -1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5305   -0.3367   -0.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0039   -0.0814   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6956    0.8526    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078    0.4473    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2535    1.3351    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648    2.5117    0.7193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    0.9584    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3904   -0.2410    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0903   -0.5302    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8707    0.6754    0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218    0.2525    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982    0.8473   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5886    0.4290   -0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    1.0948   -1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8061    0.7673   -1.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2836   -0.2560   -0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4533   -0.9488    0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108   -0.5662    0.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1974   -1.9061    1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5437   -1.8371    0.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5370   -0.8001   -0.1421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2008   -1.4120   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7771    0.1407   -2.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8654   -1.3511   -2.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2853   -1.2051    0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3185    0.7006   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2227    0.2862    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5207   -1.0506   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0186    1.1656    1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8918    1.6970   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0462   -0.5252   -0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0762    1.6888    0.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939   -1.0132   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4338   -0.9615   -0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2234   -1.3116    0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076    0.9452    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7657    1.5224   -0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729   -0.5553    1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558    1.6581   -0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152    1.9056   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4704    1.3101   -1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687   -1.1122    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2486   -1.6012    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7649   -2.8409    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 19 14  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 21 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2E,6E)-7-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienimidate	HMDB

Chemical Formula

C₁₈H₂₃NO₃

Average Molecular Weight

301.3801

Monoisotopic Molecular Weight

301.167793607

IUPAC Name

(2E,6E)-7-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienamide

Traditional Name

(2E,6E)-7-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hepta-2,6-dienamide

CAS Registry Number

23477-80-7

SMILES

CC(C)CNC(=O)\C=C\CC\C=C\C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C18H23NO3/c1-14(2)12-19-18(20)8-6-4-3-5-7-15-9-10-16-17(11-15)22-13-21-16/h5-11,14H,3-4,12-13H2,1-2H3,(H,19,20)/b7-5+,8-6+

InChI Key

MRUXVACSRPRMSN-KQQUZDAGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
Styrene
N-acyl-amine
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Acetal
Oxacycle
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032654)

Source

Endogenous

Endogenous (HMDB: HMDB0032654)

Plant

Plant (HMDB: HMDB0032654)

Exogenous

Food

Food (HMDB: HMDB0032654)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0032654)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0032654)

Role

Biological role

Energy source (HMDB: HMDB0032654)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032654)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	128 - 130 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.73 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0043 g/L	ALOGPS
logP	4.04	ALOGPS
logP	3.84	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	15.93	ChemAxon
pKa (Strongest Basic)	2.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.56 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	88.81 m³·mol⁻¹	ChemAxon
Polarizability	35.35 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	175.45	30932474
DeepCCS	[M-H]-	173.092	30932474
DeepCCS	[M-2H]-	205.999	30932474
DeepCCS	[M+Na]+	181.543	30932474
AllCCS	[M+H]+	173.6	32859911
AllCCS	[M+H-H2O]+	170.4	32859911
AllCCS	[M+NH4]+	176.6	32859911
AllCCS	[M+Na]+	177.5	32859911
AllCCS	[M-H]-	178.3	32859911
AllCCS	[M+Na-2H]-	178.6	32859911
AllCCS	[M+HCOO]-	179.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	8.17 minutes	32390414
Predicted by Siyang on May 30, 2022	17.8465 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.06 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2770.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	477.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	249.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	248.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	757.6 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	786.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	83.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1596.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	588.4 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	1708.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	491.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	440.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	433.0 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	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E,E)-Futoamide	CC(C)CNC(=O)\C=C\CC\C=C\C1=CC2=C(OCO2)C=C1	4061.3	Standard polar	33892256
(E,E)-Futoamide	CC(C)CNC(=O)\C=C\CC\C=C\C1=CC2=C(OCO2)C=C1	2564.4	Standard non polar	33892256
(E,E)-Futoamide	CC(C)CNC(=O)\C=C\CC\C=C\C1=CC2=C(OCO2)C=C1	2746.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E,E)-Futoamide,1TMS,isomer #1	CC(C)CN(C(=O)/C=C/CC/C=C/C1=CC=C2OCOC2=C1)[Si](C)(C)C	2606.5	Semi standard non polar	33892256
(E,E)-Futoamide,1TMS,isomer #1	CC(C)CN(C(=O)/C=C/CC/C=C/C1=CC=C2OCOC2=C1)[Si](C)(C)C	2631.1	Standard non polar	33892256
(E,E)-Futoamide,1TBDMS,isomer #1	CC(C)CN(C(=O)/C=C/CC/C=C/C1=CC=C2OCOC2=C1)[Si](C)(C)C(C)(C)C	2805.5	Semi standard non polar	33892256
(E,E)-Futoamide,1TBDMS,isomer #1	CC(C)CN(C(=O)/C=C/CC/C=C/C1=CC=C2OCOC2=C1)[Si](C)(C)C(C)(C)C	2845.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (E,E)-Futoamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-4790000000-ecd0961cef8f8d31dfd1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E,E)-Futoamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E,E)-Futoamide 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 - (E,E)-Futoamide 10V, Positive-QTOF	splash10-00di-9012000000-bc45131cef1e22221257	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 20V, Positive-QTOF	splash10-00di-9000000000-cbe5c6e7689753c4a5d4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 40V, Positive-QTOF	splash10-0ab9-9000000000-dfe22733b4b7da37e87f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 10V, Negative-QTOF	splash10-0udi-1049000000-54ded6516eea45aa06d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 20V, Negative-QTOF	splash10-0udi-3193000000-acaf398cc9d48c3de24f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 40V, Negative-QTOF	splash10-006x-9460000000-942e455e24c55807bc4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 10V, Positive-QTOF	splash10-0udi-0019000000-e34d4ecd7f06874c6eb8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 20V, Positive-QTOF	splash10-0udr-4794000000-29710de6157381185902	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 40V, Positive-QTOF	splash10-0itj-2930000000-f76c518c40c0c7b0ab32	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 10V, Negative-QTOF	splash10-0udi-0009000000-120047ceb499903b6812	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 20V, Negative-QTOF	splash10-0udj-1096000000-ceabbdd647dc5f8f6ad8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Futoamide 40V, Negative-QTOF	splash10-0002-2920000000-0b5c66969c57fdb33aad	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB010604

KNApSAcK ID

Not Available

Chemspider ID

30776942

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15596445

PDB ID

Not Available

ChEBI ID

141546

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1830621

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 (E,E)-Futoamide (HMDB0032654)

MOL for HMDB0032654 ((E,E)-Futoamide)

3D MOL for HMDB0032654 ((E,E)-Futoamide)

3D SDF for HMDB0032654 ((E,E)-Futoamide)

3D-SDF for HMDB0032654 ((E,E)-Futoamide)

PDB for HMDB0032654 ((E,E)-Futoamide)

3D PDB for HMDB0032654 ((E,E)-Futoamide)

SMILES for HMDB0032654 ((E,E)-Futoamide)

INCHI for HMDB0032654 ((E,E)-Futoamide)

Structure for HMDB0032654 ((E,E)-Futoamide)

3D Structure for HMDB0032654 ((E,E)-Futoamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra