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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:59:07 UTC

Update Date

2022-03-07 02:53:39 UTC

HMDB ID

HMDB0033272

Secondary Accession Numbers

HMDB33272

Metabolite Identification

Common Name

Dihydroclusin

Description

Dihydroclusin belongs to the class of organic compounds known as dibenzylbutanediol lignans. These are lignan compounds containing a 2,3-dibenzylbutane-1,4-diol moiety. Dihydroclusin has been detected, but not quantified in, herbs and spices. This could make dihydroclusin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Dihydroclusin.

Structure

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


  Mrv0541 05061307012D          

 29 31  0  0  0  0            999 V2000
    1.4289    4.9500    0.0000 C   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
    2.8579    3.3000    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
   -3.5724   -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    2.0625    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -2.5432    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
    0.0000    2.4750    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   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
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1854   -1.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294   -2.4570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 14  4  1  0  0  0  0
 14  6  1  0  0  0  0
 14  8  2  0  0  0  0
 15  7  1  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16  6  1  0  0  0  0
 16 11  1  0  0  0  0
 17  7  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
 19  8  1  0  0  0  0
 19 18  2  0  0  0  0
 20  9  1  0  0  0  0
 21 10  2  0  0  0  0
 22 20  2  0  0  0  0
 22 21  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25  1  1  0  0  0  0
 25 20  1  0  0  0  0
 26  2  1  0  0  0  0
 26 21  1  0  0  0  0
 27  3  1  0  0  0  0
 27 22  1  0  0  0  0
 28 13  1  0  0  0  0
 28 18  1  0  0  0  0
 29 13  1  0  0  0  0
 29 19  1  0  0  0  0
M  END

HMDB0033272
     RDKit          3D
Dihydroclusin
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.6381    3.5283   -0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1717    2.2857   -0.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728    1.3273    0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    1.5172    0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650    0.5276    0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5722    0.7533    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0437    0.2808   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197    1.0188   -1.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3284    2.3739   -1.8829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5491    0.2278   -0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921   -0.2319   -2.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772   -0.2662   -2.0837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -0.6940    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4889   -0.8486    0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1889   -1.8842   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5460   -1.9981   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2586   -1.0645    0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186   -0.0092    1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524    0.0756    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5987    0.7409    1.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8834    0.2391    1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6314   -0.9830    0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.6884    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9127   -0.9028    0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4506   -2.0954    1.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5927   -3.1175    1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7627    0.1107    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1363   -0.1070    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7916   -0.6513   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8548    3.2848   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285    4.0065   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4304    4.1738   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    2.4868   -0.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    1.8519    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    0.2887    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2981   -0.7913   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107    0.5301   -2.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314    0.8374   -1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    2.6803   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515    1.2425   -0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    0.4259   -2.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -1.2501   -2.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8986    0.6246   -2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673   -0.5138    1.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373   -1.7145    0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6475   -2.6344   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0684   -2.8356   -0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7401    0.9038    1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5055    0.1248    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3973    0.9039    0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8992   -1.4806    1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8024   -3.3720    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1882   -4.0156    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -2.6974    2.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9991   -1.0671   -1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3605    0.0844   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4164   -1.5429   -0.4515 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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 28 29  1  0
 27  3  1  0
 19 14  1  0
 22 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END


  Mrv0541 05061307012D          

 29 31  0  0  0  0            999 V2000
    1.4289    4.9500    0.0000 C   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
    2.8579    3.3000    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
   -3.5724   -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    2.0625    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499   -2.5432    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
    0.0000    2.4750    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   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
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1854   -1.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294   -2.4570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 14  4  1  0  0  0  0
 14  6  1  0  0  0  0
 14  8  2  0  0  0  0
 15  7  1  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16  6  1  0  0  0  0
 16 11  1  0  0  0  0
 17  7  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
 19  8  1  0  0  0  0
 19 18  2  0  0  0  0
 20  9  1  0  0  0  0
 21 10  2  0  0  0  0
 22 20  2  0  0  0  0
 22 21  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25  1  1  0  0  0  0
 25 20  1  0  0  0  0
 26  2  1  0  0  0  0
 26 21  1  0  0  0  0
 27  3  1  0  0  0  0
 27 22  1  0  0  0  0
 28 13  1  0  0  0  0
 28 18  1  0  0  0  0
 29 13  1  0  0  0  0
 29 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033272

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(CC(CO)C(CO)CC2=CC3=C(OCO3)C=C2)=CC(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O7/c1-25-20-9-15(10-21(26-2)22(20)27-3)7-17(12-24)16(11-23)6-14-4-5-18-19(8-14)29-13-28-18/h4-5,8-10,16-17,23-24H,6-7,11-13H2,1-3H3

> <INCHI_KEY>
FDHFWHRGVDRJIK-UHFFFAOYSA-N

> <FORMULA>
C22H28O7

> <MOLECULAR_WEIGHT>
404.4535

> <EXACT_MASS>
404.18350325

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
42.46423923309281

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]butane-1,4-diol

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
2.405553927999999

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.754203556631154

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.146135987441657

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6032091990524684

> <JCHEM_POLAR_SURFACE_AREA>
86.61000000000001

> <JCHEM_REFRACTIVITY>
107.5553

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]butane-1,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033272
     RDKit          3D
Dihydroclusin
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.6381    3.5283   -0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1717    2.2857   -0.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728    1.3273    0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    1.5172    0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650    0.5276    0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5722    0.7533    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0437    0.2808   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197    1.0188   -1.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3284    2.3739   -1.8829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5491    0.2278   -0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921   -0.2319   -2.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772   -0.2662   -2.0837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -0.6940    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4889   -0.8486    0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1889   -1.8842   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5460   -1.9981   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2586   -1.0645    0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186   -0.0092    1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524    0.0756    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5987    0.7409    1.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8834    0.2391    1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6314   -0.9830    0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.6884    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9127   -0.9028    0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4506   -2.0954    1.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5927   -3.1175    1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7627    0.1107    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1363   -0.1070    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7916   -0.6513   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8548    3.2848   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285    4.0065   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4304    4.1738   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    2.4868   -0.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    1.8519    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    0.2887    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2981   -0.7913   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107    0.5301   -2.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314    0.8374   -1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    2.6803   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515    1.2425   -0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    0.4259   -2.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -1.2501   -2.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8986    0.6246   -2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673   -0.5138    1.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373   -1.7145    0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6475   -2.6344   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0684   -2.8356   -0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7401    0.9038    1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5055    0.1248    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3973    0.9039    0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8992   -1.4806    1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8024   -3.3720    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1882   -4.0156    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -2.6974    2.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9991   -1.0671   -1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3605    0.0844   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4164   -1.5429   -0.4515 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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 28 29  1  0
 27  3  1  0
 19 14  1  0
 22 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  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       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   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      -6.668  -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   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.186  -4.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -7.813  -3.340   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.655  -4.586   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3   27                                                            
CONECT    4    5   14                                                       
CONECT    5    4   18                                                       
CONECT    6   14   16                                                       
CONECT    7   15   17                                                       
CONECT    8   14   19                                                       
CONECT    9   15   20                                                       
CONECT   10   15   21                                                       
CONECT   11   16   23                                                       
CONECT   12   17   24                                                       
CONECT   13   28   29                                                       
CONECT   14    4    6    8                                                  
CONECT   15    7    9   10                                                  
CONECT   16    6   11   17                                                  
CONECT   17    7   12   16                                                  
CONECT   18    5   19   28                                                  
CONECT   19    8   18   29                                                  
CONECT   20    9   22   25                                                  
CONECT   21   10   22   26                                                  
CONECT   22   20   21   27                                                  
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25    1   20                                                       
CONECT   26    2   21                                                       
CONECT   27    3   22                                                       
CONECT   28   13   18                                                       
CONECT   29   13   19                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0033272
HETATM    1  C1  UNL     1      -4.638   3.528  -0.860  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.172   2.286  -0.432  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.273   1.327   0.014  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.906   1.517   0.061  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.065   0.528   0.514  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.572   0.753   0.557  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.044   0.281  -0.722  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.520   1.019  -1.905  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.328   2.374  -1.883  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.549   0.228  -0.727  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.092  -0.232  -2.053  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.477  -0.266  -2.084  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.030  -0.694   0.364  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.489  -0.849   0.465  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.189  -1.884  -0.127  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.546  -1.998  -0.014  1.00  0.00           C  
HETATM   17  C14 UNL     1       6.259  -1.065   0.707  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.619  -0.009   1.320  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.252   0.076   1.186  1.00  0.00           C  
HETATM   20  O4  UNL     1       6.599   0.741   1.956  1.00  0.00           O  
HETATM   21  C17 UNL     1       7.883   0.239   1.627  1.00  0.00           C  
HETATM   22  O5  UNL     1       7.631  -0.983   0.952  1.00  0.00           O  
HETATM   23  C18 UNL     1      -2.560  -0.688   0.935  1.00  0.00           C  
HETATM   24  C19 UNL     1      -3.913  -0.903   0.897  1.00  0.00           C  
HETATM   25  O6  UNL     1      -4.451  -2.095   1.306  1.00  0.00           O  
HETATM   26  C20 UNL     1      -3.593  -3.117   1.772  1.00  0.00           C  
HETATM   27  C21 UNL     1      -4.763   0.111   0.435  1.00  0.00           C  
HETATM   28  O7  UNL     1      -6.136  -0.107   0.397  1.00  0.00           O  
HETATM   29  C22 UNL     1      -6.792  -0.651  -0.735  1.00  0.00           C  
HETATM   30  H1  UNL     1      -3.855   3.285  -1.623  1.00  0.00           H  
HETATM   31  H2  UNL     1      -4.129   4.007  -0.005  1.00  0.00           H  
HETATM   32  H3  UNL     1      -5.430   4.174  -1.308  1.00  0.00           H  
HETATM   33  H4  UNL     1      -2.546   2.487  -0.276  1.00  0.00           H  
HETATM   34  H5  UNL     1      -0.472   1.852   0.706  1.00  0.00           H  
HETATM   35  H6  UNL     1      -0.159   0.289   1.455  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.298  -0.791  -0.849  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.211   0.530  -2.865  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.631   0.837  -1.889  1.00  0.00           H  
HETATM   39  H10 UNL     1       0.551   2.680  -2.214  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.951   1.243  -0.534  1.00  0.00           H  
HETATM   41  H12 UNL     1       1.795   0.426  -2.892  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.729  -1.250  -2.308  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.899   0.625  -2.026  1.00  0.00           H  
HETATM   44  H15 UNL     1       1.567  -0.514   1.354  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.637  -1.715   0.061  1.00  0.00           H  
HETATM   46  H17 UNL     1       3.648  -2.634  -0.701  1.00  0.00           H  
HETATM   47  H18 UNL     1       6.068  -2.836  -0.498  1.00  0.00           H  
HETATM   48  H19 UNL     1       3.740   0.904   1.666  1.00  0.00           H  
HETATM   49  H20 UNL     1       8.506   0.125   2.520  1.00  0.00           H  
HETATM   50  H21 UNL     1       8.397   0.904   0.885  1.00  0.00           H  
HETATM   51  H22 UNL     1      -1.899  -1.481   1.296  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.802  -3.372   1.036  1.00  0.00           H  
HETATM   53  H24 UNL     1      -4.188  -4.016   2.035  1.00  0.00           H  
HETATM   54  H25 UNL     1      -3.069  -2.697   2.673  1.00  0.00           H  
HETATM   55  H26 UNL     1      -5.999  -1.067  -1.409  1.00  0.00           H  
HETATM   56  H27 UNL     1      -7.360   0.084  -1.310  1.00  0.00           H  
HETATM   57  H28 UNL     1      -7.416  -1.543  -0.451  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4   27
CONECT    4    5   33
CONECT    5    6   23   23
CONECT    6    7   34   35
CONECT    7    8   10   36
CONECT    8    9   37   38
CONECT    9   39
CONECT   10   11   13   40
CONECT   11   12   41   42
CONECT   12   43
CONECT   13   14   44   45
CONECT   14   15   15   19
CONECT   15   16   46
CONECT   16   17   17   47
CONECT   17   18   22
CONECT   18   19   19   20
CONECT   19   48
CONECT   20   21
CONECT   21   22   49   50
CONECT   23   24   51
CONECT   24   25   27   27
CONECT   25   26
CONECT   26   52   53   54
CONECT   27   28
CONECT   28   29
CONECT   29   55   56   57
END

HMDB0033272
     RDKit          3D
Dihydroclusin
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.6381    3.5283   -0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1717    2.2857   -0.4319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728    1.3273    0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    1.5172    0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650    0.5276    0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5722    0.7533    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0437    0.2808   -0.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197    1.0188   -1.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3284    2.3739   -1.8829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5491    0.2278   -0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921   -0.2319   -2.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772   -0.2662   -2.0837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -0.6940    0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4889   -0.8486    0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1889   -1.8842   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5460   -1.9981   -0.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2586   -1.0645    0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186   -0.0092    1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524    0.0756    1.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5987    0.7409    1.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8834    0.2391    1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6314   -0.9830    0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.6884    0.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9127   -0.9028    0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4506   -2.0954    1.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5927   -3.1175    1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7627    0.1107    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1363   -0.1070    0.3974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7916   -0.6513   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8548    3.2848   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285    4.0065   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4304    4.1738   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    2.4868   -0.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    1.8519    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    0.2887    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2981   -0.7913   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107    0.5301   -2.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314    0.8374   -1.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510    2.6803   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515    1.2425   -0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    0.4259   -2.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -1.2501   -2.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8986    0.6246   -2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673   -0.5138    1.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373   -1.7145    0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6475   -2.6344   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0684   -2.8356   -0.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7401    0.9038    1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5055    0.1248    2.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3973    0.9039    0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8992   -1.4806    1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8024   -3.3720    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1882   -4.0156    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -2.6974    2.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9991   -1.0671   -1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3605    0.0844   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4164   -1.5429   -0.4515 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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27 28  1  0
 28 29  1  0
 27  3  1  0
 19 14  1  0
 22 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 15 46  1  0
 16 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9,9'-Dihydroxy-3,4,5-trimethoxy-3',4'-methylenedioxylignan	HMDB
Podophyllotoxin, secodeoxy secolactonediol	HMDB

Chemical Formula

C₂₂H₂₈O₇

Average Molecular Weight

404.4535

Monoisotopic Molecular Weight

404.18350325

IUPAC Name

2-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]butane-1,4-diol

Traditional Name

2-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]butane-1,4-diol

CAS Registry Number

73149-51-6

SMILES

COC1=CC(CC(CO)C(CO)CC2=CC3=C(OCO3)C=C2)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C22H28O7/c1-25-20-9-15(10-21(26-2)22(20)27-3)7-17(12-24)16(11-23)6-14-4-5-18-19(8-14)29-13-28-18/h4-5,8-10,16-17,23-24H,6-7,11-13H2,1-3H3

InChI Key

FDHFWHRGVDRJIK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutanediol lignans. These are lignan compounds containing a 2,3-dibenzylbutane-1,4-diol moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Dibenzylbutane lignans

Sub Class

Dibenzylbutanediol lignans

Direct Parent

Dibenzylbutanediol lignans

Alternative Parents

Substituents

Dibenzylbutanediol
Benzodioxole
Phenoxy compound
Methoxybenzene
Anisole
Phenol ether
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033272)
Cell membrane (HMDB: HMDB0033272)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033272)

Source

Exogenous

Exogenous (HMDB: HMDB0033272)

Food

Food (HMDB: HMDB0033272)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033272)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033272)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	97 - 98 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.39 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	0.017 g/L	ALOGPS
logP	2.6	ALOGPS
logP	2.41	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	15.15	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.61 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	107.56 m³·mol⁻¹	ChemAxon
Polarizability	42.46 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]+	196.308	31661259
DarkChem	[M-H]-	194.612	31661259
DeepCCS	[M+H]+	194.651	30932474
DeepCCS	[M-H]-	192.182	30932474
DeepCCS	[M-2H]-	226.413	30932474
DeepCCS	[M+Na]+	202.623	30932474
AllCCS	[M+H]+	197.5	32859911
AllCCS	[M+H-H2O]+	194.7	32859911
AllCCS	[M+NH4]+	200.0	32859911
AllCCS	[M+Na]+	200.8	32859911
AllCCS	[M-H]-	200.5	32859911
AllCCS	[M+Na-2H]-	201.2	32859911
AllCCS	[M+HCOO]-	202.2	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. Predicted by Afia on May 17, 2022.	6.44 minutes	32390414
Predicted by Siyang on May 30, 2022	12.2755 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.21 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	41.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2177.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	213.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	189.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	119.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	495.9 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	529.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	173.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1065.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	510.9 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	1406.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	371.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	378.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	285.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	170.3 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	35.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydroclusin	COC1=CC(CC(CO)C(CO)CC2=CC3=C(OCO3)C=C2)=CC(OC)=C1OC	3821.6	Standard polar	33892256
Dihydroclusin	COC1=CC(CC(CO)C(CO)CC2=CC3=C(OCO3)C=C2)=CC(OC)=C1OC	3183.7	Standard non polar	33892256
Dihydroclusin	COC1=CC(CC(CO)C(CO)CC2=CC3=C(OCO3)C=C2)=CC(OC)=C1OC	3311.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydroclusin,1TMS,isomer #1	COC1=CC(CC(CO[Si](C)(C)C)C(CO)CC2=CC=C3OCOC3=C2)=CC(OC)=C1OC	3160.5	Semi standard non polar	33892256
Dihydroclusin,1TMS,isomer #2	COC1=CC(CC(CO)C(CO[Si](C)(C)C)CC2=CC=C3OCOC3=C2)=CC(OC)=C1OC	3167.4	Semi standard non polar	33892256
Dihydroclusin,2TMS,isomer #1	COC1=CC(CC(CO[Si](C)(C)C)C(CO[Si](C)(C)C)CC2=CC=C3OCOC3=C2)=CC(OC)=C1OC	3115.6	Semi standard non polar	33892256
Dihydroclusin,1TBDMS,isomer #1	COC1=CC(CC(CO[Si](C)(C)C(C)(C)C)C(CO)CC2=CC=C3OCOC3=C2)=CC(OC)=C1OC	3402.8	Semi standard non polar	33892256
Dihydroclusin,1TBDMS,isomer #2	COC1=CC(CC(CO)C(CO[Si](C)(C)C(C)(C)C)CC2=CC=C3OCOC3=C2)=CC(OC)=C1OC	3413.0	Semi standard non polar	33892256
Dihydroclusin,2TBDMS,isomer #1	COC1=CC(CC(CO[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)CC2=CC=C3OCOC3=C2)=CC(OC)=C1OC	3566.2	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 - Dihydroclusin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-0928000000-b283bf64fbdfc2ffe35c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroclusin GC-MS (2 TMS) - 70eV, Positive	splash10-001i-9730560000-ba50727fe4e9b58aa1c7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroclusin 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 - Dihydroclusin 10V, Positive-QTOF	splash10-052r-0029300000-ca37a298eb3a3a5680df	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 20V, Positive-QTOF	splash10-014r-0389000000-461ca3edf7226732690c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 40V, Positive-QTOF	splash10-0a4i-0289000000-243f8f38815b4a7dad0b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 10V, Negative-QTOF	splash10-0udi-0008900000-b5fe5efe7fbd3f165cd0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 20V, Negative-QTOF	splash10-0pi9-0009100000-c15a67a7758a7058327f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 40V, Negative-QTOF	splash10-0a70-1249000000-d50e82ae2aebd8f3b193	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 10V, Positive-QTOF	splash10-0a4i-0319700000-6792938a97f7d269b40f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 20V, Positive-QTOF	splash10-0ap0-0739100000-fc180620ccd1165bda32	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 40V, Positive-QTOF	splash10-0api-0669000000-9bac2bf84063d950f0bf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 10V, Negative-QTOF	splash10-0udi-0004900000-e77ba05efe94da587769	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 20V, Negative-QTOF	splash10-0pi3-0009100000-063e16a17890592bc6db	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroclusin 40V, Negative-QTOF	splash10-0a4i-0459100000-da01bdb5f73436581960	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

FDB011295

KNApSAcK ID

C00041986

Chemspider ID

3198127

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3978441

PDB ID

Not Available

ChEBI ID

175230

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1834381

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 Dihydroclusin (HMDB0033272)

MOL for HMDB0033272 (Dihydroclusin)

3D MOL for HMDB0033272 (Dihydroclusin)

3D SDF for HMDB0033272 (Dihydroclusin)

3D-SDF for HMDB0033272 (Dihydroclusin)

PDB for HMDB0033272 (Dihydroclusin)

3D PDB for HMDB0033272 (Dihydroclusin)

SMILES for HMDB0033272 (Dihydroclusin)

INCHI for HMDB0033272 (Dihydroclusin)

Structure for HMDB0033272 (Dihydroclusin)

3D Structure for HMDB0033272 (Dihydroclusin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra