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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:23 UTC

Update Date

2022-03-07 02:53:26 UTC

HMDB ID

HMDB0032718

Secondary Accession Numbers

HMDB32718

Metabolite Identification

Common Name

Dihydroretrofractamide B

Description

Dihydroretrofractamide B 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. Dihydroretrofractamide B has been detected, but not quantified in, herbs and spices and pepper (spice). This could make dihydroretrofractamide b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Dihydroretrofractamide B.

Structure

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

  Mrv0541 02241209412D          

 26 27  0  0  0  0            999 V2000
   -5.4397    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4397   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7258   -1.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7258    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2250    0.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7119   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2250   -1.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2981    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9902    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5663    0.0027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511    1.2351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2815    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9967    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9967   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1539    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8677    0.4139    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  1  0  0  0  0
 11 26  1  0  0  0  0
 12 13  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0032718
     RDKit          3D
Dihydroretrofractamide B
 57 58  0  0  0  0  0  0  0  0999 V2000
  -10.2134    0.3741   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696    0.2652   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2536    1.4740    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9268   -0.1020   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5204   -0.2066   -0.9280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5969   -0.5451   -1.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9799   -0.7478   -3.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900   -0.6728   -1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634   -0.4884   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052   -0.6559   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816   -0.4947    0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1167   -0.6437    0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.0107   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304   -1.1894   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    0.0745    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1925   -0.1699    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023    1.0931    0.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3486    0.7819    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024    0.2814    2.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2560    0.0064    2.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0610    0.2148    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5071    0.7177   -0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1535    0.9875   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5189    0.8296   -1.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7151    0.2576   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4193    0.0299    0.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3938   -0.3656   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8459    0.1282    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4758    1.3609   -0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6832   -0.6026    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7927    2.2292   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1007    1.9410    1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5030    1.1840    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3135   -1.0352   -1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0076    0.7426   -2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1865   -0.0476    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5102   -0.9387   -2.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -0.2282    0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5996   -0.9155   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894   -0.2320    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196    0.2715    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0251   -1.4976    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487   -1.9571   -0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3806   -0.2301   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108   -1.4328   -1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801   -2.0523    0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5461    0.9106   -0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2882    0.3365    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694   -0.3685   -0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3964   -0.9746    1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631    1.9093    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5031    1.4035    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2627    0.1216    2.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6993   -0.3867    2.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7484    1.3829   -1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9406   -0.6770   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5358    1.0163   -0.7838 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 23 18  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 20 54  1  0
 23 55  1  0
 25 56  1  0
 25 57  1  0
M  END

  Mrv0541 02241209412D          

 26 27  0  0  0  0            999 V2000
   -5.4397    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4397   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7258   -1.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7258    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2250    0.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7119   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2250   -1.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2981    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5829    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9902    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5663    0.0027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511    1.2351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2815    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9967    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9967   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1539    0.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8677    0.4139    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  1  0  0  0  0
 11 26  1  0  0  0  0
 12 13  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032718

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CNC(=O)\C=C\C=C\CCCCCCC1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO3/c1-18(2)16-23-22(24)12-10-8-6-4-3-5-7-9-11-19-13-14-20-21(15-19)26-17-25-20/h6,8,10,12-15,18H,3-5,7,9,11,16-17H2,1-2H3,(H,23,24)/b8-6+,12-10+

> <INCHI_KEY>
DMIKQRDDTCGOLE-VTKKNFPDSA-N

> <FORMULA>
C22H31NO3

> <MOLECULAR_WEIGHT>
357.4864

> <EXACT_MASS>
357.230393863

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.251967025296906

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E)-11-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4-dienamide

> <ALOGPS_LOGP>
5.94

> <JCHEM_LOGP>
5.532284019000001

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.349871708903887

> <JCHEM_PKA_STRONGEST_BASIC>
2.245618589980612

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
107.21449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.52e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-11-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4-dienamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032718
     RDKit          3D
Dihydroretrofractamide B
 57 58  0  0  0  0  0  0  0  0999 V2000
  -10.2134    0.3741   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696    0.2652   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2536    1.4740    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9268   -0.1020   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5204   -0.2066   -0.9280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5969   -0.5451   -1.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9799   -0.7478   -3.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900   -0.6728   -1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634   -0.4884   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052   -0.6559   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816   -0.4947    0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1167   -0.6437    0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.0107   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304   -1.1894   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    0.0745    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1925   -0.1699    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023    1.0931    0.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3486    0.7819    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024    0.2814    2.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2560    0.0064    2.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0610    0.2148    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5071    0.7177   -0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1535    0.9875   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5189    0.8296   -1.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7151    0.2576   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4193    0.0299    0.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3938   -0.3656   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8459    0.1282    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4758    1.3609   -0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6832   -0.6026    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7927    2.2292   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1007    1.9410    1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5030    1.1840    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3135   -1.0352   -1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0076    0.7426   -2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1865   -0.0476    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5102   -0.9387   -2.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -0.2282    0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5996   -0.9155   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894   -0.2320    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196    0.2715    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0251   -1.4976    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487   -1.9571   -0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3806   -0.2301   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108   -1.4328   -1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801   -2.0523    0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5461    0.9106   -0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2882    0.3365    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694   -0.3685   -0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3964   -0.9746    1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631    1.9093    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5031    1.4035    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2627    0.1216    2.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6993   -0.3867    2.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7484    1.3829   -1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9406   -0.6770   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5358    1.0163   -0.7838 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 23 18  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 20 54  1  0
 23 55  1  0
 25 56  1  0
 25 57  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     -10.154   0.005   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.154  -1.535   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.821  -2.306   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.491  -1.535   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.491   0.005   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.821   0.773   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -11.620   0.483   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -12.529  -0.765   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -11.620  -2.015   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -6.156   0.773   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.821   0.005   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.513   0.005   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.848   0.773   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.183   0.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.518   0.773   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.854   0.005   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.189   0.773   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.524   0.005   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       7.189   2.306   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.859   0.773   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.194   0.005   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.529   0.773   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.194  -1.535   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.819   0.773   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.154   0.005   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.486   0.773   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   26                                                       
CONECT   12   13   24                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   20                                                       
CONECT   19   17                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   12   25                                                       
CONECT   25   24   26                                                       
CONECT   26   11   25                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0032718
HETATM    1  C1  UNL     1     -10.213   0.374  -0.481  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.770   0.265  -0.099  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.254   1.474   0.616  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.927  -0.102  -1.307  1.00  0.00           C  
HETATM    5  N1  UNL     1      -6.520  -0.207  -0.928  1.00  0.00           N  
HETATM    6  C5  UNL     1      -5.597  -0.545  -1.951  1.00  0.00           C  
HETATM    7  O1  UNL     1      -5.980  -0.748  -3.144  1.00  0.00           O  
HETATM    8  C6  UNL     1      -4.190  -0.673  -1.680  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.663  -0.488  -0.485  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.205  -0.656  -0.370  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.582  -0.495   0.776  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.117  -0.644   0.983  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.566  -1.011  -0.310  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.030  -1.189  -0.188  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.687   0.075   0.281  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.192  -0.170   0.369  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.902   1.093   0.843  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.349   0.782   0.904  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.902   0.281   2.061  1.00  0.00           C  
HETATM   20  C18 UNL     1       8.256   0.006   2.069  1.00  0.00           C  
HETATM   21  C19 UNL     1       9.061   0.215   0.968  1.00  0.00           C  
HETATM   22  C20 UNL     1       8.507   0.718  -0.197  1.00  0.00           C  
HETATM   23  C21 UNL     1       7.153   0.988  -0.190  1.00  0.00           C  
HETATM   24  O2  UNL     1       9.519   0.830  -1.135  1.00  0.00           O  
HETATM   25  C22 UNL     1      10.715   0.258  -0.642  1.00  0.00           C  
HETATM   26  O3  UNL     1      10.419   0.030   0.705  1.00  0.00           O  
HETATM   27  H1  UNL     1     -10.394  -0.366  -1.312  1.00  0.00           H  
HETATM   28  H2  UNL     1     -10.846   0.128   0.401  1.00  0.00           H  
HETATM   29  H3  UNL     1     -10.476   1.361  -0.914  1.00  0.00           H  
HETATM   30  H4  UNL     1      -8.683  -0.603   0.607  1.00  0.00           H  
HETATM   31  H5  UNL     1      -7.793   2.229  -0.032  1.00  0.00           H  
HETATM   32  H6  UNL     1      -9.101   1.941   1.184  1.00  0.00           H  
HETATM   33  H7  UNL     1      -7.503   1.184   1.383  1.00  0.00           H  
HETATM   34  H8  UNL     1      -8.313  -1.035  -1.714  1.00  0.00           H  
HETATM   35  H9  UNL     1      -8.008   0.743  -2.020  1.00  0.00           H  
HETATM   36  H10 UNL     1      -6.187  -0.048   0.028  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.510  -0.939  -2.512  1.00  0.00           H  
HETATM   38  H12 UNL     1      -4.259  -0.228   0.372  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.600  -0.916  -1.222  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.189  -0.232   1.637  1.00  0.00           H  
HETATM   41  H15 UNL     1       0.320   0.271   1.435  1.00  0.00           H  
HETATM   42  H16 UNL     1       0.025  -1.498   1.678  1.00  0.00           H  
HETATM   43  H17 UNL     1       0.049  -1.957  -0.654  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.381  -0.230  -1.099  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.411  -1.433  -1.225  1.00  0.00           H  
HETATM   46  H20 UNL     1       2.280  -2.052   0.465  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.546   0.911  -0.429  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.288   0.336   1.281  1.00  0.00           H  
HETATM   49  H23 UNL     1       4.569  -0.369  -0.653  1.00  0.00           H  
HETATM   50  H24 UNL     1       4.396  -0.975   1.088  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.663   1.909   0.148  1.00  0.00           H  
HETATM   52  H26 UNL     1       4.503   1.403   1.838  1.00  0.00           H  
HETATM   53  H27 UNL     1       6.263   0.122   2.919  1.00  0.00           H  
HETATM   54  H28 UNL     1       8.699  -0.387   2.974  1.00  0.00           H  
HETATM   55  H29 UNL     1       6.748   1.383  -1.124  1.00  0.00           H  
HETATM   56  H30 UNL     1      10.941  -0.677  -1.213  1.00  0.00           H  
HETATM   57  H31 UNL     1      11.536   1.016  -0.784  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4   30
CONECT    3   31   32   33
CONECT    4    5   34   35
CONECT    5    6   36
CONECT    6    7    7    8
CONECT    8    9    9   37
CONECT    9   10   38
CONECT   10   11   11   39
CONECT   11   12   40
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   19   23
CONECT   19   20   53
CONECT   20   21   21   54
CONECT   21   22   26
CONECT   22   23   23   24
CONECT   23   55
CONECT   24   25
CONECT   25   26   56   57
END

HMDB0032718
     RDKit          3D
Dihydroretrofractamide B
 57 58  0  0  0  0  0  0  0  0999 V2000
  -10.2134    0.3741   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696    0.2652   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2536    1.4740    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9268   -0.1020   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5204   -0.2066   -0.9280 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5969   -0.5451   -1.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9799   -0.7478   -3.1438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900   -0.6728   -1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634   -0.4884   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052   -0.6559   -0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816   -0.4947    0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1167   -0.6437    0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.0107   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0304   -1.1894   -0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    0.0745    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1925   -0.1699    0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023    1.0931    0.8432 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3486    0.7819    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024    0.2814    2.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2560    0.0064    2.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0610    0.2148    0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5071    0.7177   -0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1535    0.9875   -0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5189    0.8296   -1.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7151    0.2576   -0.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4193    0.0299    0.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3938   -0.3656   -1.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8459    0.1282    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4758    1.3609   -0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6832   -0.6026    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7927    2.2292   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1007    1.9410    1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5030    1.1840    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3135   -1.0352   -1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0076    0.7426   -2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1865   -0.0476    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5102   -0.9387   -2.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -0.2282    0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5996   -0.9155   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894   -0.2320    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196    0.2715    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0251   -1.4976    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487   -1.9571   -0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3806   -0.2301   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4108   -1.4328   -1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801   -2.0523    0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5461    0.9106   -0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2882    0.3365    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694   -0.3685   -0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3964   -0.9746    1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631    1.9093    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5031    1.4035    1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2627    0.1216    2.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6993   -0.3867    2.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7484    1.3829   -1.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9406   -0.6770   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5358    1.0163   -0.7838 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  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 23 18  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 19 53  1  0
 20 54  1  0
 23 55  1  0
 25 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10,11-Dihydropipercide	HMDB
(2E,4E)-11-(2H-1,3-Benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4-dienimidate	Generator

Chemical Formula

C₂₂H₃₁NO₃

Average Molecular Weight

357.4864

Monoisotopic Molecular Weight

357.230393863

IUPAC Name

(2E,4E)-11-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4-dienamide

Traditional Name

(2E,4E)-11-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4-dienamide

CAS Registry Number

75022-26-3

SMILES

CC(C)CNC(=O)\C=C\C=C\CCCCCCC1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C22H31NO3/c1-18(2)16-23-22(24)12-10-8-6-4-3-5-7-9-11-19-13-14-20-21(15-19)26-17-25-20/h6,8,10,12-15,18H,3-5,7,9,11,16-17H2,1-2H3,(H,23,24)/b8-6+,12-10+

InChI Key

DMIKQRDDTCGOLE-VTKKNFPDSA-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
N-acyl-amine
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Acetal
Carboxylic acid derivative
Oxacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
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: HMDB0032718)

Source

Endogenous

Endogenous (HMDB: HMDB0032718)

Plant

Plant (HMDB: HMDB0032718)

Exogenous

Food

Food (HMDB: HMDB0032718)

Herb and spice

Spice

Pepper (Spice) (FooDB: FOOD00139)

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0032718)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0032718)

Role

Biological role

Energy source (HMDB: HMDB0032718)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032718)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	94 - 95 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.017 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	0.00035 g/L	ALOGPS
logP	5.94	ALOGPS
logP	5.53	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	16.35	ChemAxon
pKa (Strongest Basic)	2.25	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	11	ChemAxon
Refractivity	107.21 m³·mol⁻¹	ChemAxon
Polarizability	43.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	192.557	30932474
DeepCCS	[M-H]-	190.006	30932474
DeepCCS	[M-2H]-	224.325	30932474
DeepCCS	[M+Na]+	200.359	30932474
AllCCS	[M+H]+	191.8	32859911
AllCCS	[M+H-H2O]+	189.1	32859911
AllCCS	[M+NH4]+	194.3	32859911
AllCCS	[M+Na]+	195.0	32859911
AllCCS	[M-H]-	192.7	32859911
AllCCS	[M+Na-2H]-	193.9	32859911
AllCCS	[M+HCOO]-	195.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydroretrofractamide B	CC(C)CNC(=O)\C=C\C=C\CCCCCCC1=CC2=C(OCO2)C=C1	4414.4	Standard polar	33892256
Dihydroretrofractamide B	CC(C)CNC(=O)\C=C\C=C\CCCCCCC1=CC2=C(OCO2)C=C1	2856.5	Standard non polar	33892256
Dihydroretrofractamide B	CC(C)CNC(=O)\C=C\C=C\CCCCCCC1=CC2=C(OCO2)C=C1	3205.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydroretrofractamide B,1TMS,isomer #1	CC(C)CN(C(=O)/C=C/C=C/CCCCCCC1=CC=C2OCOC2=C1)[Si](C)(C)C	3026.8	Semi standard non polar	33892256
Dihydroretrofractamide B,1TMS,isomer #1	CC(C)CN(C(=O)/C=C/C=C/CCCCCCC1=CC=C2OCOC2=C1)[Si](C)(C)C	2973.7	Standard non polar	33892256
Dihydroretrofractamide B,1TBDMS,isomer #1	CC(C)CN(C(=O)/C=C/C=C/CCCCCCC1=CC=C2OCOC2=C1)[Si](C)(C)C(C)(C)C	3208.8	Semi standard non polar	33892256
Dihydroretrofractamide B,1TBDMS,isomer #1	CC(C)CN(C(=O)/C=C/C=C/CCCCCCC1=CC=C2OCOC2=C1)[Si](C)(C)C(C)(C)C	3171.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroretrofractamide B GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1951000000-41c05e859dd1a5174a57	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroretrofractamide B 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 - Dihydroretrofractamide B 10V, Positive-QTOF	splash10-05fr-9003000000-20a811f4826338acf3fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 20V, Positive-QTOF	splash10-00di-9010000000-a0770fb88510b71f7e78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 40V, Positive-QTOF	splash10-0ab9-9000000000-c93a05f3b346517f7cb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 10V, Negative-QTOF	splash10-0a4i-0019000000-a31e75cf8cec4e81f52a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 20V, Negative-QTOF	splash10-0a4i-5079000000-38224a4dfeb723334dbe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 40V, Negative-QTOF	splash10-059x-9181000000-99f4c30c370203b5ea7d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 10V, Positive-QTOF	splash10-0a4i-2139000000-c9482fa5c9ad2332e36e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 20V, Positive-QTOF	splash10-0a4i-9474000000-e3a169d9920c0fd5bcb6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 40V, Positive-QTOF	splash10-0536-5910000000-c81532ed6c0c9edf1292	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 10V, Negative-QTOF	splash10-0a4i-0019000000-f38ed09bd31bb1b10adb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 20V, Negative-QTOF	splash10-0pb9-1039000000-9c86f3a2b2276dd21710	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroretrofractamide B 40V, Negative-QTOF	splash10-0006-9411000000-c24fbd7238a1dbc41fe6	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

FDB010679

KNApSAcK ID

C00054975

Chemspider ID

9068941

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10893678

PDB ID

Not Available

ChEBI ID

174786

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1831081

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 Dihydroretrofractamide B (HMDB0032718)

MOL for HMDB0032718 (Dihydroretrofractamide B)

3D MOL for HMDB0032718 (Dihydroretrofractamide B)

3D SDF for HMDB0032718 (Dihydroretrofractamide B)

3D-SDF for HMDB0032718 (Dihydroretrofractamide B)

PDB for HMDB0032718 (Dihydroretrofractamide B)

3D PDB for HMDB0032718 (Dihydroretrofractamide B)

SMILES for HMDB0032718 (Dihydroretrofractamide B)

INCHI for HMDB0032718 (Dihydroretrofractamide B)

Structure for HMDB0032718 (Dihydroretrofractamide B)

3D Structure for HMDB0032718 (Dihydroretrofractamide B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra