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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:23:40 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033643

Secondary Accession Numbers

HMDB33643

Metabolite Identification

Common Name

10-Hydroxy-8-nor-2-fenchanone glucoside

Description

10-Hydroxy-8-nor-2-fenchanone glucoside belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review a small amount of articles have been published on 10-Hydroxy-8-nor-2-fenchanone glucoside.

Structure

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

HMDB0033643
     RDKit          3D
10-Hydroxy-8-nor-2-fenchanone glucoside
 46 48  0  0  0  0  0  0  0  0999 V2000
    3.0538    2.2567    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926    1.1178   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7818    0.1564    0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057    0.5898    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584   -1.1889    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075   -2.1790    0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828   -1.9584    0.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -0.9680    0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3697   -0.0292   -0.6196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    1.1332   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    2.3241   -0.9485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5309    2.1629   -2.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2146    0.9579    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0753    1.7099   -0.2668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703   -0.4813    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2663   -0.7463   -0.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6033   -1.4515    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8773   -2.6730    0.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726   -1.7093    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0648   -0.5420    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615    0.1191   -0.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -0.9494   -1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966    2.2595    1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5394    3.2081    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810    2.3331   -0.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4642    1.3937   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6988   -2.3282    1.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124   -3.1683    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8216   -0.3551    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1573    1.3551    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059    2.5617   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988    3.1869   -0.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5524    1.1988   -2.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2917    1.3311    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0172    1.6659    0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947   -0.5850    1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1888   -0.3924   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5944   -1.6177    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6037   -2.6446   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -2.5907    0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -1.8362    1.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254   -0.8785   -0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2376    0.1627    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    0.4985   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727   -0.5513   -1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4837   -1.8583   -1.5747 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
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 17 18  1  0
  5 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21  2  1  0
 22  5  1  0
 17  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
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 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END


  Mrv0541 02241211572D          

 22 24  0  0  0  0            999 V2000
    0.5257   -1.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257   -1.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9507   -1.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9507   -1.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388   -0.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6653   -0.7565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388    0.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257    0.4802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6653   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6511   -1.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1889    0.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6012    1.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271    1.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    0.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271    0.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6012    0.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4646    2.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6653    0.8925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8394   -0.5380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1889   -0.5380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033643

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2CCC(COC3OC(CO)C(O)C(O)C3O)(C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O7/c1-7-8-2-3-15(4-8,13(7)20)6-21-14-12(19)11(18)10(17)9(5-16)22-14/h7-12,14,16-19H,2-6H2,1H3

> <INCHI_KEY>
PDFITCQLYDDVKZ-UHFFFAOYSA-N

> <FORMULA>
C15H24O7

> <MOLECULAR_WEIGHT>
316.3469

> <EXACT_MASS>
316.152203122

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
32.56138813132294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-1-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)bicyclo[2.2.1]heptan-2-one

> <ALOGPS_LOGP>
-1.28

> <JCHEM_LOGP>
-0.542701150333333

> <ALOGPS_LOGS>
-0.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200239283952346

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210942649406146

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083414456469

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
74.2308

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.70e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-1-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)bicyclo[2.2.1]heptan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033643
     RDKit          3D
10-Hydroxy-8-nor-2-fenchanone glucoside
 46 48  0  0  0  0  0  0  0  0999 V2000
    3.0538    2.2567    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926    1.1178   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7818    0.1564    0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057    0.5898    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584   -1.1889    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075   -2.1790    0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828   -1.9584    0.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -0.9680    0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3697   -0.0292   -0.6196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    1.1332   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    2.3241   -0.9485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5309    2.1629   -2.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2146    0.9579    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0753    1.7099   -0.2668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703   -0.4813    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2663   -0.7463   -0.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6033   -1.4515    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8773   -2.6730    0.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726   -1.7093    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0648   -0.5420    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615    0.1191   -0.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -0.9494   -1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966    2.2595    1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5394    3.2081    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810    2.3331   -0.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4642    1.3937   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6988   -2.3282    1.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124   -3.1683    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8216   -0.3551    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1573    1.3551    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059    2.5617   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988    3.1869   -0.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5524    1.1988   -2.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2917    1.3311    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0172    1.6659    0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947   -0.5850    1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1888   -0.3924   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5944   -1.6177    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6037   -2.6446   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -2.5907    0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -1.8362    1.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254   -0.8785   -0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2376    0.1627    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    0.4985   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727   -0.5513   -1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4837   -1.8583   -1.5747 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21  2  1  0
 22  5  1  0
 17  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.981  -2.179   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.981  -3.718   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.312  -4.488   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.641  -3.718   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.641  -2.179   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.312  -1.412   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.975  -1.412   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.312   0.127   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.981   0.896   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.975  -4.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.082  -2.746   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.353   1.666   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.122   3.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.664   3.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.436   1.666   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.664   0.330   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.122   0.330   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.062   4.488   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.601   4.488   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.975   1.666   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.434  -1.004   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.353  -1.004   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    1    5    8   11                                             
CONECT    7    5                                                            
CONECT    8    6    9                                                       
CONECT    9    8   12                                                       
CONECT   10    4                                                            
CONECT   11    3    6                                                       
CONECT   12    9   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   21                                                  
CONECT   17   12   16   22                                                  
CONECT   18   14   19                                                       
CONECT   19   18                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0033643
HETATM    1  C1  UNL     1       3.054   2.257   0.426  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.293   1.118  -0.150  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.782   0.156   0.915  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.406   0.590   1.969  1.00  0.00           O  
HETATM    5  C4  UNL     1       1.858  -1.189   0.420  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.808  -2.179   0.605  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.383  -1.958   0.077  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.193  -0.968   0.445  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.370  -0.029  -0.620  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.818   1.133  -0.039  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.762   2.324  -0.949  1.00  0.00           C  
HETATM   12  O4  UNL     1      -2.531   2.163  -2.093  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.215   0.958   0.525  1.00  0.00           C  
HETATM   14  O5  UNL     1      -4.075   1.710  -0.267  1.00  0.00           O  
HETATM   15  C10 UNL     1      -3.670  -0.481   0.440  1.00  0.00           C  
HETATM   16  O6  UNL     1      -4.266  -0.746  -0.788  1.00  0.00           O  
HETATM   17  C11 UNL     1      -2.603  -1.452   0.816  1.00  0.00           C  
HETATM   18  O7  UNL     1      -2.877  -2.673   0.192  1.00  0.00           O  
HETATM   19  C12 UNL     1       3.273  -1.709   0.704  1.00  0.00           C  
HETATM   20  C13 UNL     1       4.065  -0.542   0.083  1.00  0.00           C  
HETATM   21  C14 UNL     1       3.162   0.119  -0.911  1.00  0.00           C  
HETATM   22  C15 UNL     1       2.099  -0.949  -1.115  1.00  0.00           C  
HETATM   23  H1  UNL     1       3.097   2.259   1.533  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.539   3.208   0.130  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.081   2.333  -0.009  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.464   1.394  -0.829  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.699  -2.328   1.727  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.212  -3.168   0.237  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.822  -0.355   1.275  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.157   1.355   0.831  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.706   2.562  -1.186  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.199   3.187  -0.389  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.552   1.199  -2.320  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.292   1.331   1.564  1.00  0.00           H  
HETATM   35  H13 UNL     1      -5.017   1.666   0.055  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.495  -0.585   1.204  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.189  -0.392  -0.774  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.594  -1.618   1.912  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.604  -2.645  -0.759  1.00  0.00           H  
HETATM   40  H18 UNL     1       3.497  -2.591   0.072  1.00  0.00           H  
HETATM   41  H19 UNL     1       3.478  -1.836   1.764  1.00  0.00           H  
HETATM   42  H20 UNL     1       5.025  -0.879  -0.323  1.00  0.00           H  
HETATM   43  H21 UNL     1       4.238   0.163   0.940  1.00  0.00           H  
HETATM   44  H22 UNL     1       3.607   0.498  -1.805  1.00  0.00           H  
HETATM   45  H23 UNL     1       1.173  -0.551  -1.522  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.484  -1.858  -1.575  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   21   26
CONECT    3    4    4    5
CONECT    5    6   19   22
CONECT    6    7   27   28
CONECT    7    8
CONECT    8    9   17   29
CONECT    9   10
CONECT   10   11   13   30
CONECT   11   12   31   32
CONECT   12   33
CONECT   13   14   15   34
CONECT   14   35
CONECT   15   16   17   36
CONECT   16   37
CONECT   17   18   38
CONECT   18   39
CONECT   19   20   40   41
CONECT   20   21   42   43
CONECT   21   22   44
CONECT   22   45   46
END

HMDB0033643
     RDKit          3D
10-Hydroxy-8-nor-2-fenchanone glucoside
 46 48  0  0  0  0  0  0  0  0999 V2000
    3.0538    2.2567    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926    1.1178   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7818    0.1564    0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057    0.5898    1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584   -1.1889    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075   -2.1790    0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828   -1.9584    0.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -0.9680    0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3697   -0.0292   -0.6196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    1.1332   -0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    2.3241   -0.9485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5309    2.1629   -2.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2146    0.9579    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0753    1.7099   -0.2668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6703   -0.4813    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2663   -0.7463   -0.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6033   -1.4515    0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8773   -2.6730    0.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726   -1.7093    0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0648   -0.5420    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615    0.1191   -0.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -0.9494   -1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966    2.2595    1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5394    3.2081    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810    2.3331   -0.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4642    1.3937   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6988   -2.3282    1.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124   -3.1683    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8216   -0.3551    1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1573    1.3551    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7059    2.5617   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988    3.1869   -0.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5524    1.1988   -2.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2917    1.3311    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0172    1.6659    0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947   -0.5850    1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1888   -0.3924   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5944   -1.6177    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6037   -2.6446   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -2.5907    0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -1.8362    1.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254   -0.8785   -0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2376    0.1627    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    0.4985   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727   -0.5513   -1.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4837   -1.8583   -1.5747 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21  2  1  0
 22  5  1  0
 17  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₇

Average Molecular Weight

316.3469

Monoisotopic Molecular Weight

316.152203122

IUPAC Name

3-methyl-1-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)bicyclo[2.2.1]heptan-2-one

Traditional Name

3-methyl-1-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)bicyclo[2.2.1]heptan-2-one

CAS Registry Number

240495-82-3

SMILES

CC1C2CCC(COC3OC(CO)C(O)C(O)C3O)(C2)C1=O

InChI Identifier

InChI=1S/C15H24O7/c1-7-8-2-3-15(4-8,13(7)20)6-21-14-12(19)11(18)10(17)9(5-16)22-14/h7-12,14,16-19H,2-6H2,1H3

InChI Key

PDFITCQLYDDVKZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Norbornane monoterpenoid
Bicyclic monoterpenoid
Monoterpenoid
Monosaccharide
Oxane
Ketone
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Acetal
Polyol
Organic oxide
Organic oxygen compound
Carbonyl group
Primary alcohol
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033643)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033643)

Source

Endogenous

Endogenous (HMDB: HMDB0033643)

Plant

Plant (HMDB: HMDB0033643)

Animal

Animal (HMDB: HMDB0033643)

Exogenous

Food

Food (HMDB: HMDB0033643)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0033643)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0033643)

Cellular process

Cell signaling (HMDB: HMDB0033643)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0033643)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033643)

Nutrient

Nutrient (HMDB: HMDB0033643)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033643)

Emulsifier (HMDB: HMDB0033643)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	37 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-0.54	ChemAxon
logS	-0.93	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.23 m³·mol⁻¹	ChemAxon
Polarizability	32.56 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.533	31661259
DarkChem	[M-H]-	168.856	31661259
DeepCCS	[M+H]+	176.803	30932474
DeepCCS	[M-H]-	174.445	30932474
DeepCCS	[M-2H]-	207.332	30932474
DeepCCS	[M+Na]+	182.897	30932474
AllCCS	[M+H]+	175.1	32859911
AllCCS	[M+H-H2O]+	172.1	32859911
AllCCS	[M+NH4]+	177.9	32859911
AllCCS	[M+Na]+	178.7	32859911
AllCCS	[M-H]-	174.7	32859911
AllCCS	[M+Na-2H]-	174.6	32859911
AllCCS	[M+HCOO]-	174.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
10-Hydroxy-8-nor-2-fenchanone glucoside	CC1C2CCC(COC3OC(CO)C(O)C(O)C3O)(C2)C1=O	3126.8	Standard polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside	CC1C2CCC(COC3OC(CO)C(O)C(O)C3O)(C2)C1=O	2612.7	Standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside	CC1C2CCC(COC3OC(CO)C(O)C(O)C3O)(C2)C1=O	2534.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
10-Hydroxy-8-nor-2-fenchanone glucoside,1TMS,isomer #1	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C)C(O)C(O)C3O)CCC1C2	2672.3	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TMS,isomer #2	CC1C(=O)C2(COC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)CCC1C2	2678.3	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TMS,isomer #3	CC1C(=O)C2(COC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)CCC1C2	2668.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TMS,isomer #4	CC1C(=O)C2(COC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)CCC1C2	2674.3	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TMS,isomer #5	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO)C(O)C(O)C3O)CCC1C2	2679.9	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #1	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O)CCC1C2	2679.7	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #10	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)CCC1C2	2646.0	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #2	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O)CCC1C2	2671.7	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #3	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C)C(O)C(O)C3O[Si](C)(C)C)CCC1C2	2657.6	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #4	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O)C(O)C3O)CCC1C2	2658.6	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #5	CC1C(=O)C2(COC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)CCC1C2	2657.7	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #6	CC1C(=O)C2(COC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)CCC1C2	2657.7	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #7	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)CCC1C2	2665.9	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #8	CC1C(=O)C2(COC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2674.6	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TMS,isomer #9	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)CCC1C2	2641.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #1	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)CCC1C2	2643.7	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #10	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2623.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #2	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)CCC1C2	2660.3	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #3	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O)CCC1C2	2635.0	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #4	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2650.2	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #5	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O)CCC1C2	2616.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #6	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O)C(O)C3O[Si](C)(C)C)CCC1C2	2625.2	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #7	CC1C(=O)C2(COC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2634.6	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #8	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)CCC1C2	2616.7	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TMS,isomer #9	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)CCC1C2	2622.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TMS,isomer #1	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2659.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TMS,isomer #2	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)CCC1C2	2616.3	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TMS,isomer #3	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)CCC1C2	2642.0	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TMS,isomer #4	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2613.9	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TMS,isomer #5	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2591.0	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,5TMS,isomer #1	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2601.3	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,5TMS,isomer #1	CC1=C(O[Si](C)(C)C)C2(COC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)CCC1C2	2595.8	Standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TBDMS,isomer #1	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O)CCC1C2	2901.2	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TBDMS,isomer #2	CC1C(=O)C2(COC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)CCC1C2	2911.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TBDMS,isomer #3	CC1C(=O)C2(COC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)CCC1C2	2895.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TBDMS,isomer #4	CC1C(=O)C2(COC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)CCC1C2	2895.9	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,1TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO)C(O)C(O)C3O)CCC1C2	2930.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #1	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)CCC1C2	3118.2	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #10	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3114.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #2	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)CCC1C2	3108.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #3	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3099.6	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #4	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O)CCC1C2	3112.6	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #5	CC1C(=O)C2(COC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)CCC1C2	3099.9	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #6	CC1C(=O)C2(COC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3107.4	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #7	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)CCC1C2	3126.2	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #8	CC1C(=O)C2(COC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3113.6	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,2TBDMS,isomer #9	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)CCC1C2	3101.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #1	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)CCC1C2	3322.7	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #10	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3308.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #2	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3327.6	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)CCC1C2	3306.9	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #4	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3324.9	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)CCC1C2	3290.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #6	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3302.8	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #7	CC1C(=O)C2(COC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3334.0	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #8	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)CCC1C2	3297.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,3TBDMS,isomer #9	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3302.2	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TBDMS,isomer #1	CC1C(=O)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3549.7	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)CCC1C2	3484.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TBDMS,isomer #3	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3512.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TBDMS,isomer #4	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3486.9	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,4TBDMS,isomer #5	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3485.1	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,5TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3666.5	Semi standard non polar	33892256
10-Hydroxy-8-nor-2-fenchanone glucoside,5TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C2(COC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)CCC1C2	3521.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abj-7290000000-4717169d8b1378af9766	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside GC-MS (4 TMS) - 70eV, Positive	splash10-000l-1110190000-0c0a160840c2ada78198	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 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 - 10-Hydroxy-8-nor-2-fenchanone glucoside 10V, Positive-QTOF	splash10-00ks-0945000000-29effdefc818dddefb55	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 20V, Positive-QTOF	splash10-052s-2910000000-e69aa053fe26ed827c57	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 40V, Positive-QTOF	splash10-000i-5900000000-4ba39f1fb8bbeac07e99	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 10V, Negative-QTOF	splash10-014i-2938000000-93beab6399746d817774	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 20V, Negative-QTOF	splash10-0h90-3911000000-36e096df39cfbe6ec88d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 40V, Negative-QTOF	splash10-05fu-9600000000-d90cd0c8241973f59af2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 10V, Positive-QTOF	splash10-014i-0937000000-904aa36775fc398c8d28	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 20V, Positive-QTOF	splash10-0670-0911000000-ab41243b7fea7dddb21b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 40V, Positive-QTOF	splash10-006t-7910000000-e43d1b9e56d6707b2976	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 10V, Negative-QTOF	splash10-014i-0009000000-38375341bff480afdffb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 20V, Negative-QTOF	splash10-014i-5449000000-d49ade558d8141ccc9c4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Hydroxy-8-nor-2-fenchanone glucoside 40V, Negative-QTOF	splash10-0abc-9501000000-0e79a9ccd627716f0f9d	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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

FDB011743

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85249407

PDB ID

Not Available

ChEBI ID

172547

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 10-Hydroxy-8-nor-2-fenchanone glucoside (HMDB0033643)

MOL for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

3D MOL for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

3D SDF for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

3D-SDF for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

PDB for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

3D PDB for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

SMILES for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

INCHI for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

Structure for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

3D Structure for HMDB0033643 (10-Hydroxy-8-nor-2-fenchanone glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra