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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:56:16 UTC

Update Date

2022-03-07 02:53:38 UTC

HMDB ID

HMDB0033224

Secondary Accession Numbers

HMDB33224

Metabolite Identification

Common Name

(1R,4R,5S)-5-Hydroxyfenchone glucoside

Description

(1R,4R,5S)-5-Hydroxyfenchone 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 (1R,4R,5S)-5-Hydroxyfenchone glucoside.

Structure

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

HMDB0033224
     RDKit          3D
(1R,4R,5S)-5-Hydroxyfenchone glucoside
 49 51  0  0  0  0  0  0  0  0999 V2000
   -3.3482   -2.6878    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8369   -1.3405   -0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384   -1.1728   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    0.0270   -0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2747   -0.3689   -0.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    0.2185   -0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947    0.9344    0.4129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    1.2254    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008    2.1399    1.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    1.4790    2.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2528   -0.0283   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818   -0.0743    0.9576 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -1.2029   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220   -2.4085   -0.2444 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -0.8867   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -1.9955   -1.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.5858    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311   -0.7463    1.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394    1.0012    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    1.6949    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0903    1.9386   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8319   -0.2765   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.4345   -0.6751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8161   -3.1787    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4274   -2.7001    0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -3.2991   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -0.8738   -2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -2.0906   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7670    0.7613   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    0.9244   -1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3615    1.7611   -0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0319    2.3918    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195    3.0794    1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226    0.9109    2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7531   -0.0123   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9976    0.4141    0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7816   -1.1886    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601   -3.0084   -0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8203   -0.5045   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2851   -2.5576   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2773    1.2791    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8231   -0.5989    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236   -1.3140    1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130    1.0045    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0689    2.1839    1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806    2.4269    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4854    1.4198   -2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    2.8313   -0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    2.3170   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  2  0
 18  2  1  0
 22  2  1  0
 15  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
M  END


  Mrv0541 02241210172D          

 23 25  0  0  0  0            999 V2000
    1.0215    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352   -1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475   -0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352    1.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1626    0.6195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -0.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726   -0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475   -1.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3065   -1.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4084   -0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1303    0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8440   -0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1303   -1.0291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997    0.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1318    1.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5575    0.6209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5575   -1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726   -0.6180    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
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  2  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  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 18  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033224

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C2CC(C)(CC2OC2OC(CO)C(O)C(O)C2O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H26O7/c1-15(2)7-4-16(3,14(15)21)5-8(7)22-13-12(20)11(19)10(18)9(6-17)23-13/h7-13,17-20H,4-6H2,1-3H3

> <INCHI_KEY>
WZIIAEDQDFVGCF-UHFFFAOYSA-N

> <FORMULA>
C16H26O7

> <MOLECULAR_WEIGHT>
330.3734

> <EXACT_MASS>
330.167853186

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
34.09229268342895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-0.014680488666666346

> <ALOGPS_LOGS>
-1.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200090023933111

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210561278452843

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835428036153

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
78.5496

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033224
     RDKit          3D
(1R,4R,5S)-5-Hydroxyfenchone glucoside
 49 51  0  0  0  0  0  0  0  0999 V2000
   -3.3482   -2.6878    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8369   -1.3405   -0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384   -1.1728   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    0.0270   -0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2747   -0.3689   -0.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    0.2185   -0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947    0.9344    0.4129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    1.2254    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008    2.1399    1.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    1.4790    2.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2528   -0.0283   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818   -0.0743    0.9576 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -1.2029   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220   -2.4085   -0.2444 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -0.8867   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -1.9955   -1.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.5858    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311   -0.7463    1.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394    1.0012    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    1.6949    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0903    1.9386   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8319   -0.2765   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.4345   -0.6751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8161   -3.1787    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4274   -2.7001    0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -3.2991   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -0.8738   -2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -2.0906   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7670    0.7613   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    0.9244   -1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3615    1.7611   -0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0319    2.3918    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195    3.0794    1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226    0.9109    2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7531   -0.0123   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9976    0.4141    0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7816   -1.1886    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601   -3.0084   -0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8203   -0.5045   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2851   -2.5576   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2773    1.2791    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8231   -0.5989    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236   -1.3140    1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130    1.0045    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0689    2.1839    1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806    2.4269    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4854    1.4198   -2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    2.8313   -0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    2.3170   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  2  0
 18  2  1  0
 22  2  1  0
 15  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  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       1.907   0.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.907  -1.154   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.239  -1.924   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.569  -1.154   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.569   0.386   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.239   1.154   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.239   2.694   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.904   1.156   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.637  -0.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.109  -1.154   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.569  -2.694   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.572  -1.924   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.762  -1.154   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770   0.386   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.110   1.149   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.442   0.386   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.442  -1.154   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.110  -1.921   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.559   1.164   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.113   2.689   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.774   1.159   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.774  -1.924   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.109  -1.154   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   12                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   10   11                                             
CONECT    5    4    6    8                                                  
CONECT    6    1    5    7    9                                             
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    3    6                                                       
CONECT   10    4                                                            
CONECT   11    4                                                            
CONECT   12    2   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   22                                                  
CONECT   18   13   17                                                       
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   17   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0033224
HETATM    1  C1  UNL     1      -3.348  -2.688   0.158  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.837  -1.340  -0.030  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.738  -1.173  -1.052  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.916   0.027  -0.604  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.275  -0.369  -0.017  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.389   0.218  -0.552  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.095   0.934   0.413  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.393   1.225   0.002  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.001   2.140   1.044  1.00  0.00           C  
HETATM   10  O3  UNL     1       4.003   1.479   2.269  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.253  -0.028  -0.053  1.00  0.00           C  
HETATM   12  O4  UNL     1       5.182  -0.074   0.958  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.288  -1.203  -0.028  1.00  0.00           C  
HETATM   14  O5  UNL     1       3.922  -2.409  -0.244  1.00  0.00           O  
HETATM   15  C10 UNL     1       2.261  -0.887  -1.115  1.00  0.00           C  
HETATM   16  O6  UNL     1       1.559  -1.996  -1.506  1.00  0.00           O  
HETATM   17  C11 UNL     1      -1.773   0.586   0.514  1.00  0.00           C  
HETATM   18  C12 UNL     1      -2.131  -0.746   1.203  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.139   1.001   0.030  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.843   1.695   1.167  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.090   1.939  -1.139  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.832  -0.277  -0.288  1.00  0.00           C  
HETATM   23  O7  UNL     1      -4.962  -0.435  -0.675  1.00  0.00           O  
HETATM   24  H1  UNL     1      -2.816  -3.179   1.019  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.427  -2.700   0.412  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.197  -3.299  -0.770  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.231  -0.874  -2.019  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.163  -2.091  -1.130  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.767   0.761  -1.419  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.178   0.924  -1.376  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.361   1.761  -0.957  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.032   2.392   0.717  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.420   3.079   1.121  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.223   0.911   2.399  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.753  -0.012  -1.053  1.00  0.00           H  
HETATM   36  H13 UNL     1       5.998   0.414   0.623  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.782  -1.189   0.950  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.460  -3.008  -0.856  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.820  -0.504  -2.017  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.285  -2.558  -0.752  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.277   1.279   1.167  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.823  -0.599   2.034  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.224  -1.314   1.442  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.413   1.005   1.818  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.069   2.184   1.794  1.00  0.00           H  
HETATM   46  H23 UNL     1      -4.581   2.427   0.766  1.00  0.00           H  
HETATM   47  H24 UNL     1      -3.485   1.420  -2.017  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.761   2.831  -0.980  1.00  0.00           H  
HETATM   49  H26 UNL     1      -2.086   2.317  -1.371  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   18   22
CONECT    3    4   27   28
CONECT    4    5   17   29
CONECT    5    6
CONECT    6    7   15   30
CONECT    7    8
CONECT    8    9   11   31
CONECT    9   10   32   33
CONECT   10   34
CONECT   11   12   13   35
CONECT   12   36
CONECT   13   14   15   37
CONECT   14   38
CONECT   15   16   39
CONECT   16   40
CONECT   17   18   19   41
CONECT   18   42   43
CONECT   19   20   21   22
CONECT   20   44   45   46
CONECT   21   47   48   49
CONECT   22   23   23
END

HMDB0033224
     RDKit          3D
(1R,4R,5S)-5-Hydroxyfenchone glucoside
 49 51  0  0  0  0  0  0  0  0999 V2000
   -3.3482   -2.6878    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8369   -1.3405   -0.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7384   -1.1728   -1.0516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    0.0270   -0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2747   -0.3689   -0.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    0.2185   -0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0947    0.9344    0.4129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    1.2254    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008    2.1399    1.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0032    1.4790    2.2687 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2528   -0.0283   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818   -0.0743    0.9576 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -1.2029   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220   -2.4085   -0.2444 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -0.8867   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585   -1.9955   -1.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.5858    0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311   -0.7463    1.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394    1.0012    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8426    1.6949    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0903    1.9386   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8319   -0.2765   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9621   -0.4345   -0.6751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8161   -3.1787    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4274   -2.7001    0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -3.2991   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -0.8738   -2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -2.0906   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7670    0.7613   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    0.9244   -1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3615    1.7611   -0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0319    2.3918    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195    3.0794    1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226    0.9109    2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7531   -0.0123   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9976    0.4141    0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7816   -1.1886    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4601   -3.0084   -0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8203   -0.5045   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2851   -2.5576   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2773    1.2791    1.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8231   -0.5989    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236   -1.3140    1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130    1.0045    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0689    2.1839    1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5806    2.4269    0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4854    1.4198   -2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    2.8313   -0.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    2.3170   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  2  0
 18  2  1  0
 22  2  1  0
 15  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₆O₇

Average Molecular Weight

330.3734

Monoisotopic Molecular Weight

330.167853186

IUPAC Name

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

Traditional Name

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

CAS Registry Number

155960-75-1

SMILES

CC1(C)C2CC(C)(CC2OC2OC(CO)C(O)C(O)C2O)C1=O

InChI Identifier

InChI=1S/C16H26O7/c1-15(2)7-4-16(3,14(15)21)5-8(7)22-13-12(20)11(19)10(18)9(6-17)23-13/h7-13,17-20H,4-6H2,1-3H3

InChI Key

WZIIAEDQDFVGCF-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
Bicyclic monoterpenoid
Fenchane monoterpenoid
Norbornane monoterpenoid
Monoterpenoid
Monosaccharide
Oxane
Ketone
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Primary alcohol
Organic oxygen compound
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: HMDB0033224)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033224)

Source

Endogenous

Endogenous (HMDB: HMDB0033224)

Plant

Plant (HMDB: HMDB0033224)

Animal

Animal (HMDB: HMDB0033224)

Exogenous

Food

Food (HMDB: HMDB0033224)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0033224)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0033224)

Cellular process

Cell signaling (HMDB: HMDB0033224)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0033224)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033224)

Nutrient

Nutrient (HMDB: HMDB0033224)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033224)

Emulsifier (HMDB: HMDB0033224)

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	20.3 g/L	ALOGPS
logP	-0.56	ALOGPS
logP	-0.015	ChemAxon
logS	-1.2	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	3	ChemAxon
Refractivity	78.55 m³·mol⁻¹	ChemAxon
Polarizability	34.09 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	175.393	31661259
DarkChem	[M-H]-	169.65	31661259
DeepCCS	[M+H]+	178.012	30932474
DeepCCS	[M-H]-	175.654	30932474
DeepCCS	[M-2H]-	208.541	30932474
DeepCCS	[M+Na]+	184.106	30932474
AllCCS	[M+H]+	178.4	32859911
AllCCS	[M+H-H2O]+	175.6	32859911
AllCCS	[M+NH4]+	181.0	32859911
AllCCS	[M+Na]+	181.7	32859911
AllCCS	[M-H]-	178.6	32859911
AllCCS	[M+Na-2H]-	178.8	32859911
AllCCS	[M+HCOO]-	179.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1R,4R,5S)-5-Hydroxyfenchone glucoside	CC1(C)C2CC(C)(CC2OC2OC(CO)C(O)C(O)C2O)C1=O	3071.0	Standard polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside	CC1(C)C2CC(C)(CC2OC2OC(CO)C(O)C(O)C2O)C1=O	2461.2	Standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside	CC1(C)C2CC(C)(CC2OC2OC(CO)C(O)C(O)C2O)C1=O	2550.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1R,4R,5S)-5-Hydroxyfenchone glucoside,1TMS,isomer #1	CC12CC(OC3OC(CO[Si](C)(C)C)C(O)C(O)C3O)C(C1)C(C)(C)C2=O	2649.1	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,1TMS,isomer #2	CC12CC(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O)C(C1)C(C)(C)C2=O	2645.5	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,1TMS,isomer #3	CC12CC(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O)C(C1)C(C)(C)C2=O	2637.9	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,1TMS,isomer #4	CC12CC(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C)C(C1)C(C)(C)C2=O	2635.9	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TMS,isomer #1	CC12CC(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O)C(C1)C(C)(C)C2=O	2609.3	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TMS,isomer #2	CC12CC(OC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O)C(C1)C(C)(C)C2=O	2597.5	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TMS,isomer #3	CC12CC(OC3OC(CO[Si](C)(C)C)C(O)C(O)C3O[Si](C)(C)C)C(C1)C(C)(C)C2=O	2577.5	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TMS,isomer #4	CC12CC(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(C1)C(C)(C)C2=O	2599.6	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TMS,isomer #5	CC12CC(OC3OC(CO)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(C1)C(C)(C)C2=O	2593.2	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TMS,isomer #6	CC12CC(OC3OC(CO)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(C1)C(C)(C)C2=O	2599.0	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,3TMS,isomer #1	CC12CC(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O)C(C1)C(C)(C)C2=O	2531.8	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,3TMS,isomer #2	CC12CC(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C3O[Si](C)(C)C)C(C1)C(C)(C)C2=O	2531.9	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,3TMS,isomer #3	CC12CC(OC3OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(C1)C(C)(C)C2=O	2517.4	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,3TMS,isomer #4	CC12CC(OC3OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(C1)C(C)(C)C2=O	2526.5	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,4TMS,isomer #1	CC12CC(OC3OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C3O[Si](C)(C)C)C(C1)C(C)(C)C2=O	2489.5	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,1TBDMS,isomer #1	CC12CC(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O)C(C1)C(C)(C)C2=O	2872.3	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,1TBDMS,isomer #2	CC12CC(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(C1)C(C)(C)C2=O	2874.6	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,1TBDMS,isomer #3	CC12CC(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(C1)C(C)(C)C2=O	2871.2	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,1TBDMS,isomer #4	CC12CC(OC3OC(CO)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C(C1)C(C)(C)C2=O	2862.5	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TBDMS,isomer #1	CC12CC(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C3O)C(C1)C(C)(C)C2=O	3056.2	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TBDMS,isomer #2	CC12CC(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C3O)C(C1)C(C)(C)C2=O	3053.2	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TBDMS,isomer #3	CC12CC(OC3OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C3O[Si](C)(C)C(C)(C)C)C(C1)C(C)(C)C2=O	3037.8	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TBDMS,isomer #4	CC12CC(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C3O)C(C1)C(C)(C)C2=O	3054.7	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TBDMS,isomer #5	CC12CC(OC3OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C3O[Si](C)(C)C(C)(C)C)C(C1)C(C)(C)C2=O	3055.3	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,2TBDMS,isomer #6	CC12CC(OC3OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)C(C1)C(C)(C)C2=O	3057.6	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,3TBDMS,isomer #1	CC12CC(OC3OC(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)C(C1)C(C)(C)C2=O	3270.9	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,3TBDMS,isomer #2	CC12CC(OC3OC(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)C(C1)C(C)(C)C2=O	3263.8	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,3TBDMS,isomer #3	CC12CC(OC3OC(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)C(C1)C(C)(C)C2=O	3261.8	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,3TBDMS,isomer #4	CC12CC(OC3OC(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)C(C1)C(C)(C)C2=O	3266.9	Semi standard non polar	33892256
(1R,4R,5S)-5-Hydroxyfenchone glucoside,4TBDMS,isomer #1	CC12CC(OC3OC(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)C(C1)C(C)(C)C2=O	3483.6	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 - (1R,4R,5S)-5-Hydroxyfenchone glucoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-08mi-9475000000-3cc596e3f286a0de4ceb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside GC-MS (4 TMS) - 70eV, Positive	splash10-0udi-2411149000-9514ab94aef04ea157e3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone 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 - (1R,4R,5S)-5-Hydroxyfenchone glucoside 10V, Positive-QTOF	splash10-0i0r-0904000000-5faaa2d4e6809934dc69	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 20V, Positive-QTOF	splash10-0gba-3900000000-f94d8082993cb81df8d2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 40V, Positive-QTOF	splash10-0udi-2900000000-30d3d177ad8c032f584a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 10V, Negative-QTOF	splash10-00or-1917000000-c616d785f8abb5be10ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 20V, Negative-QTOF	splash10-014i-1901000000-9671669d0dc9dfc17262	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 40V, Negative-QTOF	splash10-014i-5900000000-3c9310416cd382cd5bb5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 10V, Negative-QTOF	splash10-004i-0009000000-a1f26b112c8bb71050d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 20V, Negative-QTOF	splash10-004i-6339000000-7c4f20f3882af67e22ef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 40V, Negative-QTOF	splash10-0a4i-9020000000-de3a9d8ecc0b0bf95fc1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 10V, Positive-QTOF	splash10-001i-0009000000-08361eecf4beeca6dc3d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 20V, Positive-QTOF	splash10-0w30-0946000000-297e37d4608f014aa608	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,4R,5S)-5-Hydroxyfenchone glucoside 40V, Positive-QTOF	splash10-0r0v-7930000000-dae1e9deab9d235e3e65	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C 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

FDB011239

KNApSAcK ID

Not Available

Chemspider ID

74886394

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73815120

PDB ID

Not Available

ChEBI ID

175225

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 (1R,4R,5S)-5-Hydroxyfenchone glucoside (HMDB0033224)

MOL for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

3D MOL for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

3D SDF for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

3D-SDF for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

PDB for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

3D PDB for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

SMILES for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

INCHI for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

Structure for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

3D Structure for HMDB0033224 ((1R,4R,5S)-5-Hydroxyfenchone glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra