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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:44:01 UTC

Update Date

2022-03-07 02:53:55 UTC

HMDB ID

HMDB0033959

Secondary Accession Numbers

HMDB33959

Metabolite Identification

Common Name

Isopiperolein B

Description

Isopiperolein 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. Isopiperolein B has been detected, but not quantified in, herbs and spices. This could make isopiperolein b a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Isopiperolein B.

Structure

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

HMDB0033959
     RDKit          3D
Isopiperolein B
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.5541    1.5482    1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5127    1.0959    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2978    1.2584   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873    1.6190    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7263    0.5452    1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.7695    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3760   -0.9362   -0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370   -0.6438   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4277    0.7404    0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9241    0.8211    0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7447   -0.1835    0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -0.0951    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8445    1.0563    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2341    1.0831    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0033   -0.0381    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3568   -1.1942    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9913   -1.2238    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3516   -2.1730    0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5199   -1.6816    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3882   -0.2717    0.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6823    0.4216   -0.4223 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7659   -0.1295   -1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1351   -0.6836   -1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885   -0.2317   -0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8803    0.2309    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4962    2.0611   -1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    0.3406   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2379    1.9520   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3323    2.5335    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699    0.9173    1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7087    0.3615    1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3921   -1.2541    0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -1.4434    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6092   -0.4502   -1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -2.0458   -0.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4741   -1.3341    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6215   -0.9055   -1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.4774   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    1.0815    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248    1.8028    0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253   -1.1600   -0.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2706    1.9749    0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6660    2.0310    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -2.1302   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5001   -2.0403    1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4019   -1.9822    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9650   -0.8920   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728    0.7126   -2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -0.3453   -2.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1067   -1.8010   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5188   -1.0321   -0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5677    0.6149   -0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1785    1.2517    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7666   -0.4617    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 17 12  1  0
 25 21  1  0
 20 15  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
M  END

  Mrv0541 05061307282D          

 25 27  0  0  0  0            999 V2000
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4143    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9293    1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9293    0.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 18 10  1  0  0  0  0
 18 12  1  0  0  0  0
 18 16  2  0  0  0  0
 19 13  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  2  0  0  0  0
 21 11  1  0  0  0  0
 22 14  1  0  0  0  0
 22 15  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  2  0  0  0  0
 24 17  1  0  0  0  0
 24 19  1  0  0  0  0
 25 17  1  0  0  0  0
 25 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033959

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CCCCCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H29NO3/c23-21(22-14-8-9-15-22)11-7-5-3-1-2-4-6-10-18-12-13-19-20(16-18)25-17-24-19/h6,10,12-13,16H,1-5,7-9,11,14-15,17H2/b10-6+

> <INCHI_KEY>
HRMXETZEKQCWBC-UXBLZVDNSA-N

> <FORMULA>
C21H29NO3

> <MOLECULAR_WEIGHT>
343.4599

> <EXACT_MASS>
343.214743799

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
40.94182368163206

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E)-10-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)dec-9-en-1-one

> <ALOGPS_LOGP>
5.12

> <JCHEM_LOGP>
4.5577622206666675

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.1247507193920071

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
100.21369999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E)-10-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)dec-9-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033959
     RDKit          3D
Isopiperolein B
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.5541    1.5482    1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5127    1.0959    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2978    1.2584   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873    1.6190    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7263    0.5452    1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.7695    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3760   -0.9362   -0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370   -0.6438   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4277    0.7404    0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9241    0.8211    0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7447   -0.1835    0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -0.0951    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8445    1.0563    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2341    1.0831    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0033   -0.0381    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3568   -1.1942    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9913   -1.2238    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3516   -2.1730    0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5199   -1.6816    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3882   -0.2717    0.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6823    0.4216   -0.4223 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7659   -0.1295   -1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1351   -0.6836   -1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885   -0.2317   -0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8803    0.2309    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4962    2.0611   -1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    0.3406   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2379    1.9520   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3323    2.5335    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699    0.9173    1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7087    0.3615    1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3921   -1.2541    0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -1.4434    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6092   -0.4502   -1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -2.0458   -0.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4741   -1.3341    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6215   -0.9055   -1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.4774   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    1.0815    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248    1.8028    0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253   -1.1600   -0.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2706    1.9749    0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6660    2.0310    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -2.1302   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5001   -2.0403    1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4019   -1.9822    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9650   -0.8920   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728    0.7126   -2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -0.3453   -2.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1067   -1.8010   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5188   -1.0321   -0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5677    0.6149   -0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1785    1.2517    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7666   -0.4617    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 17 12  1  0
 25 21  1  0
 20 15  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.668  -1.082   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.438   0.252   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.669   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.162  -0.762   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.408   1.396   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -12.003   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -15.707   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.337   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -13.337   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.001   0.770   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0     -14.801   3.556   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0     -14.801   1.064   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5   11                                                       
CONECT    8    9   14                                                       
CONECT    9    8   15                                                       
CONECT   10    6   18                                                       
CONECT   11    7   21                                                       
CONECT   12   13   18                                                       
CONECT   13   12   19                                                       
CONECT   14    8   22                                                       
CONECT   15    9   22                                                       
CONECT   16   18   20                                                       
CONECT   17   24   25                                                       
CONECT   18   10   12   16                                                  
CONECT   19   13   20   24                                                  
CONECT   20   16   19   25                                                  
CONECT   21   11   22   23                                                  
CONECT   22   14   15   21                                                  
CONECT   23   21                                                            
CONECT   24   17   19                                                       
CONECT   25   17   20                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0033959
HETATM    1  O1  UNL     1       4.554   1.548   1.273  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.513   1.096   0.107  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.298   1.258  -0.690  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.087   1.619   0.088  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.726   0.545   1.057  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.427  -0.769   0.458  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.376  -0.936  -0.537  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.037  -0.644  -0.252  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.428   0.740   0.106  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.924   0.821   0.303  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.745  -0.184   0.150  1.00  0.00           C  
HETATM   12  C11 UNL     1      -5.206  -0.095   0.345  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.844   1.056   0.712  1.00  0.00           C  
HETATM   14  C13 UNL     1      -7.234   1.083   0.882  1.00  0.00           C  
HETATM   15  C14 UNL     1      -8.003  -0.038   0.688  1.00  0.00           C  
HETATM   16  C15 UNL     1      -7.357  -1.194   0.320  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.991  -1.224   0.152  1.00  0.00           C  
HETATM   18  O2  UNL     1      -8.352  -2.173   0.189  1.00  0.00           O  
HETATM   19  C17 UNL     1      -9.520  -1.682   0.846  1.00  0.00           C  
HETATM   20  O3  UNL     1      -9.388  -0.272   0.791  1.00  0.00           O  
HETATM   21  N1  UNL     1       5.682   0.422  -0.422  1.00  0.00           N  
HETATM   22  C18 UNL     1       5.766  -0.129  -1.726  1.00  0.00           C  
HETATM   23  C19 UNL     1       7.135  -0.684  -1.889  1.00  0.00           C  
HETATM   24  C20 UNL     1       7.889  -0.232  -0.679  1.00  0.00           C  
HETATM   25  C21 UNL     1       6.880   0.231   0.314  1.00  0.00           C  
HETATM   26  H1  UNL     1       3.496   2.061  -1.457  1.00  0.00           H  
HETATM   27  H2  UNL     1       3.126   0.341  -1.329  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.238   1.952  -0.543  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.332   2.533   0.708  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.070   0.917   1.833  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.709   0.362   1.644  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.392  -1.254   0.122  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.148  -1.443   1.342  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.609  -0.450  -1.533  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.401  -2.046  -0.840  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.474  -1.334   0.526  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.621  -0.905  -1.192  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.171   1.477  -0.706  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.973   1.082   1.032  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.325   1.803   0.594  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.325  -1.160  -0.147  1.00  0.00           H  
HETATM   42  H17 UNL     1      -5.271   1.975   0.878  1.00  0.00           H  
HETATM   43  H18 UNL     1      -7.666   2.031   1.172  1.00  0.00           H  
HETATM   44  H19 UNL     1      -5.488  -2.130  -0.137  1.00  0.00           H  
HETATM   45  H20 UNL     1      -9.500  -2.040   1.885  1.00  0.00           H  
HETATM   46  H21 UNL     1     -10.402  -1.982   0.271  1.00  0.00           H  
HETATM   47  H22 UNL     1       4.965  -0.892  -1.927  1.00  0.00           H  
HETATM   48  H23 UNL     1       5.673   0.713  -2.466  1.00  0.00           H  
HETATM   49  H24 UNL     1       7.614  -0.345  -2.842  1.00  0.00           H  
HETATM   50  H25 UNL     1       7.107  -1.801  -1.900  1.00  0.00           H  
HETATM   51  H26 UNL     1       8.519  -1.032  -0.239  1.00  0.00           H  
HETATM   52  H27 UNL     1       8.568   0.615  -0.975  1.00  0.00           H  
HETATM   53  H28 UNL     1       7.178   1.252   0.706  1.00  0.00           H  
HETATM   54  H29 UNL     1       6.767  -0.462   1.180  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   11   40
CONECT   11   12   41
CONECT   12   13   13   17
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   20
CONECT   16   17   17   18
CONECT   17   44
CONECT   18   19
CONECT   19   20   45   46
CONECT   21   22   25
CONECT   22   23   47   48
CONECT   23   24   49   50
CONECT   24   25   51   52
CONECT   25   53   54
END

HMDB0033959
     RDKit          3D
Isopiperolein B
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.5541    1.5482    1.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5127    1.0959    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2978    1.2584   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873    1.6190    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7263    0.5452    1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272   -0.7695    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3760   -0.9362   -0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370   -0.6438   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4277    0.7404    0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9241    0.8211    0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7447   -0.1835    0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -0.0951    0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8445    1.0563    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2341    1.0831    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0033   -0.0381    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3568   -1.1942    0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9913   -1.2238    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3516   -2.1730    0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5199   -1.6816    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3882   -0.2717    0.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6823    0.4216   -0.4223 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7659   -0.1295   -1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1351   -0.6836   -1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8885   -0.2317   -0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8803    0.2309    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4962    2.0611   -1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    0.3406   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2379    1.9520   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3323    2.5335    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699    0.9173    1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7087    0.3615    1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3921   -1.2541    0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1484   -1.4434    1.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6092   -0.4502   -1.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -2.0458   -0.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4741   -1.3341    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6215   -0.9055   -1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.4774   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    1.0815    1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248    1.8028    0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253   -1.1600   -0.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2706    1.9749    0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6660    2.0310    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -2.1302   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5001   -2.0403    1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4019   -1.9822    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9650   -0.8920   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728    0.7126   -2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -0.3453   -2.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1067   -1.8010   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5188   -1.0321   -0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5677    0.6149   -0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1785    1.2517    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7666   -0.4617    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 17 12  1  0
 25 21  1  0
 20 15  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[10-(1,3-Benzodioxol-5-yl)-1-oxo-9-decenyl]pyrrolidine	HMDB
10-(3,4-Methylenedioxyphenyl)-9-decenoic acid pyrrolidide	HMDB
1-((9E)-10-(3,4-Methylenedioxyphenyl)-9-decenoyl)pyrrolidine	MeSH

Chemical Formula

C₂₁H₂₉NO₃

Average Molecular Weight

343.4599

Monoisotopic Molecular Weight

343.214743799

IUPAC Name

(9E)-10-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)dec-9-en-1-one

Traditional Name

(9E)-10-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)dec-9-en-1-one

CAS Registry Number

Not Available

SMILES

O=C(CCCCCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCC1

InChI Identifier

InChI=1S/C21H29NO3/c23-21(22-14-8-9-15-22)11-7-5-3-1-2-4-6-10-18-12-13-19-20(16-18)25-17-24-19/h6,10,12-13,16H,1-5,7-9,11,14-15,17H2/b10-6+

InChI Key

HRMXETZEKQCWBC-UXBLZVDNSA-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-acylpyrrolidine
Styrene
Benzenoid
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Acetal
Carboxylic acid derivative
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzodioxoles (CHEBI:70091 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033959)
Cell membrane (HMDB: HMDB0033959)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033959)

Source

Exogenous

Exogenous (HMDB: HMDB0033959)

Food

Food (HMDB: HMDB0033959)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033959)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033959)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	0.0045 g/L	ALOGPS
logP	5.12	ALOGPS
logP	4.56	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	0.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	100.21 m³·mol⁻¹	ChemAxon
Polarizability	40.94 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	185.758	31661259
DarkChem	[M-H]-	184.193	31661259
DeepCCS	[M+H]+	187.31	30932474
DeepCCS	[M-H]-	184.783	30932474
DeepCCS	[M-2H]-	218.287	30932474
DeepCCS	[M+Na]+	193.661	30932474
AllCCS	[M+H]+	187.9	32859911
AllCCS	[M+H-H2O]+	184.8	32859911
AllCCS	[M+NH4]+	190.7	32859911
AllCCS	[M+Na]+	191.5	32859911
AllCCS	[M-H]-	190.1	32859911
AllCCS	[M+Na-2H]-	190.9	32859911
AllCCS	[M+HCOO]-	191.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isopiperolein B	O=C(CCCCCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCC1	3852.0	Standard polar	33892256
Isopiperolein B	O=C(CCCCCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCC1	2996.3	Standard non polar	33892256
Isopiperolein B	O=C(CCCCCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCC1	3230.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isopiperolein B GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ea-5940000000-a194917d2fb0aa7ca448	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopiperolein B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopiperolein 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 - Isopiperolein B 10V, Positive-QTOF	splash10-0006-3129000000-e481d70ae396b37465a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 20V, Positive-QTOF	splash10-00di-9583000000-e4eb0a7ffa73aa9ac8a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 40V, Positive-QTOF	splash10-00di-9220000000-14fe3ed9617471858d0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 10V, Negative-QTOF	splash10-0006-0009000000-55c0c4a2af7ebd1512ee	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 20V, Negative-QTOF	splash10-00dl-9148000000-096a1aaca2a9345b2168	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 40V, Negative-QTOF	splash10-00di-9000000000-e2410baeca848634533d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 10V, Negative-QTOF	splash10-0006-0019000000-7ef0a841309642e649f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 20V, Negative-QTOF	splash10-0006-0029000000-c35548d70dbfa4e0d0b9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 40V, Negative-QTOF	splash10-0006-7349000000-566e1d0dad5061089c3b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 10V, Positive-QTOF	splash10-0006-0039000000-c939147dfbcdaec01550	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 20V, Positive-QTOF	splash10-00di-9134000000-586ffdc4f1c2db429911	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopiperolein B 40V, Positive-QTOF	splash10-00di-9410000000-497ad63bbf31b0fbc017	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

FDB012178

KNApSAcK ID

Not Available

Chemspider ID

13170369

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16041826

PDB ID

Not Available

ChEBI ID

70091

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 Isopiperolein B (HMDB0033959)

MOL for HMDB0033959 (Isopiperolein B)

3D MOL for HMDB0033959 (Isopiperolein B)

3D SDF for HMDB0033959 (Isopiperolein B)

3D-SDF for HMDB0033959 (Isopiperolein B)

PDB for HMDB0033959 (Isopiperolein B)

3D PDB for HMDB0033959 (Isopiperolein B)

SMILES for HMDB0033959 (Isopiperolein B)

INCHI for HMDB0033959 (Isopiperolein B)

Structure for HMDB0033959 (Isopiperolein B)

3D Structure for HMDB0033959 (Isopiperolein B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra