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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:00:32 UTC

Update Date

2021-09-26 23:07:42 UTC

HMDB ID

HMDB0254012

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Leoligin

Description

[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 2-methylbut-2-enoate belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. [2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 2-methylbut-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Leoligin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Leoligin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004241517532D          

 34 36  0  0  0  0            999 V2000
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653    0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499    0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8214    1.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2522    0.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022   -5.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088   -3.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6444   -2.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  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
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  4  0  0  0
 17 20  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 21 30  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  2  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

HMDB0254012
     RDKit          3D
Leoligin
 68 70  0  0  0  0  0  0  0  0999 V2000
   -3.2509    6.9592    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743    6.2432    0.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6378    5.1128    0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035    4.4992   -0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4936    4.4483    1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0666    4.9783    2.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362    3.2676    0.5760 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    2.6049    1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5154    1.3217    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    0.2577    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233    0.6379   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -0.4495   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012   -0.5322    0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6661   -1.5438    0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -2.4534   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378   -3.4612   -0.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5706   -3.6158    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383   -2.3850   -1.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384   -3.3219   -2.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -3.3736   -3.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.3609   -1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959   -0.0122    1.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161    0.3735    2.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963    0.6397    1.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -0.5451    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295   -1.4911    1.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643   -2.6446    1.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4039   -2.8387   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0369   -3.9861   -0.5165 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -4.9466    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -1.9233   -0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -2.1409   -2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206   -1.2363   -3.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960   -0.7669   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663    6.2088    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9991    7.4870   -0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7999    5.3077   -1.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0193    3.2756    1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    2.3431    2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.4861   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -0.6082   -0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3403    1.5168    0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118    0.2057    1.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3476   -1.6040    1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4172   -4.2734    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0497   -4.0350    1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0160   -2.6426    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -4.0808   -3.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7427   -2.3896   -3.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7273   -3.8401   -4.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2124   -1.2925   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3854    0.6667    2.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2181   -1.0519    2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2106    1.4398    1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.3703    2.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6520   -3.3963    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -4.4257    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8565   -1.5971   -4.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565   -0.1005   -1.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
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  5  6  2  0
  5  7  1  0
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 29 30  1  0
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 31 32  1  0
 32 33  1  0
 31 34  2  0
 24  9  1  0
 34 25  1  0
 21 12  1  0
  1 35  1  0
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 33 67  1  0
 34 68  1  0
M  END

  Mrv1533004241517532D          

 34 36  0  0  0  0            999 V2000
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653    0.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2522    0.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
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  7  8  1  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
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 21 30  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  2  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254012

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(CC2COC(C2COC(=O)C(C)=CC)C2=CC=C(OC)C(OC)=C2)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O7/c1-7-17(2)27(28)34-16-21-20(12-18-8-10-22(29-3)24(13-18)31-5)15-33-26(21)19-9-11-23(30-4)25(14-19)32-6/h7-11,13-14,20-21,26H,12,15-16H2,1-6H3

> <INCHI_KEY>
ZODXGUUEHGOUMO-UHFFFAOYSA-N

> <FORMULA>
C27H34O7

> <MOLECULAR_WEIGHT>
470.562

> <EXACT_MASS>
470.230453435

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
52.48392999929275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 2-methylbut-2-enoate

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
4.810035661666667

> <ALOGPS_LOGS>
-5.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.930293844247943

> <JCHEM_POLAR_SURFACE_AREA>
72.45000000000002

> <JCHEM_REFRACTIVITY>
129.988

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.52e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254012
     RDKit          3D
Leoligin
 68 70  0  0  0  0  0  0  0  0999 V2000
   -3.2509    6.9592    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743    6.2432    0.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6378    5.1128    0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035    4.4992   -0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4936    4.4483    1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0666    4.9783    2.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362    3.2676    0.5760 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    2.6049    1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5154    1.3217    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    0.2577    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233    0.6379   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -0.4495   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012   -0.5322    0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6661   -1.5438    0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -2.4534   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378   -3.4612   -0.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5706   -3.6158    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383   -2.3850   -1.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384   -3.3219   -2.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -3.3736   -3.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.3609   -1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959   -0.0122    1.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161    0.3735    2.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963    0.6397    1.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -0.5451    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295   -1.4911    1.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643   -2.6446    1.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4039   -2.8387   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0369   -3.9861   -0.5165 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -4.9466    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -1.9233   -0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -2.1409   -2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206   -1.2363   -3.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960   -0.7669   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663    6.2088    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621    7.6992    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991    7.4870   -0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6067    6.7307    1.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642    3.8643   -0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7999    5.3077   -1.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6070    3.9002   -1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    3.2756    1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    2.3431    2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.4861   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -0.6082   -0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6233    0.8524   -1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3403    1.5168    0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118    0.2057    1.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3476   -1.6040    1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4172   -4.2734    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0497   -4.0350    1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0160   -2.6426    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -4.0808   -3.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7427   -2.3896   -3.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7273   -3.8401   -4.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2124   -1.2925   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3854    0.6667    2.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2181   -1.0519    2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2106    1.4398    1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.3703    2.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6520   -3.3963    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -4.4257    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6783   -5.4487    0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1400   -5.6798   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941   -1.2687   -3.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8984   -0.1938   -3.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8565   -1.5971   -4.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565   -0.1005   -1.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  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  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 10 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  2  0
 24  9  1  0
 34 25  1  0
 21 12  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 14 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 20 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 24 59  1  0
 26 60  1  0
 27 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
 34 68  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.104  -4.680   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.697  -1.233   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.162  -0.757   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.306  -1.788   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.482   0.749   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.946   1.225   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.267   2.732   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.337   1.780   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.342  -5.926   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.285  -7.333   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.620  -8.578   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.152  -8.417   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.057  -9.663   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.431 -11.070   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.778  -7.011   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.310  -6.850   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.936  -5.443   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.873  -5.765   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   21                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17                                                            
CONECT   21   11   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   21                                                       
CONECT   31    6   32                                                       
CONECT   32   31    3   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

COMPND    HMDB0254012
HETATM    1  C1  UNL     1      -3.251   6.959   0.354  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.074   6.243   0.932  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.638   5.113   0.434  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.303   4.499  -0.732  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.494   4.448   1.023  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.067   4.978   2.016  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.036   3.268   0.576  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.128   2.605   1.116  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.515   1.322   0.440  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.454   0.258   0.446  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.823   0.638  -0.187  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.834  -0.449  -0.173  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.701  -0.532   0.882  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.666  -1.544   0.931  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.704  -2.453  -0.133  1.00  0.00           C  
HETATM   16  O3  UNL     1      -4.638  -3.461  -0.121  1.00  0.00           O  
HETATM   17  C14 UNL     1      -5.571  -3.616   0.934  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.838  -2.385  -1.203  1.00  0.00           C  
HETATM   19  O4  UNL     1      -2.938  -3.322  -2.216  1.00  0.00           O  
HETATM   20  C16 UNL     1      -2.136  -3.374  -3.350  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.898  -1.361  -1.204  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.396  -0.012   1.934  1.00  0.00           C  
HETATM   23  O5  UNL     1       1.616   0.373   2.467  1.00  0.00           O  
HETATM   24  C19 UNL     1       2.496   0.640   1.408  1.00  0.00           C  
HETATM   25  C20 UNL     1       3.141  -0.545   0.889  1.00  0.00           C  
HETATM   26  C21 UNL     1       3.630  -1.491   1.764  1.00  0.00           C  
HETATM   27  C22 UNL     1       4.264  -2.645   1.319  1.00  0.00           C  
HETATM   28  C23 UNL     1       4.404  -2.839  -0.018  1.00  0.00           C  
HETATM   29  O6  UNL     1       5.037  -3.986  -0.517  1.00  0.00           O  
HETATM   30  C24 UNL     1       5.532  -4.947   0.397  1.00  0.00           C  
HETATM   31  C25 UNL     1       3.933  -1.923  -0.927  1.00  0.00           C  
HETATM   32  O7  UNL     1       4.085  -2.141  -2.269  1.00  0.00           O  
HETATM   33  C26 UNL     1       3.621  -1.236  -3.236  1.00  0.00           C  
HETATM   34  C27 UNL     1       3.296  -0.767  -0.454  1.00  0.00           C  
HETATM   35  H1  UNL     1      -4.066   6.209   0.193  1.00  0.00           H  
HETATM   36  H2  UNL     1      -3.662   7.699   1.063  1.00  0.00           H  
HETATM   37  H3  UNL     1      -2.999   7.487  -0.587  1.00  0.00           H  
HETATM   38  H4  UNL     1      -1.607   6.731   1.797  1.00  0.00           H  
HETATM   39  H5  UNL     1      -3.164   3.864  -0.376  1.00  0.00           H  
HETATM   40  H6  UNL     1      -2.800   5.308  -1.338  1.00  0.00           H  
HETATM   41  H7  UNL     1      -1.607   3.900  -1.347  1.00  0.00           H  
HETATM   42  H8  UNL     1       2.019   3.276   1.265  1.00  0.00           H  
HETATM   43  H9  UNL     1       0.840   2.343   2.179  1.00  0.00           H  
HETATM   44  H10 UNL     1       1.961   1.486  -0.559  1.00  0.00           H  
HETATM   45  H11 UNL     1       0.883  -0.608  -0.108  1.00  0.00           H  
HETATM   46  H12 UNL     1      -0.623   0.852  -1.260  1.00  0.00           H  
HETATM   47  H13 UNL     1      -1.340   1.517   0.246  1.00  0.00           H  
HETATM   48  H14 UNL     1      -2.612   0.206   1.661  1.00  0.00           H  
HETATM   49  H15 UNL     1      -4.348  -1.604   1.766  1.00  0.00           H  
HETATM   50  H16 UNL     1      -6.417  -4.273   0.629  1.00  0.00           H  
HETATM   51  H17 UNL     1      -5.050  -4.035   1.838  1.00  0.00           H  
HETATM   52  H18 UNL     1      -6.016  -2.643   1.223  1.00  0.00           H  
HETATM   53  H19 UNL     1      -1.301  -4.081  -3.153  1.00  0.00           H  
HETATM   54  H20 UNL     1      -1.743  -2.390  -3.666  1.00  0.00           H  
HETATM   55  H21 UNL     1      -2.727  -3.840  -4.180  1.00  0.00           H  
HETATM   56  H22 UNL     1      -1.212  -1.293  -2.034  1.00  0.00           H  
HETATM   57  H23 UNL     1      -0.385   0.667   2.371  1.00  0.00           H  
HETATM   58  H24 UNL     1       0.218  -1.052   2.197  1.00  0.00           H  
HETATM   59  H25 UNL     1       3.211   1.440   1.705  1.00  0.00           H  
HETATM   60  H26 UNL     1       3.536  -1.370   2.832  1.00  0.00           H  
HETATM   61  H27 UNL     1       4.652  -3.396   2.016  1.00  0.00           H  
HETATM   62  H28 UNL     1       6.192  -4.426   1.139  1.00  0.00           H  
HETATM   63  H29 UNL     1       4.678  -5.449   0.870  1.00  0.00           H  
HETATM   64  H30 UNL     1       6.140  -5.680  -0.177  1.00  0.00           H  
HETATM   65  H31 UNL     1       2.494  -1.269  -3.180  1.00  0.00           H  
HETATM   66  H32 UNL     1       3.898  -0.194  -3.058  1.00  0.00           H  
HETATM   67  H33 UNL     1       3.857  -1.597  -4.262  1.00  0.00           H  
HETATM   68  H34 UNL     1       2.956  -0.101  -1.225  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    3   38
CONECT    3    4    5
CONECT    4   39   40   41
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   42   43
CONECT    9   10   24   44
CONECT   10   11   22   45
CONECT   11   12   46   47
CONECT   12   13   13   21
CONECT   13   14   48
CONECT   14   15   15   49
CONECT   15   16   18
CONECT   16   17
CONECT   17   50   51   52
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   53   54   55
CONECT   21   56
CONECT   22   23   57   58
CONECT   23   24
CONECT   24   25   59
CONECT   25   26   26   34
CONECT   26   27   60
CONECT   27   28   28   61
CONECT   28   29   31
CONECT   29   30
CONECT   30   62   63   64
CONECT   31   32   34   34
CONECT   32   33
CONECT   33   65   66   67
CONECT   34   68
END

HMDB0254012
     RDKit          3D
Leoligin
 68 70  0  0  0  0  0  0  0  0999 V2000
   -3.2509    6.9592    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743    6.2432    0.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6378    5.1128    0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3035    4.4992   -0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4936    4.4483    1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0666    4.9783    2.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362    3.2676    0.5760 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    2.6049    1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5154    1.3217    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    0.2577    0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233    0.6379   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -0.4495   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012   -0.5322    0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6661   -1.5438    0.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -2.4534   -0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378   -3.4612   -0.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5706   -3.6158    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383   -2.3850   -1.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384   -3.3219   -2.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356   -3.3736   -3.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.3609   -1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3959   -0.0122    1.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161    0.3735    2.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963    0.6397    1.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -0.5451    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6295   -1.4911    1.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643   -2.6446    1.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4039   -2.8387   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0369   -3.9861   -0.5165 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -4.9466    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -1.9233   -0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -2.1409   -2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6206   -1.2363   -3.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960   -0.7669   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663    6.2088    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621    7.6992    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9991    7.4870   -0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6067    6.7307    1.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642    3.8643   -0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7999    5.3077   -1.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6070    3.9002   -1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    3.2756    1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8395    2.3431    2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.4861   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -0.6082   -0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6233    0.8524   -1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3403    1.5168    0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118    0.2057    1.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3476   -1.6040    1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4172   -4.2734    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0497   -4.0350    1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0160   -2.6426    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -4.0808   -3.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7427   -2.3896   -3.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7273   -3.8401   -4.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2124   -1.2925   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3854    0.6667    2.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2181   -1.0519    2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2106    1.4398    1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.3703    2.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6520   -3.3963    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1919   -4.4257    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6783   -5.4487    0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1400   -5.6798   -0.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941   -1.2687   -3.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8984   -0.1938   -3.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8565   -1.5971   -4.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565   -0.1005   -1.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  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  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 10 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  2  0
 24  9  1  0
 34 25  1  0
 21 12  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 13 48  1  0
 14 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 20 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 24 59  1  0
 26 60  1  0
 27 61  1  0
 30 62  1  0
 30 63  1  0
 30 64  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
 34 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[2-(3,4-Dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₇H₃₄O₇

Average Molecular Weight

470.562

Monoisotopic Molecular Weight

470.230453435

IUPAC Name

[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 2-methylbut-2-enoate

Traditional Name

[2-(3,4-dimethoxyphenyl)-4-[(3,4-dimethoxyphenyl)methyl]oxolan-3-yl]methyl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CC2COC(C2COC(=O)C(C)=CC)C2=CC=C(OC)C(OC)=C2)C=C1OC

InChI Identifier

InChI=1S/C27H34O7/c1-7-17(2)27(28)34-16-21-20(12-18-8-10-22(29-3)24(13-18)31-5)15-33-26(21)19-9-11-23(30-4)25(14-19)32-6/h7-11,13-14,20-21,26H,12,15-16H2,1-6H3

InChI Key

ZODXGUUEHGOUMO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,9'-epoxylignans

Alternative Parents

Substituents

7,9p-epoxylignan
Dimethoxybenzene
O-dimethoxybenzene
Methoxybenzene
Anisole
Phenol ether
Phenoxy compound
Fatty acid ester
Alkyl aryl ether
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Monocarboxylic acid or derivatives
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.82	ALOGPS
logP	4.81	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	72.45 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	129.99 m³·mol⁻¹	ChemAxon
Polarizability	52.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	202.396	30932474
DeepCCS	[M-H]-	200.038	30932474
DeepCCS	[M-2H]-	232.96	30932474
DeepCCS	[M+Na]+	208.489	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leoligin	COC1=CC=C(CC2COC(C2COC(=O)C(C)=CC)C2=CC=C(OC)C(OC)=C2)C=C1OC	5169.7	Standard polar	33892256
Leoligin	COC1=CC=C(CC2COC(C2COC(=O)C(C)=CC)C2=CC=C(OC)C(OC)=C2)C=C1OC	3564.8	Standard non polar	33892256
Leoligin	COC1=CC=C(CC2COC(C2COC(=O)C(C)=CC)C2=CC=C(OC)C(OC)=C2)C=C1OC	3481.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Leoligin GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9503300000-d9a33ad3e2adea57bf21	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leoligin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leoligin 10V, Positive-QTOF	splash10-00di-2049300000-8ca8e177603ccb644320	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leoligin 20V, Positive-QTOF	splash10-05fr-2379200000-d34fdb71fb6c772616db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leoligin 40V, Positive-QTOF	splash10-0a4r-5439100000-14a8b4fd63ceb8a4aa76	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leoligin 10V, Negative-QTOF	splash10-05mk-5009500000-9f4526a50e39afe4d244	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leoligin 20V, Negative-QTOF	splash10-052e-9005100000-49a65747ac73e6de3a07	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leoligin 40V, Negative-QTOF	splash10-052o-4109100000-4151126b9818d21a2cde	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77547513

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Leoligin (HMDB0254012)

MOL for HMDB0254012 (Leoligin)

3D MOL for HMDB0254012 (Leoligin)

3D SDF for HMDB0254012 (Leoligin)

3D-SDF for HMDB0254012 (Leoligin)

PDB for HMDB0254012 (Leoligin)

3D PDB for HMDB0254012 (Leoligin)

SMILES for HMDB0254012 (Leoligin)

INCHI for HMDB0254012 (Leoligin)

Structure for HMDB0254012 (Leoligin)

3D Structure for HMDB0254012 (Leoligin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra