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Showing metabocard for (E)-Piperolein A (HMDB0030185)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:35:20 UTC
Update Date2022-03-07 02:52:27 UTC
HMDB IDHMDB0030185
Secondary Accession Numbers
  • HMDB30185
Metabolite Identification
Common Name(E)-Piperolein A
Description(E)-Piperolein A 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)-Piperolein A has been detected, but not quantified in, pepper (spice). This could make (e)-piperolein a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E)-Piperolein A.
Structure
Data?1563861950
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030185 ((E)-Piperolein A)


  Mrv0541 05061305032D          

 23 25  0  0  0  0            999 V2000
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9853    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5004    2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5004    1.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 16  8  1  0  0  0  0
 16 10  1  0  0  0  0
 16 14  2  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 18 17  2  0  0  0  0
 19  9  1  0  0  0  0
 20 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  2  0  0  0  0
 22 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 15  1  0  0  0  0
 23 18  1  0  0  0  0
M  END
Download

3D MOL for HMDB0030185 ((E)-Piperolein A)

HMDB0030185
     RDKit          3D
(E)-Piperolein A
 48 50  0  0  0  0  0  0  0  0999 V2000
   -2.1872    2.2473   -0.3621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5952    1.1489   -0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151    0.6998   -2.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515    1.5354   -2.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1950    1.3967   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6363   -0.0476   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8070   -0.1008   -0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -0.5156   -1.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523   -0.5914   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3747   -1.0435   -0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -1.1211    0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4524   -0.7629    1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2573   -0.3133    1.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -0.2323    1.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4862   -0.0192    3.3362 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6467   -0.7153    3.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3909   -0.7350    2.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4990    0.3892   -0.0237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9192    0.8977    1.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3513    0.5692    1.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1266    0.0556    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4311   -1.1149   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9782   -0.8629   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870    0.8243   -2.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8783   -0.3859   -2.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2087    2.6178   -2.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    1.2554   -3.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200    1.7688   -0.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    1.9876   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9624   -0.3886   -2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337   -0.7393   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.2035    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -0.8235   -2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4269   -1.3273   -1.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4535   -1.4775   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133    0.1306    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2110   -0.1628    4.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4035   -1.7445    4.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7370    1.9824    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2568    0.4112    2.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8521    1.4973    1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4143   -0.1523    2.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0966   -0.3348    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3704    0.8413   -0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9920   -1.3184   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5636   -2.0228    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8087   -0.9333   -1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -1.6742   -0.0631 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 14  9  1  0
 23 18  1  0
 17 12  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
M  END
Download

3D SDF for HMDB0030185 ((E)-Piperolein A)


  Mrv0541 05061305032D          

 23 25  0  0  0  0            999 V2000
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9853    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5004    2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5004    1.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 16  8  1  0  0  0  0
 16 10  1  0  0  0  0
 16 14  2  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 18 17  2  0  0  0  0
 19  9  1  0  0  0  0
 20 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  2  0  0  0  0
 22 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 15  1  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030185

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO3/c21-19(20-12-6-3-7-13-20)9-5-2-1-4-8-16-10-11-17-18(14-16)23-15-22-17/h4,8,10-11,14H,1-3,5-7,9,12-13,15H2/b8-4+

> <INCHI_KEY>
MIWPBXQTBYPJEF-XBXARRHUSA-N

> <FORMULA>
C19H25NO3

> <MOLECULAR_WEIGHT>
315.4067

> <EXACT_MASS>
315.183443671

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.91318772739032

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E)-7-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)hept-6-en-1-one

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
3.668624890666667

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.42435194910630747

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
91.01169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E)-7-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)hept-6-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0030185 ((E)-Piperolein A)

HMDB0030185
     RDKit          3D
(E)-Piperolein A
 48 50  0  0  0  0  0  0  0  0999 V2000
   -2.1872    2.2473   -0.3621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5952    1.1489   -0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151    0.6998   -2.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9515    1.5354   -2.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1950    1.3967   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6363   -0.0476   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8070   -0.1008   -0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -0.5156   -1.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1523   -0.5914   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3747   -1.0435   -0.6450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801   -1.1211    0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4524   -0.7629    1.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2573   -0.3133    1.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -0.2323    1.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4862   -0.0192    3.3362 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6467   -0.7153    3.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3909   -0.7350    2.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4990    0.3892   -0.0237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9192    0.8977    1.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3513    0.5692    1.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1266    0.0556    0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4311   -1.1149   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9782   -0.8629   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870    0.8243   -2.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8783   -0.3859   -2.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2087    2.6178   -2.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    1.2554   -3.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200    1.7688   -0.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    1.9876   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9624   -0.3886   -2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337   -0.7393   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.2035    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -0.8235   -2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4269   -1.3273   -1.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4535   -1.4775   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133    0.1306    1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2110   -0.1628    4.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4035   -1.7445    4.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7370    1.9824    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2568    0.4112    2.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8521    1.4973    1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4143   -0.1523    2.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0966   -0.3348    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3704    0.8413   -0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9920   -1.3184   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5636   -2.0228    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8087   -0.9333   -1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645   -1.6742   -0.0631 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 14  9  1  0
 23 18  1  0
 17 12  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
M  END
Download

PDB for HMDB0030185 ((E)-Piperolein A)

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   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.039   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.669   3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.667   3.080   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       1.334   0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0     -12.134   5.096   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -12.134   2.604   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    5                                                       
CONECT    3    6    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    3   12                                                       
CONECT    7    3   13                                                       
CONECT    8    4   16                                                       
CONECT    9    5   19                                                       
CONECT   10   11   16                                                       
CONECT   11   10   17                                                       
CONECT   12    6   20                                                       
CONECT   13    7   20                                                       
CONECT   14   16   18                                                       
CONECT   15   22   23                                                       
CONECT   16    8   10   14                                                  
CONECT   17   11   18   22                                                  
CONECT   18   14   17   23                                                  
CONECT   19    9   20   21                                                  
CONECT   20   12   13   19                                                  
CONECT   21   19                                                            
CONECT   22   15   17                                                       
CONECT   23   15   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END
Download

3D PDB for HMDB0030185 ((E)-Piperolein A)

COMPND    HMDB0030185
HETATM    1  O1  UNL     1      -2.187   2.247  -0.362  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.595   1.149  -0.808  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.115   0.700  -2.134  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.952   1.535  -2.568  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.195   1.397  -1.630  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.636  -0.048  -1.582  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.807  -0.101  -0.622  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.986  -0.516  -1.020  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.152  -0.591  -0.149  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.375  -1.043  -0.645  1.00  0.00           C  
HETATM   11  C10 UNL     1       6.480  -1.121   0.159  1.00  0.00           C  
HETATM   12  C11 UNL     1       6.452  -0.763   1.485  1.00  0.00           C  
HETATM   13  C12 UNL     1       5.257  -0.313   1.998  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.125  -0.232   1.181  1.00  0.00           C  
HETATM   15  O2  UNL     1       5.486  -0.019   3.336  1.00  0.00           O  
HETATM   16  C14 UNL     1       6.647  -0.715   3.748  1.00  0.00           C  
HETATM   17  O3  UNL     1       7.391  -0.735   2.521  1.00  0.00           O  
HETATM   18  N1  UNL     1      -3.499   0.389  -0.024  1.00  0.00           N  
HETATM   19  C15 UNL     1      -3.919   0.898   1.253  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.351   0.569   1.585  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.127   0.056   0.399  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.431  -1.115  -0.261  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.978  -0.863  -0.507  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.987   0.824  -2.860  1.00  0.00           H  
HETATM   25  H2  UNL     1      -1.878  -0.386  -2.114  1.00  0.00           H  
HETATM   26  H3  UNL     1      -1.209   2.618  -2.611  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.680   1.255  -3.612  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.020   1.769  -0.635  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.065   1.988  -2.027  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.962  -0.389  -2.580  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.134  -0.739  -1.215  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.681   0.203   0.402  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.111  -0.823  -2.059  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.427  -1.327  -1.665  1.00  0.00           H  
HETATM   35  H12 UNL     1       7.453  -1.477  -0.223  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.213   0.131   1.648  1.00  0.00           H  
HETATM   37  H14 UNL     1       7.211  -0.163   4.527  1.00  0.00           H  
HETATM   38  H15 UNL     1       6.404  -1.745   4.007  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.737   1.982   1.300  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.257   0.411   2.026  1.00  0.00           H  
HETATM   41  H18 UNL     1      -5.852   1.497   1.930  1.00  0.00           H  
HETATM   42  H19 UNL     1      -5.414  -0.152   2.433  1.00  0.00           H  
HETATM   43  H20 UNL     1      -7.097  -0.335   0.799  1.00  0.00           H  
HETATM   44  H21 UNL     1      -6.370   0.841  -0.315  1.00  0.00           H  
HETATM   45  H22 UNL     1      -5.992  -1.318  -1.209  1.00  0.00           H  
HETATM   46  H23 UNL     1      -5.564  -2.023   0.386  1.00  0.00           H  
HETATM   47  H24 UNL     1      -3.809  -0.933  -1.621  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.365  -1.674  -0.063  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    8   32
CONECT    8    9   33
CONECT    9   10   10   14
CONECT   10   11   34
CONECT   11   12   12   35
CONECT   12   13   17
CONECT   13   14   14   15
CONECT   14   36
CONECT   15   16
CONECT   16   17   37   38
CONECT   18   19   23
CONECT   19   20   39   40
CONECT   20   21   41   42
CONECT   21   22   43   44
CONECT   22   23   45   46
CONECT   23   47   48
END
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SMILES for HMDB0030185 ((E)-Piperolein A)

O=C(CCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC1
Download

INCHI for HMDB0030185 ((E)-Piperolein A)

InChI=1S/C19H25NO3/c21-19(20-12-6-3-7-13-20)9-5-2-1-4-8-16-10-11-17-18(14-16)23-15-22-17/h4,8,10-11,14H,1-3,5-7,9,12-13,15H2/b8-4+
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC19H25NO3
Average Molecular Weight315.4067
Monoisotopic Molecular Weight315.183443671
IUPAC Name(6E)-7-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)hept-6-en-1-one
Traditional Name(6E)-7-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)hept-6-en-1-one
CAS Registry Number30505-92-1
SMILES
O=C(CCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC1
InChI Identifier
InChI=1S/C19H25NO3/c21-19(20-12-6-3-7-13-20)9-5-2-1-4-8-16-10-11-17-18(14-16)23-15-22-17/h4,8,10-11,14H,1-3,5-7,9,12-13,15H2/b8-4+
InChI KeyMIWPBXQTBYPJEF-XBXARRHUSA-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodioxoles
Sub ClassNot Available
Direct ParentBenzodioxoles
Alternative Parents
Substituents
  • Benzodioxole
  • N-acyl-piperidine
  • Styrene
  • Piperidine
  • Benzenoid
  • 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 FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.67 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.029 g/LALOGPS
logP4.25ALOGPS
logP3.67ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)0.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area38.77 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity91.01 m³·mol⁻¹ChemAxon
Polarizability36.91 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+178.24431661259
DarkChem[M-H]-176.84331661259
DeepCCS[M+H]+176.60430932474
DeepCCS[M-H]-174.24630932474
DeepCCS[M-2H]-207.14930932474
DeepCCS[M+Na]+182.69730932474
AllCCS[M+H]+178.432859911
AllCCS[M+H-H2O]+175.132859911
AllCCS[M+NH4]+181.432859911
AllCCS[M+Na]+182.332859911
AllCCS[M-H]-181.932859911
AllCCS[M+Na-2H]-182.232859911
AllCCS[M+HCOO]-182.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(E)-Piperolein AO=C(CCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC13589.3Standard polar33892256
(E)-Piperolein AO=C(CCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC12736.8Standard non polar33892256
(E)-Piperolein AO=C(CCCC\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC12919.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (E)-Piperolein A GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gx9-4920000000-57992d7d0b7439ebc04e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-Piperolein A GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - (E)-Piperolein A 20V, Positive-QTOFsplash10-014i-0409000000-d3c1d396dbe93fce81212021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - (E)-Piperolein A 10V, Positive-QTOFsplash10-014i-0009000000-8c0b86214f89b26be8db2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - (E)-Piperolein A 40V, Positive-QTOFsplash10-000i-0900000000-85ad06cfcef23c96be642021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 10V, Positive-QTOFsplash10-014i-3229000000-ef5d69685b79b42e80642016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 20V, Positive-QTOFsplash10-00kr-8943000000-411e54007e73ff65df822016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 40V, Positive-QTOFsplash10-052r-9200000000-31957ea2d12c1b74c1b22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 10V, Negative-QTOFsplash10-03di-0019000000-d88d8e54b101b376a5fa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 20V, Negative-QTOFsplash10-03e9-9377000000-9b2e3210715270fe05df2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 40V, Negative-QTOFsplash10-001i-9110000000-d42471248cbd13786d352016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 10V, Negative-QTOFsplash10-03di-0009000000-f7f1e7439c9c309b2c422021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 20V, Negative-QTOFsplash10-03di-0129000000-c43c0760e9ecbd0a313e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 40V, Negative-QTOFsplash10-03ea-9766000000-10b54170c21ed3f951a32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 10V, Positive-QTOFsplash10-014i-0039000000-bc0574ec8061181d33912021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 20V, Positive-QTOFsplash10-014r-2394000000-0049ede8c9f8b9bf41f22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-Piperolein A 40V, Positive-QTOFsplash10-001i-5920000000-e5a018a9290ec6aae5482021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002001
KNApSAcK IDNot Available
Chemspider ID9316711
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11141599
PDB IDNot Available
ChEBI ID713939
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1629101
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .