Hmdb loader

Showing metabocard for Sesamolinol (HMDB0033270)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:58:59 UTC
Update Date2022-03-07 02:53:39 UTC
HMDB IDHMDB0033270
Secondary Accession Numbers
  • HMDB33270
Metabolite Identification
Common NameSesamolinol
DescriptionSesamolinol belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Sesamolinol is found, on average, in the highest concentration within sesames (Sesamum orientale). Sesamolinol has also been detected, but not quantified in, breakfast cereal and cereals and cereal products. This could make sesamolinol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Sesamolinol.
Structure
Data?1563862379
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033270 (Sesamolinol)


  Mrv0541 02241220212D          

 27 31  0  0  0  0            999 V2000
    0.7679    1.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4151    2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4151    3.3156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2233    3.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7087    2.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2233    2.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851    1.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387    0.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9297    1.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3638    0.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4443   -0.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826   -0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8485    0.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443    0.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102    1.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    1.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6574    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2233   -0.3229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616   -1.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7087   -1.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469   -2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380   -2.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -2.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3638   -2.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826   -1.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3338   -1.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -3.5579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  2  6  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
Download

3D MOL for HMDB0033270 (Sesamolinol)

HMDB0033270
     RDKit          3D
Sesamolinol
 47 51  0  0  0  0  0  0  0  0999 V2000
   -6.0162    2.4141    1.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4297    1.2618    0.9795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5536    0.2738    0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037    0.3420    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3468   -0.6655    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052   -0.5303    0.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9780   -1.4094    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876   -1.7422    1.2419 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0503   -1.4131    1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -0.1884    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1935   -0.1135   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    0.1503   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281   -0.7275    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4661   -0.3563    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824    0.9062    0.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2522    1.8079    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0259    1.4295   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018    2.9815    0.1136 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317    2.6945    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1626    1.4989    1.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0951   -1.3511   -1.4322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7619   -1.5017   -1.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0554   -0.6345   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9356   -1.7137   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071   -1.8069   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1056   -0.8063   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4789   -0.8717   -0.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7359    3.2485    1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8914    2.2261    2.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0296    2.7811    1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7569    1.1861    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897   -2.2730   -0.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859   -1.2860    1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090   -2.2532    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866    0.7341    0.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    0.6356   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296   -1.7252    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0265   -1.0714    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4745    2.1728   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7291    3.4692    1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0052    2.4814   -0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257   -2.5738   -1.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6202   -1.0760   -2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043    0.2370   -1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3369   -2.5305   -0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7309   -2.6619   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9048   -1.6489   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23  7  1  0
 23 10  1  0
 17 12  1  0
 20 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 17 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 27 47  1  0
M  END
Download

3D SDF for HMDB0033270 (Sesamolinol)


  Mrv0541 02241220212D          

 27 31  0  0  0  0            999 V2000
    0.7679    1.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4151    2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4151    3.3156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2233    3.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7087    2.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2233    2.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851    1.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387    0.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9297    1.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3638    0.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4443   -0.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826   -0.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8485    0.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443    0.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102    1.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380    1.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6574    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2233   -0.3229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616   -1.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7087   -1.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469   -2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380   -2.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -2.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3638   -2.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826   -1.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3338   -1.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -3.5579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  2  6  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033270

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC2OCC3C2COC3C2=CC3=C(OCO3)C=C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O7/c1-22-17-7-12(3-4-15(17)21)27-20-14-9-23-19(13(14)8-24-20)11-2-5-16-18(6-11)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3

> <INCHI_KEY>
OJVGWDJIYBTWDS-UHFFFAOYSA-N

> <FORMULA>
C20H20O7

> <MOLECULAR_WEIGHT>
372.3686

> <EXACT_MASS>
372.120902994

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
38.13629465778335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]oxy}-2-methoxyphenol

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
2.653088783333333

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.277612395629701

> <JCHEM_PKA_STRONGEST_BASIC>
-3.812399327664122

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
93.22320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]oxy}-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0033270 (Sesamolinol)

HMDB0033270
     RDKit          3D
Sesamolinol
 47 51  0  0  0  0  0  0  0  0999 V2000
   -6.0162    2.4141    1.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4297    1.2618    0.9795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5536    0.2738    0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037    0.3420    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3468   -0.6655    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052   -0.5303    0.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9780   -1.4094    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876   -1.7422    1.2419 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0503   -1.4131    1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -0.1884    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1935   -0.1135   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    0.1503   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281   -0.7275    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4661   -0.3563    1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824    0.9062    0.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2522    1.8079    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0259    1.4295   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018    2.9815    0.1136 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317    2.6945    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1626    1.4989    1.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0951   -1.3511   -1.4322 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7619   -1.5017   -1.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0554   -0.6345   -0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9356   -1.7137   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071   -1.8069   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1056   -0.8063   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4789   -0.8717   -0.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7359    3.2485    1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8914    2.2261    2.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0296    2.7811    1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7569    1.1861    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897   -2.2730   -0.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859   -1.2860    1.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090   -2.2532    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7866    0.7341    0.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    0.6356   -1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296   -1.7252    0.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0265   -1.0714    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4745    2.1728   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7291    3.4692    1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0052    2.4814   -0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257   -2.5738   -1.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6202   -1.0760   -2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043    0.2370   -1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3369   -2.5305   -0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7309   -2.6619   -1.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9048   -1.6489   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23  7  1  0
 23 10  1  0
 17 12  1  0
 20 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 17 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 25 46  1  0
 27 47  1  0
M  END
Download

PDB for HMDB0033270 (Sesamolinol)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.433   3.623   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.642   4.679   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.642   6.189   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.150   6.641   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.056   5.435   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.150   4.227   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.452   2.717   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.246   1.660   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.735   2.113   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.679   1.056   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.829  -0.452   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.528  -1.055   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.584   0.152   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.829   1.358   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.886   2.566   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.244   1.962   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.094   0.302   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.150  -0.603   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.848  -2.113   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.056  -3.169   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.754  -4.679   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.244  -5.131   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.188  -4.075   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.679  -4.679   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.528  -3.621   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.490  -2.565   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.944  -6.641   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    2    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    1    8   10                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   10   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   13   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   19   23                                                       
CONECT   27   22                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END
Download

3D PDB for HMDB0033270 (Sesamolinol)

COMPND    HMDB0033270
HETATM    1  C1  UNL     1      -6.016   2.414   1.662  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.430   1.262   0.980  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.554   0.274   0.526  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.204   0.342   0.709  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.347  -0.666   0.243  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.005  -0.530   0.463  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.978  -1.409   0.086  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.288  -1.742   1.242  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.050  -1.413   1.054  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.035  -0.188   0.168  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.194  -0.114  -0.780  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.491   0.150  -0.175  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.228  -0.728   0.560  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.466  -0.356   1.093  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.982   0.906   0.893  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.252   1.808   0.152  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.026   1.430  -0.371  1.00  0.00           C  
HETATM   18  O4  UNL     1       6.002   2.981   0.114  1.00  0.00           O  
HETATM   19  C15 UNL     1       7.332   2.695   0.537  1.00  0.00           C  
HETATM   20  O5  UNL     1       7.163   1.499   1.310  1.00  0.00           O  
HETATM   21  O6  UNL     1       2.095  -1.351  -1.432  1.00  0.00           O  
HETATM   22  C16 UNL     1       0.762  -1.502  -1.738  1.00  0.00           C  
HETATM   23  C17 UNL     1      -0.055  -0.634  -0.819  1.00  0.00           C  
HETATM   24  C18 UNL     1      -3.936  -1.714  -0.401  1.00  0.00           C  
HETATM   25  C19 UNL     1      -5.307  -1.807  -0.600  1.00  0.00           C  
HETATM   26  C20 UNL     1      -6.106  -0.806  -0.131  1.00  0.00           C  
HETATM   27  O7  UNL     1      -7.479  -0.872  -0.315  1.00  0.00           O  
HETATM   28  H1  UNL     1      -6.736   3.248   1.498  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.891   2.226   2.753  1.00  0.00           H  
HETATM   30  H3  UNL     1      -5.030   2.781   1.286  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.757   1.186   1.225  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.390  -2.273  -0.437  1.00  0.00           H  
HETATM   33  H6  UNL     1       1.586  -1.286   1.993  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.509  -2.253   0.497  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.787   0.734   0.680  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.914   0.636  -1.563  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.830  -1.725   0.722  1.00  0.00           H  
HETATM   38  H11 UNL     1       6.026  -1.071   1.670  1.00  0.00           H  
HETATM   39  H12 UNL     1       3.475   2.173  -0.954  1.00  0.00           H  
HETATM   40  H13 UNL     1       7.729   3.469   1.207  1.00  0.00           H  
HETATM   41  H14 UNL     1       8.005   2.481  -0.315  1.00  0.00           H  
HETATM   42  H15 UNL     1       0.426  -2.574  -1.715  1.00  0.00           H  
HETATM   43  H16 UNL     1       0.620  -1.076  -2.774  1.00  0.00           H  
HETATM   44  H17 UNL     1      -0.504   0.237  -1.289  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.337  -2.530  -0.789  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.731  -2.662  -1.119  1.00  0.00           H  
HETATM   47  H20 UNL     1      -7.905  -1.649  -0.792  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   31
CONECT    5    6   24   24
CONECT    6    7
CONECT    7    8   23   32
CONECT    8    9
CONECT    9   10   33   34
CONECT   10   11   23   35
CONECT   11   12   21   36
CONECT   12   13   13   17
CONECT   13   14   37
CONECT   14   15   15   38
CONECT   15   16   20
CONECT   16   17   17   18
CONECT   17   39
CONECT   18   19
CONECT   19   20   40   41
CONECT   21   22
CONECT   22   23   42   43
CONECT   23   44
CONECT   24   25   45
CONECT   25   26   26   46
CONECT   26   27
CONECT   27   47
END
Download

SMILES for HMDB0033270 (Sesamolinol)

COC1=CC(OC2OCC3C2COC3C2=CC3=C(OCO3)C=C2)=CC=C1O
Download

INCHI for HMDB0033270 (Sesamolinol)

InChI=1S/C20H20O7/c1-22-17-7-12(3-4-15(17)21)27-20-14-9-23-19(13(14)8-24-20)11-2-5-16-18(6-11)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC20H20O7
Average Molecular Weight372.3686
Monoisotopic Molecular Weight372.120902994
IUPAC Name4-{[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]oxy}-2-methoxyphenol
Traditional Name4-{[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]oxy}-2-methoxyphenol
CAS Registry Number100016-94-2
SMILES
COC1=CC(OC2OCC3C2COC3C2=CC3=C(OCO3)C=C2)=CC=C1O
InChI Identifier
InChI=1S/C20H20O7/c1-22-17-7-12(3-4-15(17)21)27-20-14-9-23-19(13(14)8-24-20)11-2-5-16-18(6-11)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3
InChI KeyOJVGWDJIYBTWDS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • 4-alkoxyphenol
  • Benzodioxole
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Furofuran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Tetrahydrofuran
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Dialkyl ether
  • Ether
  • Hydrocarbon derivative
  • Organic oxygen compound
  • 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
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility19.39 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP2.15ALOGPS
logP2.65ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)10.28ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area75.61 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity93.22 m³·mol⁻¹ChemAxon
Polarizability38.14 ųChemAxon
Number of Rings5ChemAxon
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]+186.32831661259
DarkChem[M-H]-187.74431661259
DeepCCS[M+H]+181.06730932474
DeepCCS[M-H]-178.70730932474
DeepCCS[M-2H]-213.11130932474
DeepCCS[M+Na]+189.40130932474
AllCCS[M+H]+188.132859911
AllCCS[M+H-H2O]+185.132859911
AllCCS[M+NH4]+190.832859911
AllCCS[M+Na]+191.532859911
AllCCS[M-H]-189.332859911
AllCCS[M+Na-2H]-188.932859911
AllCCS[M+HCOO]-188.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SesamolinolCOC1=CC(OC2OCC3C2COC3C2=CC3=C(OCO3)C=C2)=CC=C1O4152.9Standard polar33892256
SesamolinolCOC1=CC(OC2OCC3C2COC3C2=CC3=C(OCO3)C=C2)=CC=C1O3022.6Standard non polar33892256
SesamolinolCOC1=CC(OC2OCC3C2COC3C2=CC3=C(OCO3)C=C2)=CC=C1O3260.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Sesamolinol,1TMS,isomer #1COC1=CC(OC2OCC3C(C4=CC=C5OCOC5=C4)OCC23)=CC=C1O[Si](C)(C)C3142.1Semi standard non polar33892256
Sesamolinol,1TBDMS,isomer #1COC1=CC(OC2OCC3C(C4=CC=C5OCOC5=C4)OCC23)=CC=C1O[Si](C)(C)C(C)(C)C3410.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sesamolinol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0007-3984000000-459bc77c4d20f01ce7c12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sesamolinol GC-MS (1 TMS) - 70eV, Positivesplash10-0imi-1691500000-51d92238eb96eb2545302017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sesamolinol 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 - Sesamolinol 10V, Positive-QTOFsplash10-00di-0219000000-c300fff489b8ad8435c02016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 20V, Positive-QTOFsplash10-007o-0596000000-ab3f3b6ccf165c259ac62016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 40V, Positive-QTOFsplash10-0019-4910000000-81c35df536776f25adfc2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 10V, Negative-QTOFsplash10-00di-0109000000-bb22f3c86f6a0298eecc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 20V, Negative-QTOFsplash10-0uk9-2359000000-a5b46c2e9119745358482016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 40V, Negative-QTOFsplash10-052k-6922000000-c7eac5fe61438455389e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 10V, Negative-QTOFsplash10-00di-0229000000-c05483c13996084926c02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 20V, Negative-QTOFsplash10-00xr-0519000000-6fcb0fb3d92e7194f0ac2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 40V, Negative-QTOFsplash10-00di-1901000000-54fdf694bee09db400442021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 10V, Positive-QTOFsplash10-00di-0059000000-cd8f36a4cb2ecd6859882021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 20V, Positive-QTOFsplash10-00ec-0987000000-8014e18d27b80604bc182021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sesamolinol 40V, Positive-QTOFsplash10-000l-1592000000-5576abed3f4173ccdf1a2021-09-24Wishart 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 IDFDB011293
KNApSAcK IDC00002626
Chemspider ID3684615
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4486828
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1834361
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.. .