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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 05:59:18 UTC

Update Date

2021-09-23 05:59:18 UTC

HMDB ID

HMDB0302044

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Chakanoside I

Description

Chakanoside i is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Chakanoside i is soluble (in water) and a very weakly acidic compound (based on its pKa). Chakanoside i can be found in tea, which makes chakanoside i a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302044
     RDKit          3D
Chakanoside I
 39 40  0  0  0  0  0  0  0  0999 V2000
    2.1809    0.4143    2.1723 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    0.2853    0.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -0.0337    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -0.1271    0.8084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458   -0.4117    0.2021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8698    0.7256    0.3155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329    0.6333   -0.5670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6188    1.9855   -0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715    2.3077    0.6668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8794   -0.4127   -0.0321 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8798   -0.6126   -0.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523   -1.7164    0.1503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9357   -2.5115    0.9948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8021   -1.5798    0.7655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0880   -2.7592    0.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7504    0.4486    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9727    0.3045   -0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2317    0.4548   -1.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2723    0.7508   -0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338    0.8923    0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.7434    1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    0.7581   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -0.9392   -0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8654   -0.5293   -0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    0.3659   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8972    2.7588   -0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4181    1.9429   -1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9635    1.9017    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844   -0.0358    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5053   -0.4088   -1.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1008   -2.2671   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.5008    1.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9159   -1.4433    1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6181   -2.6510   -0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    0.0736   -1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4062    0.3404   -2.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2668    0.8660   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8715    1.1241    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6208    0.8626    2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  5  1  0
 21 16  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  6
  7 25  1  6
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 12 31  1  6
 13 32  1  0
 14 33  1  1
 15 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END

  Mrv0541 02241212182D          

 21 22  0  0  0  0            999 V2000
   -0.9215   -0.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215   -1.2080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2070   -1.6205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5074   -1.2080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5074   -0.3830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2071    0.0295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2219    0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360   -1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070   -2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219   -1.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360   -2.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0649    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3505    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3505    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0649    0.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7794    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7794    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360    0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360    0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215    1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2071    0.8545    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  8  1  1  0  0  0
  4  3  1  0  0  0  0
  3  9  1  6  0  0  0
  4  5  1  0  0  0  0
  4 10  1  1  0  0  0
  5  6  1  0  0  0  0
  5  7  1  6  0  0  0
  6 21  1  1  0  0  0
  8 11  1  0  0  0  0
 12 13  2  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302044

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@@H](OCC(=O)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O7/c15-6-10-11(17)12(18)13(19)14(21-10)20-7-9(16)8-4-2-1-3-5-8/h1-5,10-15,17-19H,6-7H2/t10-,11-,12+,13-,14-/m1/s1

> <INCHI_KEY>
CJQCIXJPXYAJCU-RKQHYHRCSA-N

> <FORMULA>
C14H18O7

> <MOLECULAR_WEIGHT>
298.2885

> <EXACT_MASS>
298.10525293

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
29.024329719164065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethan-1-one

> <ALOGPS_LOGP>
-0.38

> <JCHEM_LOGP>
-1.057190357

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.199964843610545

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210334466610613

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835675638803

> <JCHEM_POLAR_SURFACE_AREA>
116.45

> <JCHEM_REFRACTIVITY>
70.5763

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.27e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302044
     RDKit          3D
Chakanoside I
 39 40  0  0  0  0  0  0  0  0999 V2000
    2.1809    0.4143    2.1723 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    0.2853    0.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -0.0337    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -0.1271    0.8084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458   -0.4117    0.2021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8698    0.7256    0.3155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329    0.6333   -0.5670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6188    1.9855   -0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715    2.3077    0.6668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8794   -0.4127   -0.0321 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8798   -0.6126   -0.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523   -1.7164    0.1503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9357   -2.5115    0.9948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8021   -1.5798    0.7655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0880   -2.7592    0.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7504    0.4486    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9727    0.3045   -0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2317    0.4548   -1.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2723    0.7508   -0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338    0.8923    0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.7434    1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    0.7581   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -0.9392   -0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8654   -0.5293   -0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    0.3659   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8972    2.7588   -0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4181    1.9429   -1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9635    1.9017    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844   -0.0358    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5053   -0.4088   -1.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1008   -2.2671   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.5008    1.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9159   -1.4433    1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6181   -2.6510   -0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    0.0736   -1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4062    0.3404   -2.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2668    0.8660   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8715    1.1241    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6208    0.8626    2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  5  1  0
 21 16  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  6
  7 25  1  6
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 12 31  1  6
 13 32  1  0
 14 33  1  1
 15 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  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  O   UNK     0      -1.720  -0.715   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.720  -2.255   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.386  -3.025   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.947  -2.255   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.947  -0.715   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.387   0.055   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.281   0.055   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.054  -3.025   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.386  -4.565   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.281  -3.025   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.054  -4.565   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.721   4.675   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.388   3.905   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.388   2.365   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.721   1.595   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.055   2.365   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.055   3.905   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.054   1.595   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.054   0.055   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.720   2.365   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.387   1.595   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    1    5   21                                                  
CONECT    7    5                                                            
CONECT    8    2   11                                                       
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    8                                                            
CONECT   12   13   17                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16                                                       
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21    6   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0302044
HETATM    1  O1  UNL     1       2.181   0.414   2.172  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.398   0.285   0.942  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.243  -0.034   0.064  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.123  -0.127   0.808  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.046  -0.412   0.202  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.870   0.726   0.316  1.00  0.00           O  
HETATM    7  C4  UNL     1      -2.933   0.633  -0.567  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.619   1.985  -0.595  1.00  0.00           C  
HETATM    9  O4  UNL     1      -4.071   2.308   0.667  1.00  0.00           O  
HETATM   10  C6  UNL     1      -3.879  -0.413  -0.032  1.00  0.00           C  
HETATM   11  O5  UNL     1      -4.880  -0.613  -0.984  1.00  0.00           O  
HETATM   12  C7  UNL     1      -3.152  -1.716   0.150  1.00  0.00           C  
HETATM   13  O6  UNL     1      -3.936  -2.511   0.995  1.00  0.00           O  
HETATM   14  C8  UNL     1      -1.802  -1.580   0.766  1.00  0.00           C  
HETATM   15  O7  UNL     1      -1.088  -2.759   0.451  1.00  0.00           O  
HETATM   16  C9  UNL     1       3.750   0.449   0.418  1.00  0.00           C  
HETATM   17  C10 UNL     1       3.973   0.304  -0.931  1.00  0.00           C  
HETATM   18  C11 UNL     1       5.232   0.455  -1.431  1.00  0.00           C  
HETATM   19  C12 UNL     1       6.272   0.751  -0.577  1.00  0.00           C  
HETATM   20  C13 UNL     1       6.034   0.892   0.773  1.00  0.00           C  
HETATM   21  C14 UNL     1       4.773   0.743   1.286  1.00  0.00           C  
HETATM   22  H1  UNL     1       1.089   0.758  -0.708  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.529  -0.939  -0.501  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.865  -0.529  -0.898  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.538   0.366  -1.557  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.897   2.759  -0.930  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.418   1.943  -1.360  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.963   1.902   0.780  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.284  -0.036   0.931  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.505  -0.409  -1.866  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.101  -2.267  -0.823  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.549  -2.501   1.916  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.916  -1.443   1.839  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.618  -2.651  -0.428  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.167   0.074  -1.605  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.406   0.340  -2.499  1.00  0.00           H  
HETATM   37  H16 UNL     1       7.267   0.866  -0.999  1.00  0.00           H  
HETATM   38  H17 UNL     1       6.871   1.124   1.413  1.00  0.00           H  
HETATM   39  H18 UNL     1       4.621   0.863   2.361  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   16
CONECT    3    4   22   23
CONECT    4    5
CONECT    5    6   14   24
CONECT    6    7
CONECT    7    8   10   25
CONECT    8    9   26   27
CONECT    9   28
CONECT   10   11   12   29
CONECT   11   30
CONECT   12   13   14   31
CONECT   13   32
CONECT   14   15   33
CONECT   15   34
CONECT   16   17   17   21
CONECT   17   18   35
CONECT   18   19   19   36
CONECT   19   20   37
CONECT   20   21   21   38
CONECT   21   39
END

HMDB0302044
     RDKit          3D
Chakanoside I
 39 40  0  0  0  0  0  0  0  0999 V2000
    2.1809    0.4143    2.1723 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    0.2853    0.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -0.0337    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -0.1271    0.8084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458   -0.4117    0.2021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8698    0.7256    0.3155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329    0.6333   -0.5670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6188    1.9855   -0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0715    2.3077    0.6668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8794   -0.4127   -0.0321 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8798   -0.6126   -0.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1523   -1.7164    0.1503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9357   -2.5115    0.9948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8021   -1.5798    0.7655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0880   -2.7592    0.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7504    0.4486    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9727    0.3045   -0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2317    0.4548   -1.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2723    0.7508   -0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0338    0.8923    0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.7434    1.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0895    0.7581   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -0.9392   -0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8654   -0.5293   -0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5375    0.3659   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8972    2.7588   -0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4181    1.9429   -1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9635    1.9017    0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844   -0.0358    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5053   -0.4088   -1.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1008   -2.2671   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.5008    1.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9159   -1.4433    1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6181   -2.6510   -0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    0.0736   -1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4062    0.3404   -2.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2668    0.8660   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8715    1.1241    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6208    0.8626    2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14  5  1  0
 21 16  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  6
  7 25  1  6
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 11 30  1  0
 12 31  1  6
 13 32  1  0
 14 33  1  1
 15 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈O₇

Average Molecular Weight

298.2885

Monoisotopic Molecular Weight

298.10525293

IUPAC Name

1-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethan-1-one

Traditional Name

1-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethanone

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OCC(=O)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C14H18O7/c15-6-10-11(17)12(18)13(19)14(21-10)20-7-9(16)8-4-2-1-3-5-8/h1-5,10-15,17-19H,6-7H2/t10-,11-,12+,13-,14-/m1/s1

InChI Key

CJQCIXJPXYAJCU-RKQHYHRCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzoyl
Aryl alkyl ketone
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alcohol
Primary alcohol
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302044)

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.38	ALOGPS
logP	-1.1	ChemAxon
logS	-1.1	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	5	ChemAxon
Refractivity	70.58 m³·mol⁻¹	ChemAxon
Polarizability	29.02 Å³	ChemAxon
Number of Rings	2	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
AllCCS	[M+H]+	170.223	32859911
AllCCS	[M+H-H2O]+	166.862	32859911
AllCCS	[M+Na]+	174.231	32859911
AllCCS	[M+NH4]+	173.336	32859911
AllCCS	[M-H]-	167.367	32859911
AllCCS	[M+Na-2H]-	167.34	32859911
AllCCS	[M+HCOO]-	167.431	32859911
DeepCCS	[M+H]+	164.527	30932474
DeepCCS	[M-H]-	162.131	30932474
DeepCCS	[M-2H]-	196.094	30932474
DeepCCS	[M+Na]+	171.502	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 10V, Positive-QTOF	splash10-000t-0390000000-2aeaa6e4500da8ee6c4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 20V, Positive-QTOF	splash10-000i-1920000000-eb0cc8b6efe50a82203f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 40V, Positive-QTOF	splash10-0a6u-7910000000-38611f70c88cd4a4d8f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 10V, Negative-QTOF	splash10-0002-2590000000-03ab099c744290aa1557	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 20V, Negative-QTOF	splash10-004i-7940000000-77c8bc20c56aef3fe29b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 40V, Negative-QTOF	splash10-0a6u-9300000000-422dcaf46a3a00a88eca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 10V, Positive-QTOF	splash10-0002-0970000000-20a468fc0102ab2a84c9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 20V, Positive-QTOF	splash10-00ke-3920000000-1e47fe7718bd0f1b1293	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 40V, Positive-QTOF	splash10-004i-9400000000-a2ad38d52c1927d95bb4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 10V, Negative-QTOF	splash10-0002-0190000000-fe502ba8d20d8029e8b7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 20V, Negative-QTOF	splash10-0kvk-3930000000-829374cb59c894a6ec46	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chakanoside I 40V, Negative-QTOF	splash10-056u-9300000000-10ed17d286441bcae851	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB001789

KNApSAcK ID

C00029930

Chemspider ID

59696252

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91412699

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for Chakanoside I (HMDB0302044)

MOL for HMDB0302044 (Chakanoside I)

3D MOL for HMDB0302044 (Chakanoside I)

3D SDF for HMDB0302044 (Chakanoside I)

3D-SDF for HMDB0302044 (Chakanoside I)

PDB for HMDB0302044 (Chakanoside I)

3D PDB for HMDB0302044 (Chakanoside I)

SMILES for HMDB0302044 (Chakanoside I)

INCHI for HMDB0302044 (Chakanoside I)

Structure for HMDB0302044 (Chakanoside I)

3D Structure for HMDB0302044 (Chakanoside I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra