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Showing metabocard for 6-endo-Hydroxyfenchone (HMDB0240639)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2020-02-19 19:20:25 UTC
Update Date2022-03-07 03:18:20 UTC
HMDB IDHMDB0240639
Secondary Accession NumbersNone
Metabolite Identification
Common Name6-endo-Hydroxyfenchone
Description6-endo-Hydroxyfenchone belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. 6-endo-Hydroxyfenchone was found to be an oxidation product of both (+)-fenchone and (-)-fenchone by two human liver microsomal P450 enzymes: CYP2A6 and CYP2B6 (PMID: 17142962 , 17484521 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0240639 (6-endo-Hydroxyfenchone)


  Mrv1652302192019402D          

 12 13  0  0  0  0            999 V2000
 9997.5867 9996.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0132 9997.0304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8750 9997.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1560 9997.0304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1122 9998.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5822 9999.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5856 9998.6795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.8712 9998.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8712 9997.4421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.5856 9997.0298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2999 9997.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2999 9998.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  1 10  1  0  0  0  0
 11  2  2  0  0  0  0
 12  5  1  0  0  0  0
 12  6  1  0  0  0  0
  9  4  1  6  0  0  0
  7  3  1  1  0  0  0
 10  3  1  1  0  0  0
M  END
Download

3D MOL for HMDB0240639 (6-endo-Hydroxyfenchone)

HMDB0240639
     RDKit          3D
6-endo-Hydroxyfenchone
 28 29  0  0  0  0  0  0  0  0999 V2000
   -2.1126   -1.0532   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2899    0.0528    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1510    0.8986    1.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1639   -0.6016    1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.0916    2.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0323   -0.5406    0.2738 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9400   -1.6858    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967   -0.3443   -1.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    0.8194   -0.6601 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4924    1.7039    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6906    0.8157    0.3732 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1992    1.0932    1.6081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0651   -1.1751    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670   -0.8546   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995   -2.0419   -0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875    0.8789    0.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8601    1.9659    1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2219    0.4422    2.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.5123   -0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -1.4083   -0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010   -1.9849    1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298   -0.0179   -1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2082   -1.2095   -1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0817    1.2482   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231    2.5545   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    2.1399    0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186    0.9364   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2007    0.9720    1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9  2  1  0
 11  6  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  7 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  6
 10 25  1  0
 10 26  1  0
 11 27  1  6
 12 28  1  0
M  END
Download

3D SDF for HMDB0240639 (6-endo-Hydroxyfenchone)


  Mrv1652302192019402D          

 12 13  0  0  0  0            999 V2000
 9997.5867 9996.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0132 9997.0304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8750 9997.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1560 9997.0304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1122 9998.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5822 9999.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5856 9998.6795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.8712 9998.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8712 9997.4421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.5856 9997.0298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2999 9997.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2999 9998.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  1 10  1  0  0  0  0
 11  2  2  0  0  0  0
 12  5  1  0  0  0  0
 12  6  1  0  0  0  0
  9  4  1  6  0  0  0
  7  3  1  1  0  0  0
 10  3  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0240639

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)[C@H]2C[C@@H](O)[C@](C)(C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O2/c1-9(2)6-4-7(11)10(3,5-6)8(9)12/h6-7,11H,4-5H2,1-3H3/t6-,7+,10-/m0/s1

> <INCHI_KEY>
RBJVDSYEMJHFOC-PJKMHFRUSA-N

> <FORMULA>
C10H16O2

> <MOLECULAR_WEIGHT>
168.236

> <EXACT_MASS>
168.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
18.666966020777416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4R,6R)-6-hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
1.8341088870000006

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.531856627293749

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0035659112217132

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
46.05930000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,6R)-6-hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0240639 (6-endo-Hydroxyfenchone)

HMDB0240639
     RDKit          3D
6-endo-Hydroxyfenchone
 28 29  0  0  0  0  0  0  0  0999 V2000
   -2.1126   -1.0532   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2899    0.0528    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1510    0.8986    1.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1639   -0.6016    1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288   -1.0916    2.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0323   -0.5406    0.2738 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9400   -1.6858    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967   -0.3443   -1.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074    0.8194   -0.6601 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4924    1.7039    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6906    0.8157    0.3732 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1992    1.0932    1.6081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0651   -1.1751    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670   -0.8546   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995   -2.0419   -0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875    0.8789    0.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8601    1.9659    1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2219    0.4422    2.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.5123   -0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -1.4083   -0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010   -1.9849    1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1298   -0.0179   -1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2082   -1.2095   -1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0817    1.2482   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231    2.5545   -0.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    2.1399    0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186    0.9364   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2007    0.9720    1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9  2  1  0
 11  6  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  7 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  6
 10 25  1  0
 10 26  1  0
 11 27  1  6
 12 28  1  0
M  END
Download

PDB for HMDB0240639 (6-endo-Hydroxyfenchone)

HEADER    PROTEIN                                 19-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-FEB-20         0                                  
HETATM    1  C   UNK     0    8662.1628659.584   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8664.8258661.123   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8662.7008662.662   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8659.4918661.123   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8665.0098663.163   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.0208664.879   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.1608664.202   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8660.8268663.432   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8660.8268661.892   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.1608661.122   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.4938661.892   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.4938663.432   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3    7   10                                                       
CONECT    4    9                                                            
CONECT    5   12                                                            
CONECT    6   12                                                            
CONECT    7    8   12    3                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10    4                                                  
CONECT   10    9   11    1    3                                             
CONECT   11   10   12    2                                                  
CONECT   12    7   11    5    6                                             
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for HMDB0240639 (6-endo-Hydroxyfenchone)

COMPND    HMDB0240639
HETATM    1  C1  UNL     1      -2.113  -1.053  -0.223  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.290   0.053   0.383  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.151   0.899   1.238  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.164  -0.602   1.127  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.229  -1.092   2.230  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.032  -0.541   0.274  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.940  -1.686   0.340  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.397  -0.344  -1.115  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.507   0.819  -0.660  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.492   1.704   0.016  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.691   0.816   0.373  1.00  0.00           C  
HETATM   12  O2  UNL     1       2.199   1.093   1.608  1.00  0.00           O  
HETATM   13  H1  UNL     1      -3.065  -1.175   0.342  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.367  -0.855  -1.268  1.00  0.00           H  
HETATM   15  H3  UNL     1      -1.600  -2.042  -0.163  1.00  0.00           H  
HETATM   16  H4  UNL     1      -3.188   0.879   0.806  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.860   1.966   1.275  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.222   0.442   2.246  1.00  0.00           H  
HETATM   19  H7  UNL     1       1.540  -2.512  -0.292  1.00  0.00           H  
HETATM   20  H8  UNL     1       2.930  -1.408  -0.075  1.00  0.00           H  
HETATM   21  H9  UNL     1       2.101  -1.985   1.382  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.130  -0.018  -1.851  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.208  -1.209  -1.401  1.00  0.00           H  
HETATM   24  H12 UNL     1      -1.082   1.248  -1.452  1.00  0.00           H  
HETATM   25  H13 UNL     1       0.823   2.555  -0.623  1.00  0.00           H  
HETATM   26  H14 UNL     1       0.151   2.140   0.964  1.00  0.00           H  
HETATM   27  H15 UNL     1       2.419   0.936  -0.455  1.00  0.00           H  
HETATM   28  H16 UNL     1       3.201   0.972   1.555  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    4    9
CONECT    3   16   17   18
CONECT    4    5    5    6
CONECT    6    7    8   11
CONECT    7   19   20   21
CONECT    8    9   22   23
CONECT    9   10   24
CONECT   10   11   25   26
CONECT   11   12   27
CONECT   12   28
END
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SMILES for HMDB0240639 (6-endo-Hydroxyfenchone)

CC1(C)[C@H]2C[C@@H](O)[C@](C)(C2)C1=O
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INCHI for HMDB0240639 (6-endo-Hydroxyfenchone)

InChI=1S/C10H16O2/c1-9(2)6-4-7(11)10(3,5-6)8(9)12/h6-7,11H,4-5H2,1-3H3/t6-,7+,10-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(+)-(1S,6R)-6-endo-HydroxyfenchoneHMDB
(1S,4R,6R)-6-Hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-oneHMDB
6-Hydroxy-1,3,3-trimethyl-2-norbornanoneHMDB
6-Hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-oneHMDB
6-endo-HydroxyfenchoneHMDB
Chemical FormulaC10H16O2
Average Molecular Weight168.236
Monoisotopic Molecular Weight168.115029755
IUPAC Name(1S,4R,6R)-6-hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
Traditional Name(1S,4R,6R)-6-hydroxy-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
CAS Registry Number851210-94-1
SMILES
CC1(C)[C@H]2C[C@@H](O)[C@](C)(C2)C1=O
InChI Identifier
InChI=1S/C10H16O2/c1-9(2)6-4-7(11)10(3,5-6)8(9)12/h6-7,11H,4-5H2,1-3H3/t6-,7+,10-/m0/s1
InChI KeyRBJVDSYEMJHFOC-PJKMHFRUSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentBicyclic monoterpenoids
Alternative Parents
Substituents
  • Fenchane monoterpenoid
  • Bicyclic monoterpenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.07ALOGPS
logP1.83ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)14.53ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity46.06 m³·mol⁻¹ChemAxon
Polarizability18.67 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+143.07730932474
DeepCCS[M-H]-140.68130932474
DeepCCS[M-2H]-173.97530932474
DeepCCS[M+Na]+148.9930932474

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.84 minutes32390414
Predicted by Siyang on May 30, 202211.3931 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.78 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1783.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid337.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid137.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid179.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid114.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid413.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid535.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)68.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid838.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid345.0 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1184.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid279.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid326.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate319.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA308.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water42.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-endo-HydroxyfenchoneCC1(C)[C@H]2C[C@@H](O)[C@](C)(C2)C1=O1879.4Standard polar33892256
6-endo-HydroxyfenchoneCC1(C)[C@H]2C[C@@H](O)[C@](C)(C2)C1=O1226.5Standard non polar33892256
6-endo-HydroxyfenchoneCC1(C)[C@H]2C[C@@H](O)[C@](C)(C2)C1=O1245.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-endo-Hydroxyfenchone,1TMS,isomer #1CC1(C)C(=O)[C@@]2(C)C[C@@H]1C[C@H]2O[Si](C)(C)C1325.7Semi standard non polar33892256
6-endo-Hydroxyfenchone,1TBDMS,isomer #1CC1(C)C(=O)[C@@]2(C)C[C@@H]1C[C@H]2O[Si](C)(C)C(C)(C)C1549.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-endo-Hydroxyfenchone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-endo-Hydroxyfenchone 10V, Positive-QTOFsplash10-014i-0900000000-fb04cfc083fd71a68a752021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-endo-Hydroxyfenchone 20V, Positive-QTOFsplash10-014l-3900000000-ecf1f6d47ef220556c8c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-endo-Hydroxyfenchone 40V, Positive-QTOFsplash10-002f-9200000000-532253bb353584e112b12021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-endo-Hydroxyfenchone 10V, Negative-QTOFsplash10-014i-0900000000-cb7592114e600c180aec2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-endo-Hydroxyfenchone 20V, Negative-QTOFsplash10-014i-0900000000-e061e99cb6657be4aebe2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-endo-Hydroxyfenchone 40V, Negative-QTOFsplash10-014i-0900000000-ff95659e1d3c732d97ca2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID61640784
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101379802
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Miyazawa M, Gyoubu K: Metabolism of (+)-fenchone by CYP2A6 and CYP2B6 in human liver microsomes. Biol Pharm Bull. 2006 Dec;29(12):2354-8. doi: 10.1248/bpb.29.2354. [PubMed:17142962 ]
  2. Miyazawa M, Gyoubu K: Metabolism of (-)-fenchone by CYP2A6 and CYP2B6 in human liver microsomes. Xenobiotica. 2007 Feb;37(2):194-204. doi: 10.1080/00498250600917256. [PubMed:17484521 ]