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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:59:10 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033273

Secondary Accession Numbers

HMDB33273

Metabolite Identification

Common Name

Cubebinin

Description

Cubebinin belongs to the class of organic compounds known as dibenzylbutyrolactols. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety. Cubebinin has been detected, but not quantified in, herbs and spices. This could make cubebinin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Cubebinin.

Structure

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


  Mrv0541 05061307012D          

 32 34  0  0  0  0            999 V2000
    4.1801    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4992    1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    1.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8861    1.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    0.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    2.0009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277    0.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678    1.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 14  7  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  2  0  0  0  0
 20 11  1  0  0  0  0
 21 12  2  0  0  0  0
 22 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23 20  2  0  0  0  0
 23 21  1  0  0  0  0
 24 17  1  0  0  0  0
 25 24  1  0  0  0  0
 26  1  1  0  0  0  0
 26 18  1  0  0  0  0
 27  2  1  0  0  0  0
 27 19  1  0  0  0  0
 28  3  1  0  0  0  0
 28 20  1  0  0  0  0
 29  4  1  0  0  0  0
 29 21  1  0  0  0  0
 30  5  1  0  0  0  0
 30 22  1  0  0  0  0
 31  6  1  0  0  0  0
 31 23  1  0  0  0  0
 32 13  1  0  0  0  0
 32 24  1  0  0  0  0
M  END

HMDB0033273
     RDKit          3D
Cubebinin
 64 66  0  0  0  0  0  0  0  0999 V2000
   -5.2352    1.8219   -3.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8773    1.2705   -2.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0417    0.8167   -1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.8800   -1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8487    0.4290   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3711    0.4991   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7368   -0.6989   -0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636   -1.9597   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -2.0978    0.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399   -1.1551    0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0780   -1.7447    1.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -0.6695   -0.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3088    0.7367   -0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774    0.7221   -0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936    0.9082    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6546    0.8955    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1801    1.0820    2.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2787    1.2863    3.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4870    0.6918   -0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8570    0.6791    0.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4822   -0.5506    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0103    0.5026   -1.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    0.3038   -2.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3723    0.1094   -3.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518    0.5182   -1.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -0.1040    1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8206   -0.1934    1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3952   -0.7342    2.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483   -1.1928    3.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931    0.2725    0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9622    0.1931    0.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5764   -1.0015   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    1.0881   -3.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7075    2.7321   -2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9830    2.1577   -3.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    1.3045   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    0.7126    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1320    1.3795   -0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -0.7536   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   -2.7959   -0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -2.0591    0.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364   -0.3205    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319   -1.5438    2.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2687   -1.4009   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8377    1.3379    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1063    1.1652   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848    1.0664    1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    0.4419    3.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8559    1.3832    4.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618    2.1978    3.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7881   -1.3260    0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0182   -0.9679   -0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2667   -0.4370    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6319    0.8941   -4.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8741   -0.8726   -3.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1908    0.1710   -4.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    0.3718   -2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8524   -0.4710    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8444   -0.3897    3.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1101   -1.4832    4.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9810   -2.0845    2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4275   -1.1084   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6657   -1.0005   -0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1670   -1.9058    0.1691 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
  5 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 30 31  1  0
 31 32  1  0
 30  3  1  0
 12  7  1  0
 25 14  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 32 62  1  0
 32 63  1  0
 32 64  1  0
M  END


  Mrv0541 05061307012D          

 32 34  0  0  0  0            999 V2000
    4.1801    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4992    1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    1.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8861    1.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    0.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    2.0009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277    0.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678    1.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 14  7  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  2  0  0  0  0
 20 11  1  0  0  0  0
 21 12  2  0  0  0  0
 22 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23 20  2  0  0  0  0
 23 21  1  0  0  0  0
 24 17  1  0  0  0  0
 25 24  1  0  0  0  0
 26  1  1  0  0  0  0
 26 18  1  0  0  0  0
 27  2  1  0  0  0  0
 27 19  1  0  0  0  0
 28  3  1  0  0  0  0
 28 20  1  0  0  0  0
 29  4  1  0  0  0  0
 29 21  1  0  0  0  0
 30  5  1  0  0  0  0
 30 22  1  0  0  0  0
 31  6  1  0  0  0  0
 31 23  1  0  0  0  0
 32 13  1  0  0  0  0
 32 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033273

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(CC2COC(O)C2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O8/c1-26-18-9-14(10-19(27-2)22(18)30-5)7-16-13-32-24(25)17(16)8-15-11-20(28-3)23(31-6)21(12-15)29-4/h9-12,16-17,24-25H,7-8,13H2,1-6H3

> <INCHI_KEY>
PIYHDSUVUSVLGU-UHFFFAOYSA-N

> <FORMULA>
C24H32O8

> <MOLECULAR_WEIGHT>
448.5061

> <EXACT_MASS>
448.209718

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
47.29786120904825

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-bis[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
2.9924355609999997

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.16554585347608

> <JCHEM_PKA_STRONGEST_BASIC>
-3.920608968709248

> <JCHEM_POLAR_SURFACE_AREA>
84.84000000000002

> <JCHEM_REFRACTIVITY>
118.75299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-bis[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033273
     RDKit          3D
Cubebinin
 64 66  0  0  0  0  0  0  0  0999 V2000
   -5.2352    1.8219   -3.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8773    1.2705   -2.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0417    0.8167   -1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.8800   -1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8487    0.4290   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3711    0.4991   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7368   -0.6989   -0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636   -1.9597   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -2.0978    0.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399   -1.1551    0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0780   -1.7447    1.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -0.6695   -0.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3088    0.7367   -0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774    0.7221   -0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936    0.9082    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6546    0.8955    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1801    1.0820    2.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2787    1.2863    3.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4870    0.6918   -0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8570    0.6791    0.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4822   -0.5506    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0103    0.5026   -1.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    0.3038   -2.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3723    0.1094   -3.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518    0.5182   -1.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -0.1040    1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8206   -0.1934    1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3952   -0.7342    2.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483   -1.1928    3.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931    0.2725    0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9622    0.1931    0.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5764   -1.0015   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    1.0881   -3.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7075    2.7321   -2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9830    2.1577   -3.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    1.3045   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    0.7126    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1320    1.3795   -0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -0.7536   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   -2.7959   -0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -2.0591    0.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364   -0.3205    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319   -1.5438    2.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2687   -1.4009   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8377    1.3379    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1063    1.1652   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848    1.0664    1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    0.4419    3.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8559    1.3832    4.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618    2.1978    3.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7881   -1.3260    0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0182   -0.9679   -0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2667   -0.4370    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6319    0.8941   -4.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8741   -0.8726   -3.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1908    0.1710   -4.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    0.3718   -2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8524   -0.4710    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8444   -0.3897    3.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1101   -1.4832    4.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9810   -2.0845    2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4275   -1.1084   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6657   -1.0005   -0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1670   -1.9058    0.1691 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
  5 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 30 31  1  0
 31 32  1  0
 30  3  1  0
 12  7  1  0
 25 14  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 32 62  1  0
 32 63  1  0
 32 64  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       7.803   4.505   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.470  -0.115   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.799   2.617   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.420   3.726   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.470   1.425   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.654   3.647   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.802  -0.885   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.091  -2.854   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.469  -0.885   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.693  -0.872   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.916  -0.318   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.771  -1.348   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.803  -0.115   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.014   0.634   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.595   1.189   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.803   1.425   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.131   1.665   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.127  -6.041   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.469   3.735   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.137  -0.885   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.478   1.110   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.740   2.219   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.137   2.195   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.189   3.171   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.572  -4.795   0.000  0.00  0.00           O+0
CONECT    1   26                                                            
CONECT    2   27                                                            
CONECT    3   28                                                            
CONECT    4   29                                                            
CONECT    5   30                                                            
