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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:28 UTC

Update Date

2022-03-07 02:53:27 UTC

HMDB ID

HMDB0032733

Secondary Accession Numbers

HMDB32733

Metabolite Identification

Common Name

(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan

Description

(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan, also known as 3,4-dimethoxy-3,4-desmethylenecubebin, belongs to the class of organic compounds known as dibenzylbutyrolactols. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety. Based on a literature review very few articles have been published on (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan.

Structure

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


  Mrv0541 05061308042D          

 27 30  0  0  0  0            999 V2000
   10.0991   -1.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9276   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3037   -2.2044    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
    8.0883   -2.4594    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
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3475   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7453   -0.8454    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
    5.5086    0.8205    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
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322   -1.3975    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
    6.1760   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7014   -1.9073    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
    8.5299   -1.1004    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
    6.7280    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5485    0.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4860   -2.1623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1430   -0.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3155    0.9920    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
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  2  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  7  1  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19  9  1  0  0  0  0
 19 17  2  0  0  0  0
 20 10  1  0  0  0  0
 20 18  2  0  0  0  0
 21 16  1  0  0  0  0
 22 21  1  0  0  0  0
 23  1  1  0  0  0  0
 23 17  1  0  0  0  0
 24  2  1  0  0  0  0
 24 19  1  0  0  0  0
 25 11  1  0  0  0  0
 25 21  1  0  0  0  0
 26 12  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

HMDB0032733
     RDKit          3D
(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan
 51 54  0  0  0  0  0  0  0  0999 V2000
    7.1062   -1.6746    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4355   -0.4353    0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0539   -0.3413   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035   -1.4915   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289   -1.4076   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719   -0.1894   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8147   -0.0207   -0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1016    0.0354    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3969    0.2173    0.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665   -0.5733   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4232   -0.3880   -0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767   -1.1905    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7269   -0.9630   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828    0.0923   -0.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2329    0.9034   -1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    0.6735   -1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9073    1.9038   -2.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2641    1.8956   -1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4207    0.6016   -1.2523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743   -0.2455    2.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549   -1.1464    2.5449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1290   -1.2173    1.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0103   -2.3886    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    0.9426   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105    0.8764   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2047    2.0138    0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5563    3.2766    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.5673    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5737   -2.4131    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0671   -2.1260   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7538   -2.4727   -0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -2.3032   -0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210    0.9427   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -0.8638   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4425    0.8728    1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5538    1.2991    0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4599   -0.2216   -1.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413   -1.6540   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0814   -2.0355    0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4650   -1.6022    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991    1.3454   -1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3765    2.6999   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8797    2.0444   -2.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8270    0.6627    2.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9020   -0.5950    2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -1.3031    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -3.1339    1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758    1.9096   -0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8568    3.2799    0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    3.3666   -0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2581    4.1091    0.1379 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25  3  1  0
 22  8  1  0
 16 11  1  0
 19 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
M  END


  Mrv0541 05061308042D          

 27 30  0  0  0  0            999 V2000
   10.0991   -1.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9276   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3037   -2.2044    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
    8.0883   -2.4594    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
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3475   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7453   -0.8454    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
    5.5086    0.8205    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
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1322   -1.3975    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
    6.1760   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7014   -1.9073    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
    8.5299   -1.1004    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
    6.7280    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5485    0.1913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4860   -2.1623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1430   -0.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3155    0.9920    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
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  2  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  7  1  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19  9  1  0  0  0  0
 19 17  2  0  0  0  0
 20 10  1  0  0  0  0
 20 18  2  0  0  0  0
 21 16  1  0  0  0  0
 22 21  1  0  0  0  0
 23  1  1  0  0  0  0
 23 17  1  0  0  0  0
 24  2  1  0  0  0  0
 24 19  1  0  0  0  0
 25 11  1  0  0  0  0
 25 21  1  0  0  0  0
 26 12  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>
HMDB0032733

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C(CC2C(CC3=CC4=C(OCO4)C=C3)COC2O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O6/c1-23-17-5-3-14(9-19(17)24-2)8-16-15(11-25-21(16)22)7-13-4-6-18-20(10-13)27-12-26-18/h3-6,9-10,15-16,21-22H,7-8,11-12H2,1-2H3

> <INCHI_KEY>
FDXPFHFRXMBVEU-UHFFFAOYSA-N

> <FORMULA>
C21H24O6

> <MOLECULAR_WEIGHT>
372.4117

> <EXACT_MASS>
372.1572885

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.86581191014674

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-ol

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
3.246354091333334

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.165547712034174

> <JCHEM_PKA_STRONGEST_BASIC>
-4.036085506522465

> <JCHEM_POLAR_SURFACE_AREA>
66.38000000000001

> <JCHEM_REFRACTIVITY>
98.6671

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032733
     RDKit          3D
(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan
 51 54  0  0  0  0  0  0  0  0999 V2000
    7.1062   -1.6746    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4355   -0.4353    0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0539   -0.3413   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035   -1.4915   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289   -1.4076   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719   -0.1894   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8147   -0.0207   -0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1016    0.0354    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3969    0.2173    0.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665   -0.5733   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4232   -0.3880   -0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767   -1.1905    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7269   -0.9630   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828    0.0923   -0.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2329    0.9034   -1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    0.6735   -1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9073    1.9038   -2.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2641    1.8956   -1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4207    0.6016   -1.2523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743   -0.2455    2.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549   -1.1464    2.5449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1290   -1.2173    1.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0103   -2.3886    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    0.9426   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105    0.8764   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2047    2.0138    0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5563    3.2766    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.5673    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5737   -2.4131    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0671   -2.1260   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7538   -2.4727   -0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -2.3032   -0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210    0.9427   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -0.8638   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4425    0.8728    1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5538    1.2991    0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4599   -0.2216   -1.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413   -1.6540   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0814   -2.0355    0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4650   -1.6022    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991    1.3454   -1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3765    2.6999   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8797    2.0444   -2.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8270    0.6627    2.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9020   -0.5950    2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -1.3031    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -3.1339    1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758    1.9096   -0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8568    3.2799    0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    3.3666   -0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2581    4.1091    0.1379 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25  3  1  0
 22  8  1  0
 16 11  1  0
 19 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      18.852  -3.006   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.532  -1.499   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.634  -4.115   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.098  -4.591   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.849  -2.133   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.458  -1.578   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.283   1.532   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.313  -2.609   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.529  -0.626   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.243  -3.560   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.922  -2.054   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.559   0.518   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.091   0.357   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      17.707  -4.036   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      17.067  -1.023   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      11.789   1.852   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3    5   14                                                       
CONECT    4    6   13                                                       
CONECT    5    3   17                                                       
CONECT    6    4   18                                                       
CONECT    7   13   15                                                       
CONECT    8   14   16                                                       
CONECT    9   14   19                                                       
CONECT   10   13   20                                                       
CONECT   11   15   25                                                       
CONECT   12   26   27                                                       
CONECT   13    4    7   10                                                  
CONECT   14    3    8    9                                                  
CONECT   15    7   11   16                                                  
CONECT   16    8   15   21                                                  
CONECT   17    5   19   23                                                  
CONECT   18    6   20   26                                                  
CONECT   19    9   17   24                                                  
CONECT   20   10   18   27                                                  
CONECT   21   16   22   25                                                  
CONECT   22   21                                                            
CONECT   23    1   17                                                       
CONECT   24    2   19                                                       
CONECT   25   11   21                                                       
CONECT   26   12   18                                                       
CONECT   27   12   20                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0032733
HETATM    1  C1  UNL     1       7.106  -1.675   0.093  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.436  -0.435   0.073  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.054  -0.341  -0.055  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.303  -1.492  -0.166  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.929  -1.408  -0.294  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.272  -0.189  -0.313  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.815  -0.021  -0.440  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.102   0.035   0.864  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.397   0.217   0.708  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.966  -0.573  -0.408  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.423  -0.388  -0.549  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.377  -1.191   0.037  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.727  -0.963  -0.123  1.00  0.00           C  
HETATM   14  C13 UNL     1      -6.183   0.092  -0.887  1.00  0.00           C  
HETATM   15  C14 UNL     1      -5.233   0.903  -1.480  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.888   0.674  -1.318  1.00  0.00           C  
HETATM   17  O2  UNL     1      -5.907   1.904  -2.204  1.00  0.00           O  
HETATM   18  C16 UNL     1      -7.264   1.896  -1.802  1.00  0.00           C  
HETATM   19  O3  UNL     1      -7.421   0.602  -1.252  1.00  0.00           O  
HETATM   20  C17 UNL     1      -1.874  -0.246   2.038  1.00  0.00           C  
HETATM   21  O4  UNL     1      -0.955  -1.146   2.545  1.00  0.00           O  
HETATM   22  C18 UNL     1       0.129  -1.217   1.678  1.00  0.00           C  
HETATM   23  O5  UNL     1       0.010  -2.389   0.973  1.00  0.00           O  
HETATM   24  C19 UNL     1       3.044   0.943  -0.200  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.410   0.876  -0.073  1.00  0.00           C  
HETATM   26  O6  UNL     1       5.205   2.014   0.042  1.00  0.00           O  
HETATM   27  C21 UNL     1       4.556   3.277   0.025  1.00  0.00           C  
HETATM   28  H1  UNL     1       8.163  -1.567   0.410  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.574  -2.413   0.757  1.00  0.00           H  
HETATM   30  H3  UNL     1       7.067  -2.126  -0.920  1.00  0.00           H  
HETATM   31  H4  UNL     1       4.754  -2.473  -0.158  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.372  -2.303  -0.381  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.621   0.943  -0.965  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.452  -0.864  -1.066  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.442   0.873   1.509  1.00  0.00           H  
HETATM   36  H9  UNL     1      -1.554   1.299   0.526  1.00  0.00           H  
HETATM   37  H10 UNL     1      -1.460  -0.222  -1.356  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.741  -1.654  -0.365  1.00  0.00           H  
HETATM   39  H12 UNL     1      -4.081  -2.035   0.641  1.00  0.00           H  
HETATM   40  H13 UNL     1      -6.465  -1.602   0.344  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.199   1.345  -1.809  1.00  0.00           H  
HETATM   42  H15 UNL     1      -7.377   2.700  -1.050  1.00  0.00           H  
HETATM   43  H16 UNL     1      -7.880   2.044  -2.706  1.00  0.00           H  
HETATM   44  H17 UNL     1      -1.827   0.663   2.717  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.902  -0.595   2.092  1.00  0.00           H  
HETATM   46  H19 UNL     1       1.060  -1.303   2.306  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.544  -3.134   1.338  1.00  0.00           H  
HETATM   48  H21 UNL     1       2.576   1.910  -0.210  1.00  0.00           H  
HETATM   49  H22 UNL     1       3.857   3.280   0.898  1.00  0.00           H  
HETATM   50  H23 UNL     1       3.990   3.367  -0.926  1.00  0.00           H  
HETATM   51  H24 UNL     1       5.258   4.109   0.138  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   31
CONECT    5    6    6   32
CONECT    6    7   24
CONECT    7    8   33   34
CONECT    8    9   22   35
CONECT    9   10   20   36
CONECT   10   11   37   38
CONECT   11   12   12   16
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   19
CONECT   15   16   16   17
CONECT   16   41
CONECT   17   18
CONECT   18   19   42   43
CONECT   20   21   44   45
CONECT   21   22
CONECT   22   23   46
CONECT   23   47
CONECT   24   25   25   48
CONECT   25   26
CONECT   26   27
CONECT   27   49   50   51
END

HMDB0032733
     RDKit          3D
(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan
 51 54  0  0  0  0  0  0  0  0999 V2000
    7.1062   -1.6746    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4355   -0.4353    0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0539   -0.3413   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035   -1.4915   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289   -1.4076   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719   -0.1894   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8147   -0.0207   -0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1016    0.0354    0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3969    0.2173    0.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665   -0.5733   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4232   -0.3880   -0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767   -1.1905    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7269   -0.9630   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828    0.0923   -0.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2329    0.9034   -1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8877    0.6735   -1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9073    1.9038   -2.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2641    1.8956   -1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4207    0.6016   -1.2523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743   -0.2455    2.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549   -1.1464    2.5449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1290   -1.2173    1.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0103   -2.3886    0.9733 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    0.9426   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105    0.8764   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2047    2.0138    0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5563    3.2766    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1631   -1.5673    0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5737   -2.4131    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0671   -2.1260   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7538   -2.4727   -0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -2.3032   -0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210    0.9427   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -0.8638   -1.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4425    0.8728    1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5538    1.2991    0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4599   -0.2216   -1.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413   -1.6540   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0814   -2.0355    0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4650   -1.6022    0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991    1.3454   -1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3765    2.6999   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8797    2.0444   -2.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8270    0.6627    2.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9020   -0.5950    2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -1.3031    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -3.1339    1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758    1.9096   -0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8568    3.2799    0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    3.3666   -0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2581    4.1091    0.1379 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25  3  1  0
 22  8  1  0
 16 11  1  0
 19 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Dimethoxy-3,4-desmethylenecubebin	HMDB

Chemical Formula

C₂₁H₂₄O₆

Average Molecular Weight

372.4117

Monoisotopic Molecular Weight

372.1572885

IUPAC Name

4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-ol

Traditional Name

4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-ol

CAS Registry Number

77533-71-2

SMILES

COC1=C(OC)C=C(CC2C(CC3=CC4=C(OCO4)C=C3)COC2O)C=C1

InChI Identifier

InChI=1S/C21H24O6/c1-23-17-5-3-14(9-19(17)24-2)8-16-15(11-25-21(16)22)7-13-4-6-18-20(10-13)27-12-26-18/h3-6,9-10,15-16,21-22H,7-8,11-12H2,1-2H3

InChI Key

FDXPFHFRXMBVEU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutyrolactols. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactols

Alternative Parents

Substituents

Dibenzylbutyrolactol
Dimethoxybenzene
O-dimethoxybenzene
Benzodioxole
Methoxybenzene
Anisole
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Hemiacetal
Ether
Organoheterocyclic compound
Acetal
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032733)
Cell membrane (HMDB: HMDB0032733)

Source

Exogenous

Exogenous (HMDB: HMDB0032733)

Food

Food (HMDB: HMDB0032733)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032733)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	89 - 91 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0074 g/L	ALOGPS
logP	2.51	ALOGPS
logP	3.25	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.67 m³·mol⁻¹	ChemAxon
Polarizability	38.87 Å³	ChemAxon
Number of Rings	4	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
DarkChem	[M+H]+	187.946	31661259
DarkChem	[M-H]-	188.64	31661259
DeepCCS	[M+H]+	190.002	30932474
DeepCCS	[M-H]-	187.644	30932474
DeepCCS	[M-2H]-	221.827	30932474
DeepCCS	[M+Na]+	197.077	30932474
AllCCS	[M+H]+	190.9	32859911
AllCCS	[M+H-H2O]+	187.9	32859911
AllCCS	[M+NH4]+	193.8	32859911
AllCCS	[M+Na]+	194.6	32859911
AllCCS	[M-H]-	193.8	32859911
AllCCS	[M+Na-2H]-	193.9	32859911
AllCCS	[M+HCOO]-	194.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	6.73 minutes	32390414
Predicted by Siyang on May 30, 2022	13.9434 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2414.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	293.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	205.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	190.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	144.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	577.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	571.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	146.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1328.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	562.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1433.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	297.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	299.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan	COC1=C(OC)C=C(CC2C(CC3=CC4=C(OCO4)C=C3)COC2O)C=C1	4008.9	Standard polar	33892256
(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan	COC1=C(OC)C=C(CC2C(CC3=CC4=C(OCO4)C=C3)COC2O)C=C1	2968.7	Standard non polar	33892256
(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan	COC1=C(OC)C=C(CC2C(CC3=CC4=C(OCO4)C=C3)COC2O)C=C1	3053.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan,1TMS,isomer #1	COC1=CC=C(CC2C(CC3=CC=C4OCOC4=C3)COC2O[Si](C)(C)C)C=C1OC	3005.8	Semi standard non polar	33892256
(8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan,1TBDMS,isomer #1	COC1=CC=C(CC2C(CC3=CC=C4OCOC4=C3)COC2O[Si](C)(C)C(C)(C)C)C=C1OC	3250.7	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 - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan GC-MS (Non-derivatized) - 70eV, Positive	splash10-01pc-0915000000-dbd2878807bf102b561d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan GC-MS (1 TMS) - 70eV, Positive	splash10-01ri-4902200000-6e1ac9705ea62af96194	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 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 - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 10V, Positive-QTOF	splash10-00di-0219000000-2fd1d66c280383e92dbb	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 20V, Positive-QTOF	splash10-03di-0749000000-84ed6b70b114bd08dec1	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 40V, Positive-QTOF	splash10-0wmj-1910000000-31390de8c1464e607618	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 10V, Negative-QTOF	splash10-00di-0009000000-c346791bc119cfa3e246	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 20V, Negative-QTOF	splash10-00fr-0109000000-cfe3c7059181263b849d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 40V, Negative-QTOF	splash10-0n4j-0296000000-f35e807f02e65565301e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 10V, Positive-QTOF	splash10-0ab9-0109000000-6cb45a344a528d9b05b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 20V, Positive-QTOF	splash10-0fe0-0926000000-df9888744b6dff2a2abd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 40V, Positive-QTOF	splash10-00du-2916000000-cf1dbc6b1c46db061b28	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 10V, Negative-QTOF	splash10-00di-0009000000-2eb2de302a2fafba3411	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 20V, Negative-QTOF	splash10-05fr-0019000000-b88b4efcc55b1c75c021	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan 40V, Negative-QTOF	splash10-0a4l-1595000000-7f69881c44ab783af5c5	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013341

KNApSAcK ID

Not Available

Chemspider ID

35013477

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14189058

PDB ID

Not Available

ChEBI ID

175785

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan (HMDB0032733)

MOL for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

3D MOL for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

3D SDF for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

3D-SDF for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

PDB for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

3D PDB for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

SMILES for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

INCHI for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

Structure for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

3D Structure for HMDB0032733 ((8R,8'R,9S)-9-Hydroxy-3,4-dimethoxy-3',4'-methylenoxy-9,9'-epoxylignan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra