Hmdb loader

Showing metabocard for Sesamolin (HMDB0034119)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:54:53 UTC
Update Date2022-03-07 02:53:59 UTC
HMDB IDHMDB0034119
Secondary Accession Numbers
  • HMDB34119
Metabolite Identification
Common NameSesamolin
DescriptionSesamolin 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. Sesamolin is found, on average, in the highest concentration within sesames (Sesamum orientale). Sesamolin has also been detected, but not quantified in, fats and oils and flaxseeds (Linum usitatissimum). This could make sesamolin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Sesamolin.
Structure
Data?1563862513
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0034119 (Sesamolin)


  Mrv0541 05061307352D          

 27 32  0  0  0  0            999 V2000
    7.8307    1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1163    3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7280    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    1.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8227    4.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1163    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3155    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452    3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8307    3.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4018    1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6481    2.1480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760   -0.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1583    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0023    4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
 11  1  1  0  0  0  0
 11  5  2  0  0  0  0
 12  2  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 17 15  2  0  0  0  0
 18  6  1  0  0  0  0
 18 16  2  0  0  0  0
 19 11  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  8  1  0  0  0  0
 21 19  1  0  0  0  0
 22  7  1  0  0  0  0
 22 20  1  0  0  0  0
 23  9  1  0  0  0  0
 23 15  1  0  0  0  0
 24 10  1  0  0  0  0
 24 16  1  0  0  0  0
 25  9  1  0  0  0  0
 25 17  1  0  0  0  0
 26 10  1  0  0  0  0
 26 18  1  0  0  0  0
 27 12  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
Download

3D MOL for HMDB0034119 (Sesamolin)

HMDB0034119
     RDKit          3D
Sesamolin
 45 50  0  0  0  0  0  0  0  0999 V2000
   -3.8033    0.4210    0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0440    1.0386    0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8858    0.8784   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4439    0.0909   -1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088   -0.5208   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308   -0.3762   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1188   -1.0155   -0.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1769   -0.9610    0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9492   -2.2588    1.1625 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3224   -2.3608    1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0964   -1.1759    1.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2352   -1.5766    0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3577   -0.6490    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525   -1.0482    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5239   -0.2172    1.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138    1.0478    0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4218    1.4525    0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497    0.6142   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7030    2.7691   -0.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0417    3.0415   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4707    2.0528    0.8974 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620   -1.6214   -1.0382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5648   -0.9800   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1796   -0.4655    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4538    0.0723   -2.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2894    1.1782   -2.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1500    1.3591   -0.6815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636    0.5748    1.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3304    1.6457    1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8681   -1.1425   -2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4892   -0.3353    1.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615   -3.2749    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490   -2.3826    2.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327   -0.5602    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5530   -2.5973    0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029   -2.0504    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3864   -0.5351    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5106    0.9735   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    4.0175    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7195    2.9870   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677   -0.0876   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628   -1.6122   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517    0.6256    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3551    0.9206   -2.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9353    2.0435   -2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
  4 25  1  0
 25 26  1  0
 26 27  1  0
  6  1  1  0
 24  8  1  0
 27  3  1  0
 24 11  1  0
 18 13  1  0
 21 16  1  0
  1 28  1  0
  2 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 18 38  1  0
 20 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 26 44  1  0
 26 45  1  0
M  END
Download

3D SDF for HMDB0034119 (Sesamolin)


  Mrv0541 05061307352D          

 27 32  0  0  0  0            999 V2000
    7.8307    1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1163    3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7280    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    1.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8227    4.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1163    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3155    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5452    3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8307    3.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4018    1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6481    2.1480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760   -0.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1583    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0023    4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
 11  1  1  0  0  0  0
 11  5  2  0  0  0  0
 12  2  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 17 15  2  0  0  0  0
 18  6  1  0  0  0  0
 18 16  2  0  0  0  0
 19 11  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  8  1  0  0  0  0
 21 19  1  0  0  0  0
 22  7  1  0  0  0  0
 22 20  1  0  0  0  0
 23  9  1  0  0  0  0
 23 15  1  0  0  0  0
 24 10  1  0  0  0  0
 24 16  1  0  0  0  0
 25  9  1  0  0  0  0
 25 17  1  0  0  0  0
 26 10  1  0  0  0  0
 26 18  1  0  0  0  0
 27 12  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034119

> <DATABASE_NAME>
hmdb

> <SMILES>
C1OC2=C(O1)C=C(OC1OCC3C1COC3C1=CC3=C(OCO3)C=C1)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O7/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)27-12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2

> <INCHI_KEY>
ZZMNWJVJUKMZJY-UHFFFAOYSA-N

> <FORMULA>
C20H18O7

> <MOLECULAR_WEIGHT>
370.3527

> <EXACT_MASS>
370.10525293

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
37.59432378831447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[4-(2H-1,3-benzodioxol-5-yloxy)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
2.737558838333333

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7968570256106493

> <JCHEM_POLAR_SURFACE_AREA>
64.61000000000001

> <JCHEM_REFRACTIVITY>
90.546

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sesamolin

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0034119 (Sesamolin)

HMDB0034119
     RDKit          3D
Sesamolin
 45 50  0  0  0  0  0  0  0  0999 V2000
   -3.8033    0.4210    0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0440    1.0386    0.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8858    0.8784   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4439    0.0909   -1.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2088   -0.5208   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308   -0.3762   -0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1188   -1.0155   -0.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1769   -0.9610    0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9492   -2.2588    1.1625 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3224   -2.3608    1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0964   -1.1759    1.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2352   -1.5766    0.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3577   -0.6490    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525   -1.0482    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5239   -0.2172    1.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138    1.0478    0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4218    1.4525    0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497    0.6142   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7030    2.7691   -0.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0417    3.0415   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4707    2.0528    0.8974 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620   -1.6214   -1.0382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5648   -0.9800   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1796   -0.4655    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4538    0.0723   -2.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2894    1.1782   -2.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1500    1.3591   -0.6815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636    0.5748    1.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3304    1.6457    1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8681   -1.1425   -2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4892   -0.3353    1.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615   -3.2749    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490   -2.3826    2.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327   -0.5602    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5530   -2.5973    0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029   -2.0504    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3864   -0.5351    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5106    0.9735   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    4.0175    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7195    2.9870   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677   -0.0876   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628   -1.6122   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517    0.6256    0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3551    0.9206   -2.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9353    2.0435   -2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
  4 25  1  0
 25 26  1  0
 26 27  1  0
  6  1  1  0
 24  8  1  0
 27  3  1  0
 24 11  1  0
 18 13  1  0
 21 16  1  0
  1 28  1  0
  2 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 18 38  1  0
 20 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 24 43  1  0
 26 44  1  0
 26 45  1  0
M  END
Download

PDB for HMDB0034119 (Sesamolin)

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      14.617   3.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.951   4.153   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.284   5.693   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.559   0.518   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.513   2.865   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.469   8.131   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.284   4.153   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.789   1.852   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.283   1.532   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.951   5.693   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.617   6.463   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.950   3.383   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.543   4.010   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.529  -0.626   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      17.095   6.724   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      14.938   7.970   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
CONECT    1    3   11                                                       
CONECT    2    4   12                                                       
CONECT    3    1   15                                                       
CONECT    4    2   16                                                       
CONECT    5   11   17                                                       
CONECT    6   12   18                                                       
CONECT    7   13   22                                                       
CONECT    8   14   21                                                       
CONECT    9   23   25                                                       
CONECT   10   24   26                                                       
CONECT   11    1    5   19                                                  
CONECT   12    2    6   27                                                  
CONECT   13    7   14   19                                                  
CONECT   14    8   13   20                                                  
CONECT   15    3   17   23                                                  
CONECT   16    4   18   24                                                  
CONECT   17    5   15   25                                                  
CONECT   18    6   16   26                                                  
CONECT   19   11   13   21                                                  
CONECT   20   14   22   27                                                  
CONECT   21    8   19                                                       
CONECT   22    7   20                                                       
CONECT   23    9   15                                                       
CONECT   24   10   16                                                       
CONECT   25    9   17                                                       
CONECT   26   10   18                                                       
CONECT   27   12   20                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END
Download

3D PDB for HMDB0034119 (Sesamolin)

COMPND    HMDB0034119
HETATM    1  C1  UNL     1      -3.803   0.421   0.752  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.044   1.039   0.714  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.886   0.878  -0.371  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.444   0.091  -1.394  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.209  -0.521  -1.351  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.331  -0.376  -0.261  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.119  -1.015  -0.289  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.177  -0.961   0.696  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.949  -2.259   1.163  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.322  -2.361   1.633  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.096  -1.176   1.155  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.235  -1.577   0.256  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.358  -0.649   0.441  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.453  -1.048   1.173  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.524  -0.217   1.372  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.514   1.048   0.831  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.422   1.452   0.098  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.350   0.614  -0.098  1.00  0.00           C  
HETATM   19  O3  UNL     1       4.703   2.769  -0.315  1.00  0.00           O  
HETATM   20  C17 UNL     1       6.042   3.042  -0.027  1.00  0.00           C  
HETATM   21  O4  UNL     1       6.471   2.053   0.897  1.00  0.00           O  
HETATM   22  O5  UNL     1       1.762  -1.621  -1.038  1.00  0.00           O  
HETATM   23  C18 UNL     1       0.565  -0.980  -1.117  1.00  0.00           C  
HETATM   24  C19 UNL     1       0.180  -0.465   0.230  1.00  0.00           C  
HETATM   25  O6  UNL     1      -6.454   0.072  -2.378  1.00  0.00           O  
HETATM   26  C20 UNL     1      -7.289   1.178  -2.090  1.00  0.00           C  
HETATM   27  O7  UNL     1      -7.150   1.359  -0.682  1.00  0.00           O  
HETATM   28  H1  UNL     1      -3.164   0.575   1.635  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.330   1.646   1.554  1.00  0.00           H  
HETATM   30  H3  UNL     1      -3.868  -1.142  -2.166  1.00  0.00           H  
HETATM   31  H4  UNL     1      -1.489  -0.335   1.546  1.00  0.00           H  
HETATM   32  H5  UNL     1       0.861  -3.275   1.290  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.249  -2.383   2.756  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.433  -0.560   2.016  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.553  -2.597   0.548  1.00  0.00           H  
HETATM   36  H9  UNL     1       4.503  -2.050   1.623  1.00  0.00           H  
HETATM   37  H10 UNL     1       6.386  -0.535   1.950  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.511   0.974  -0.682  1.00  0.00           H  
HETATM   39  H12 UNL     1       6.129   4.017   0.515  1.00  0.00           H  
HETATM   40  H13 UNL     1       6.720   2.987  -0.889  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.668  -0.088  -1.794  1.00  0.00           H  
HETATM   42  H15 UNL     1      -0.263  -1.612  -1.493  1.00  0.00           H  
HETATM   43  H16 UNL     1       0.252   0.626   0.339  1.00  0.00           H  
HETATM   44  H17 UNL     1      -8.355   0.921  -2.309  1.00  0.00           H  
HETATM   45  H18 UNL     1      -6.935   2.043  -2.656  1.00  0.00           H  
CONECT    1    2    2    6   28
CONECT    2    3   29
CONECT    3    4    4   27
CONECT    4    5   25
CONECT    5    6    6   30
CONECT    6    7
CONECT    7    8
CONECT    8    9   24   31
CONECT    9   10
CONECT   10   11   32   33
CONECT   11   12   24   34
CONECT   12   13   22   35
CONECT   13   14   14   18
CONECT   14   15   36
CONECT   15   16   16   37
CONECT   16   17   21
CONECT   17   18   18   19
CONECT   18   38
CONECT   19   20
CONECT   20   21   39   40
CONECT   22   23
CONECT   23   24   41   42
CONECT   24   43
CONECT   25   26
CONECT   26   27   44   45
END
Download

SMILES for HMDB0034119 (Sesamolin)

C1OC2=C(O1)C=C(OC1OCC3C1COC3C1=CC3=C(OCO3)C=C1)C=C2
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INCHI for HMDB0034119 (Sesamolin)

InChI=1S/C20H18O7/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)27-12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(+)-SesamolinHMDB
SesamolinolHMDB
Chemical FormulaC20H18O7
Average Molecular Weight370.3527
Monoisotopic Molecular Weight370.10525293
IUPAC Name5-[4-(2H-1,3-benzodioxol-5-yloxy)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole
Traditional Namesesamolin
CAS Registry Number526-07-8
SMILES
C1OC2=C(O1)C=C(OC1OCC3C1COC3C1=CC3=C(OCO3)C=C1)C=C2
InChI Identifier
InChI=1S/C20H18O7/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)27-12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2
InChI KeyZZMNWJVJUKMZJY-UHFFFAOYSA-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
  • Furofuran
  • Benzenoid
  • Tetrahydrofuran
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Acetal
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point94 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4.87 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP2.21ALOGPS
logP2.74ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area64.61 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity90.55 m³·mol⁻¹ChemAxon
Polarizability37.59 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+184.62131661259
DarkChem[M-H]-182.43731661259
DeepCCS[M+H]+184.80130932474
DeepCCS[M-H]-182.44330932474
DeepCCS[M-2H]-216.83330932474
DeepCCS[M+Na]+192.71830932474
AllCCS[M+H]+187.132859911
AllCCS[M+H-H2O]+184.132859911
AllCCS[M+NH4]+189.832859911
AllCCS[M+Na]+190.632859911
AllCCS[M-H]-188.432859911
AllCCS[M+Na-2H]-187.732859911
AllCCS[M+HCOO]-187.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SesamolinC1OC2=C(O1)C=C(OC1OCC3C1COC3C1=CC3=C(OCO3)C=C1)C=C24228.2Standard polar33892256
SesamolinC1OC2=C(O1)C=C(OC1OCC3C1COC3C1=CC3=C(OCO3)C=C1)C=C22843.5Standard non polar33892256
SesamolinC1OC2=C(O1)C=C(OC1OCC3C1COC3C1=CC3=C(OCO3)C=C1)C=C23177.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sesamolin GC-MS (Non-derivatized) - 70eV, Positivesplash10-001a-2974000000-494fbc8fa2c180d2c6d82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sesamolin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 10V, Positive-QTOFsplash10-00di-0219000000-5bd354cb876a5331196f2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 20V, Positive-QTOFsplash10-008i-0597000000-5c7055b77affdc03747c2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 40V, Positive-QTOFsplash10-000i-4920000000-e58ab0551a97d606a3672016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 10V, Negative-QTOFsplash10-014i-0109000000-b9dd7b299397f3008c182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 20V, Negative-QTOFsplash10-0uy0-0249000000-b49ecb6e4a1b615495632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 40V, Negative-QTOFsplash10-000j-2913000000-d9d9f42c1e33627d51842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 10V, Negative-QTOFsplash10-014i-0009000000-582215453a9c988ec4722021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 20V, Negative-QTOFsplash10-014r-0009000000-a214962399146e7b8a262021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 40V, Negative-QTOFsplash10-000i-0914000000-f13b1739843ebd3c145a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 10V, Positive-QTOFsplash10-00di-0109000000-531daf8442d0878cf0602021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 20V, Positive-QTOFsplash10-00di-0239000000-545ab40c325794cc74b52021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolin 40V, Positive-QTOFsplash10-0fe3-0589000000-4864364b33a1ad959eae2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB012387
KNApSAcK IDC00000639
Chemspider ID509377
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSesamolin
METLIN IDNot Available
PubChem Compound585998
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1840661
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.. .