CONECT    6   31                                                            
CONECT    7   14   16                                                       
CONECT    8   15   17                                                       
CONECT    9   14   18                                                       
CONECT   10   14   19                                                       
CONECT   11   15   20                                                       
CONECT   12   15   21                                                       
CONECT   13   16   32                                                       
CONECT   14    7    9   10                                                  
CONECT   15    8   11   12                                                  
CONECT   16    7   13   17                                                  
CONECT   17    8   16   24                                                  
CONECT   18    9   22   26                                                  
CONECT   19   10   22   27                                                  
CONECT   20   11   23   28                                                  
CONECT   21   12   23   29                                                  
CONECT   22   18   19   30                                                  
CONECT   23   20   21   31                                                  
CONECT   24   17   25   32                                                  
CONECT   25   24                                                            
CONECT   26    1   18                                                       
CONECT   27    2   19                                                       
CONECT   28    3   20                                                       
CONECT   29    4   21                                                       
CONECT   30    5   22                                                       
CONECT   31    6   23                                                       
CONECT   32   13   24                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0033273
HETATM    1  C1  UNL     1      -5.235   1.822  -3.227  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.877   1.270  -2.071  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.042   0.817  -1.054  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.671   0.880  -1.123  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.849   0.429  -0.112  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.371   0.499  -0.176  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.737  -0.699  -0.817  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.064  -1.960  -0.076  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.153  -2.098   0.948  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.840  -1.155   0.829  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.078  -1.745   1.139  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.786  -0.670  -0.597  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.309   0.737  -0.743  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.777   0.722  -0.527  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.294   0.908   0.735  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.655   0.896   0.949  1.00  0.00           C  
HETATM   17  O4  UNL     1       5.180   1.082   2.215  1.00  0.00           O  
HETATM   18  C14 UNL     1       4.279   1.286   3.285  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.487   0.692  -0.133  1.00  0.00           C  
HETATM   20  O5  UNL     1       6.857   0.679   0.083  1.00  0.00           O  
HETATM   21  C16 UNL     1       7.482  -0.551   0.385  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.010   0.503  -1.406  1.00  0.00           C  
HETATM   23  O6  UNL     1       5.904   0.304  -2.444  1.00  0.00           O  
HETATM   24  C18 UNL     1       5.372   0.109  -3.761  1.00  0.00           C  
HETATM   25  C19 UNL     1       3.652   0.518  -1.601  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.452  -0.104   1.007  1.00  0.00           C  
HETATM   27  C21 UNL     1      -4.821  -0.193   1.132  1.00  0.00           C  
HETATM   28  O7  UNL     1      -5.395  -0.734   2.269  1.00  0.00           O  
HETATM   29  C22 UNL     1      -4.548  -1.193   3.298  1.00  0.00           C  
HETATM   30  C23 UNL     1      -5.593   0.273   0.091  1.00  0.00           C  
HETATM   31  O8  UNL     1      -6.962   0.193   0.196  1.00  0.00           O  
HETATM   32  C24 UNL     1      -7.576  -1.002  -0.293  1.00  0.00           C  
HETATM   33  H1  UNL     1      -4.506   1.088  -3.651  1.00  0.00           H  
HETATM   34  H2  UNL     1      -4.708   2.732  -2.876  1.00  0.00           H  
HETATM   35  H3  UNL     1      -5.983   2.158  -3.972  1.00  0.00           H  
HETATM   36  H4  UNL     1      -3.216   1.305  -2.015  1.00  0.00           H  
HETATM   37  H5  UNL     1      -0.957   0.713   0.826  1.00  0.00           H  
HETATM   38  H6  UNL     1      -1.132   1.380  -0.839  1.00  0.00           H  
HETATM   39  H7  UNL     1      -0.892  -0.754  -1.897  1.00  0.00           H  
HETATM   40  H8  UNL     1      -0.910  -2.796  -0.824  1.00  0.00           H  
HETATM   41  H9  UNL     1      -2.123  -2.059   0.220  1.00  0.00           H  
HETATM   42  H10 UNL     1       0.636  -0.320   1.561  1.00  0.00           H  
HETATM   43  H11 UNL     1       2.332  -1.544   2.095  1.00  0.00           H  
HETATM   44  H12 UNL     1       1.269  -1.401  -1.242  1.00  0.00           H  
HETATM   45  H13 UNL     1       0.838   1.338   0.085  1.00  0.00           H  
HETATM   46  H14 UNL     1       1.106   1.165  -1.730  1.00  0.00           H  
HETATM   47  H15 UNL     1       2.585   1.066   1.555  1.00  0.00           H  
HETATM   48  H16 UNL     1       3.555   0.442   3.347  1.00  0.00           H  
HETATM   49  H17 UNL     1       4.856   1.383   4.239  1.00  0.00           H  
HETATM   50  H18 UNL     1       3.662   2.198   3.126  1.00  0.00           H  
HETATM   51  H19 UNL     1       6.788  -1.326   0.726  1.00  0.00           H  
HETATM   52  H20 UNL     1       8.018  -0.968  -0.506  1.00  0.00           H  
HETATM   53  H21 UNL     1       8.267  -0.437   1.177  1.00  0.00           H  
HETATM   54  H22 UNL     1       4.632   0.894  -4.017  1.00  0.00           H  
HETATM   55  H23 UNL     1       4.874  -0.873  -3.860  1.00  0.00           H  
HETATM   56  H24 UNL     1       6.191   0.171  -4.515  1.00  0.00           H  
HETATM   57  H25 UNL     1       3.251   0.372  -2.592  1.00  0.00           H  
HETATM   58  H26 UNL     1      -2.852  -0.471   1.835  1.00  0.00           H  
HETATM   59  H27 UNL     1      -3.844  -0.390   3.616  1.00  0.00           H  
HETATM   60  H28 UNL     1      -5.110  -1.483   4.209  1.00  0.00           H  
HETATM   61  H29 UNL     1      -3.981  -2.084   2.983  1.00  0.00           H  
HETATM   62  H30 UNL     1      -7.427  -1.108  -1.395  1.00  0.00           H  
HETATM   63  H31 UNL     1      -8.666  -1.001  -0.130  1.00  0.00           H  
HETATM   64  H32 UNL     1      -7.167  -1.906   0.169  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4   30
CONECT    4    5   36
CONECT    5    6   26   26
CONECT    6    7   37   38
CONECT    7    8   12   39
CONECT    8    9   40   41
CONECT    9   10
CONECT   10   11   12   42
CONECT   11   43
CONECT   12   13   44
CONECT   13   14   45   46
CONECT   14   15   15   25
CONECT   15   16   47
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   48   49   50
CONECT   19   20   22
CONECT   20   21
CONECT   21   51   52   53
CONECT   22   23   25   25
CONECT   23   24
CONECT   24   54   55   56
CONECT   25   57
CONECT   26   27   58
CONECT   27   28   30   30
CONECT   28   29
CONECT   29   59   60   61
CONECT   30   31
CONECT   31   32
CONECT   32   62   63   64
END

HMDB0033273
     RDKit          3D
Cubebinin
 64 66  0  0  0  0  0  0  0  0999 V2000
   -5.2352    1.8219   -3.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8773    1.2705   -2.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0417    0.8167   -1.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.8800   -1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8487    0.4290   -0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3711    0.4991   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7368   -0.6989   -0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0636   -1.9597   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -2.0978    0.9482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399   -1.1551    0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0780   -1.7447    1.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7859   -0.6695   -0.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3088    0.7367   -0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774    0.7221   -0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936    0.9082    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6546    0.8955    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1801    1.0820    2.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2787    1.2863    3.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4870    0.6918   -0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8570    0.6791    0.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4822   -0.5506    0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0103    0.5026   -1.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    0.3038   -2.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3723    0.1094   -3.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518    0.5182   -1.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -0.1040    1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8206   -0.1934    1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3952   -0.7342    2.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483   -1.1928    3.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931    0.2725    0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9622    0.1931    0.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5764   -1.0015   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    1.0881   -3.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7075    2.7321   -2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9830    2.1577   -3.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    1.3045   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    0.7126    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1320    1.3795   -0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -0.7536   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   -2.7959   -0.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -2.0591    0.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364   -0.3205    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3319   -1.5438    2.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2687   -1.4009   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8377    1.3379    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1063    1.1652   -1.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848    1.0664    1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    0.4419    3.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8559    1.3832    4.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618    2.1978    3.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7881   -1.3260    0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0182   -0.9679   -0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2667   -0.4370    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6319    0.8941   -4.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8741   -0.8726   -3.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1908    0.1710   -4.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    0.3718   -2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8524   -0.4710    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8444   -0.3897    3.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1101   -1.4832    4.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9810   -2.0845    2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4275   -1.1084   -1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6657   -1.0005   -0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1670   -1.9058    0.1691 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
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
  5 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 30 31  1  0
 31 32  1  0
 30  3  1  0
 12  7  1  0
 25 14  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 32 62  1  0
 32 63  1  0
 32 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9-Hydroxy-3,3',4,4',5,5'-hexamethoxy-9,9'-epoxylignan	HMDB
tetrahydro-3,4-Bis[(3,4,5-trimethoxyphenyl)methyl]-2-furanol, 9ci	HMDB

Chemical Formula

C₂₄H₃₂O₈

Average Molecular Weight

448.5061

Monoisotopic Molecular Weight

448.209718

IUPAC Name

3,4-bis[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

Traditional Name

3,4-bis[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol

CAS Registry Number

96238-92-5

SMILES

COC1=CC(CC2COC(O)C2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C24H32O8/c1-26-18-9-14(10-19(27-2)22(18)30-5)7-16-13-32-24(25)17(16)8-15-11-20(28-3)23(31-6)21(12-15)29-4/h9-12,16-17,24-25H,7-8,13H2,1-6H3

InChI Key

PIYHDSUVUSVLGU-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
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tetrahydrofuran
Hemiacetal
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

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	25.78 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0053 g/L	ALOGPS
logP	3.03	ALOGPS
logP	2.99	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	84.84 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	118.75 m³·mol⁻¹	ChemAxon
Polarizability	47.3 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
DarkChem	[M+H]+	204.543	31661259
DarkChem	[M-H]-	202.022	31661259
DeepCCS	[M+H]+	197.075	30932474
DeepCCS	[M-H]-	194.717	30932474
DeepCCS	[M-2H]-	228.756	30932474
DeepCCS	[M+Na]+	203.984	30932474
AllCCS	[M+H]+	208.2	32859911
AllCCS	[M+H-H2O]+	205.7	32859911
AllCCS	[M+NH4]+	210.4	32859911
AllCCS	[M+Na]+	211.1	32859911
AllCCS	[M-H]-	213.0	32859911
AllCCS	[M+Na-2H]-	214.2	32859911
AllCCS	[M+HCOO]-	215.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cubebinin	COC1=CC(CC2COC(O)C2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC	4651.4	Standard polar	33892256
Cubebinin	COC1=CC(CC2COC(O)C2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC	3355.7	Standard non polar	33892256
Cubebinin	COC1=CC(CC2COC(O)C2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC	3376.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cubebinin,1TMS,isomer #1	COC1=CC(CC2COC(O[Si](C)(C)C)C2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC	3268.6	Semi standard non polar	33892256
Cubebinin,1TBDMS,isomer #1	COC1=CC(CC2COC(O[Si](C)(C)C(C)(C)C)C2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC	3498.9	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 - Cubebinin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-0441900000-bb2146075fd96ded1806	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cubebinin GC-MS (1 TMS) - 70eV, Positive	splash10-052r-9514330000-42140ba39be3ff544499	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cubebinin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cubebinin 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 - Cubebinin 10V, Positive-QTOF	splash10-0002-0022900000-930c4deb59109ed6865b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 20V, Positive-QTOF	splash10-0kas-0192700000-61badfa02af99051732f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 40V, Positive-QTOF	splash10-066s-0974300000-60240451ae01f7858a34	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 10V, Negative-QTOF	splash10-0002-0000900000-f029ce4b8de9e3c88dca	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 20V, Negative-QTOF	splash10-0f7t-0005900000-62bf85195a71123da737	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 40V, Negative-QTOF	splash10-0002-0019200000-3e325fb4f0afb54c3528	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 10V, Positive-QTOF	splash10-000t-0000900000-2ff2e5734cf1e39230d6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 20V, Positive-QTOF	splash10-00ls-0240900000-827c2b0827685af6e9b7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 40V, Positive-QTOF	splash10-05o0-0879700000-cbee2d6f19b332fb0a58	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 10V, Negative-QTOF	splash10-0002-0000900000-7a000c5574d5e6a41fec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 20V, Negative-QTOF	splash10-014j-0003900000-99903f16d5476b35d3b7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cubebinin 40V, Negative-QTOF	splash10-1001-1479800000-be6aa19e41a83b245be3	2021-09-22	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

FDB011296

KNApSAcK ID

C00041985

Chemspider ID

35013574

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75048911

PDB ID

Not Available

ChEBI ID

175589

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1834391

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 Cubebinin (HMDB0033273)

MOL for HMDB0033273 (Cubebinin)

3D MOL for HMDB0033273 (Cubebinin)

3D SDF for HMDB0033273 (Cubebinin)

3D-SDF for HMDB0033273 (Cubebinin)

PDB for HMDB0033273 (Cubebinin)

3D PDB for HMDB0033273 (Cubebinin)

SMILES for HMDB0033273 (Cubebinin)

INCHI for HMDB0033273 (Cubebinin)

Structure for HMDB0033273 (Cubebinin)

3D Structure for HMDB0033273 (Cubebinin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra