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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 20:57:17 UTC

Update Date

2022-03-07 02:54:41 UTC

HMDB ID

HMDB0035907

Secondary Accession Numbers

HMDB35907

Metabolite Identification

Common Name

Linalyl oxide

Description

Linalyl oxide belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Linalyl oxide is an alcohol, camphor, and fenchyl tasting compound. Linalyl oxide is found, on average, in the highest concentration within corianders (Coriandrum sativum). Linalyl oxide has also been detected, but not quantified in, several different foods, such as roselles (Hibiscus sabdariffa), black tea, figs (Ficus carica), gingers (Zingiber officinale), and teas (Camellia sinensis). This could make linalyl oxide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Linalyl oxide.

Structure

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

HMDB0035907
     RDKit          3D
Linalyl oxide
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.1421    0.6914    1.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4080    0.8910    0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619   -0.2305   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -1.4705   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9194    0.0497   -1.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2969    0.8595   -1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764    0.5207    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8711   -0.0153    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -1.3246   -0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9044    0.9996    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9929   -0.3025    1.9002 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -0.3800    0.6818 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1344   -0.2555    1.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739    1.4854    1.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513    1.8541   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -2.2015   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.9183    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4753   -1.1856   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5972   -0.9020   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858    0.6035   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1705    0.5660   -1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273    1.9442   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971    1.4361    0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9516   -1.2578   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222   -2.0697    0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325   -1.6427    0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5226    1.3114    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215    1.9218   -0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667    0.5908   -0.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9406   -0.5689    2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  1  0
 12  3  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  4 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
M  END

HMDB0035907
     RDKit          3D
Linalyl oxide
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.1421    0.6914    1.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4080    0.8910    0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619   -0.2305   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -1.4705   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9194    0.0497   -1.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2969    0.8595   -1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764    0.5207    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8711   -0.0153    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -1.3246   -0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9044    0.9996    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9929   -0.3025    1.9002 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -0.3800    0.6818 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1344   -0.2555    1.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739    1.4854    1.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513    1.8541   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -2.2015   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.9183    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4753   -1.1856   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5972   -0.9020   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858    0.6035   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1705    0.5660   -1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273    1.9442   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971    1.4361    0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9516   -1.2578   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222   -2.0697    0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325   -1.6427    0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5226    1.3114    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215    1.9218   -0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667    0.5908   -0.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9406   -0.5689    2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  1  0
 12  3  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  4 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  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       0.770   1.090   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.476   0.185   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -1.280   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540  -1.280   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.016   0.185   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.481   0.661   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.801   2.167   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.625  -0.370   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.945   1.136   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.941   0.661   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.717   1.706   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.085  -0.370   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3   10   11                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    2   12                                                       
CONECT   11    2                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0035907
HETATM    1  C1  UNL     1       3.142   0.691   1.375  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.408   0.891   0.289  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.562  -0.230  -0.190  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.421  -1.470  -0.205  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.919   0.050  -1.511  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.297   0.859  -1.129  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.476   0.521   0.315  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.871  -0.015   0.524  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.090  -1.325  -0.198  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.904   1.000   0.168  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.993  -0.303   1.900  1.00  0.00           O  
HETATM   12  O2  UNL     1       0.489  -0.380   0.682  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.134  -0.255   1.906  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.774   1.485   1.759  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.451   1.854  -0.204  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.079  -2.201  -0.964  1.00  0.00           H  
HETATM   17  H5  UNL     1       2.445  -1.918   0.829  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.475  -1.186  -0.420  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.597  -0.902  -1.969  1.00  0.00           H  
HETATM   20  H8  UNL     1       1.586   0.604  -2.205  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.170   0.566  -1.758  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.127   1.944  -1.224  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.397   1.436   0.961  1.00  0.00           H  
HETATM   24  H12 UNL     1      -1.952  -1.258  -1.284  1.00  0.00           H  
HETATM   25  H13 UNL     1      -1.422  -2.070   0.276  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.133  -1.643   0.026  1.00  0.00           H  
HETATM   27  H15 UNL     1      -3.523   1.311   1.057  1.00  0.00           H  
HETATM   28  H16 UNL     1      -2.522   1.922  -0.273  1.00  0.00           H  
HETATM   29  H17 UNL     1      -3.667   0.591  -0.558  1.00  0.00           H  
HETATM   30  H18 UNL     1      -2.941  -0.569   2.025  1.00  0.00           H  
CONECT    1    2    2   13   14
CONECT    2    3   15
CONECT    3    4    5   12
CONECT    4   16   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   12   23
CONECT    8    9   10   11
CONECT    9   24   25   26
CONECT   10   27   28   29
CONECT   11   30
END

HMDB0035907
     RDKit          3D
Linalyl oxide
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.1421    0.6914    1.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4080    0.8910    0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619   -0.2305   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -1.4705   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9194    0.0497   -1.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2969    0.8595   -1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764    0.5207    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8711   -0.0153    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -1.3246   -0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9044    0.9996    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9929   -0.3025    1.9002 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -0.3800    0.6818 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1344   -0.2555    1.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739    1.4854    1.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513    1.8541   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -2.2015   -0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.9183    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4753   -1.1856   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5972   -0.9020   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858    0.6035   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1705    0.5660   -1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273    1.9442   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971    1.4361    0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9516   -1.2578   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222   -2.0697    0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325   -1.6427    0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5226    1.3114    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215    1.9218   -0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667    0.5908   -0.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9406   -0.5689    2.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  1  0
 12  3  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  4 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6-Dimethyl-3,6-oxido-7-octen-2-ol	HMDB
2-(5-Methyl-5-vinyltetrahydro-2-furanyl)-2-propanol	HMDB
2-(tetrahydro-5-Methyl-5-vinyl-2-furyl)propan-2-ol	HMDB
2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran	HMDB
2-Methyl-2-vinyl-5-(2-hydroxy-2-propyl)tetrahydrofuran	HMDB
5-(1-Hydroxy-1-methylethyl)-2-methyl-2-vinyltetrahydrofuran	HMDB
5-ethenyltetrahydro-a,a,5-Trimethyl-2-furanmethanol, 9ci	HMDB
5-ethenyltetrahydro-alpha,alpha,5-Trimethyl-2-furanmethanol	HMDB
alpha,alpha,5-Trimethyl-5-vinyltetrahydrofurfuryl alcohol	HMDB
FEMA 3746	HMDB
Furan linalool oxide	HMDB
Linalool 3,6-oxide	HMDB
Linalool oxide	HMDB
tetrahydro-2-Methyl-5-(1-hydroxy-1-methylethyl)-2-vinylfuran	HMDB
tetrahydro-alpha,alpha,5-Trimethyl-5-vinylfuran-2-methanol	HMDB

Chemical Formula

C₁₀H₁₈O₂

Average Molecular Weight

170.2487

Monoisotopic Molecular Weight

170.13067982

IUPAC Name

2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol

Traditional Name

linalool oxide

CAS Registry Number

60047-17-8

SMILES

CC(C)(O)C1CCC(C)(O1)C=C

InChI Identifier

InChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3

InChI Key

BRHDDEIRQPDPMG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

Tetrahydrofuran
Tertiary alcohol
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Exogenous (HMDB: HMDB0035907)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	128.30 °C. @ 0.00 mm Hg	The Good Scents Company Information System
Boiling Point	193.00 to 194.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1669 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.43	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.5 g/L	ALOGPS
logP	1.51	ALOGPS
logP	1.67	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	14.32	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.04 m³·mol⁻¹	ChemAxon
Polarizability	19.52 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	137.767	31661259
DarkChem	[M-H]-	134.699	31661259
DeepCCS	[M+H]+	141.049	30932474
DeepCCS	[M-H]-	137.299	30932474
DeepCCS	[M-2H]-	174.841	30932474
DeepCCS	[M+Na]+	150.379	30932474
AllCCS	[M+H]+	138.1	32859911
AllCCS	[M+H-H2O]+	133.9	32859911
AllCCS	[M+NH4]+	142.1	32859911
AllCCS	[M+Na]+	143.3	32859911
AllCCS	[M-H]-	141.7	32859911
AllCCS	[M+Na-2H]-	143.1	32859911
AllCCS	[M+HCOO]-	144.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.28 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7922 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.57 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	36.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1756.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	253.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	132.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	57.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	488.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	471.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	114.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	791.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	165.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	780.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	244.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	348.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	332.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linalyl oxide	CC(C)(O)C1CCC(C)(O1)C=C	1478.8	Standard polar	33892256
Linalyl oxide	CC(C)(O)C1CCC(C)(O1)C=C	1080.0	Standard non polar	33892256
Linalyl oxide	CC(C)(O)C1CCC(C)(O1)C=C	1077.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Linalyl oxide,1TMS,isomer #1	C=CC1(C)CCC(C(C)(C)O[Si](C)(C)C)O1	1215.5	Semi standard non polar	33892256
Linalyl oxide,1TBDMS,isomer #1	C=CC1(C)CCC(C(C)(C)O[Si](C)(C)C(C)(C)C)O1	1440.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Linalyl oxide EI-B (Non-derivatized)	splash10-052f-9100000000-721d5756936e1fe18c95	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl oxide EI-B (Non-derivatized)	splash10-052f-9100000000-721d5756936e1fe18c95	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0apl-9100000000-8df0b159a570f0b65bd1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl oxide GC-MS (1 TMS) - 70eV, Positive	splash10-003r-9720000000-d7880141bef77c136d15	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl oxide 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 - Linalyl oxide 10V, Positive-QTOF	splash10-00di-1900000000-fd06f861f85ceeb7374a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 20V, Positive-QTOF	splash10-0fl9-7900000000-6e140039d1c0b3a27f09	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 40V, Positive-QTOF	splash10-0pbi-9100000000-374ae141a9cf1649d95d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 10V, Negative-QTOF	splash10-014i-0900000000-b79259e5d9b5eade7756	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 20V, Negative-QTOF	splash10-0gb9-1900000000-7c8bf5a1a274d134abd6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 40V, Negative-QTOF	splash10-0fsr-9400000000-9c5bb820e778e45b7d36	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 10V, Negative-QTOF	splash10-014i-0900000000-efbd93a1a83feefc94df	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 20V, Negative-QTOF	splash10-0aor-3900000000-6b8e798821e4115bf1d0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 40V, Negative-QTOF	splash10-0a4i-9100000000-ace0a44f890d3bb40734	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 10V, Positive-QTOF	splash10-00di-8900000000-a536912550058a32831e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 20V, Positive-QTOF	splash10-0f7p-9100000000-b3759eefd18d5faed102	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl oxide 40V, Positive-QTOF	splash10-0kc6-9000000000-369ce7815f6cf7814da3	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24023812	details

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

FDB014692

KNApSAcK ID

C00010335

Chemspider ID

20938

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22310

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1030501

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Linalyl oxide (HMDB0035907)

MOL for HMDB0035907 (Linalyl oxide)

3D MOL for HMDB0035907 (Linalyl oxide)

3D SDF for HMDB0035907 (Linalyl oxide)

3D-SDF for HMDB0035907 (Linalyl oxide)

PDB for HMDB0035907 (Linalyl oxide)

3D PDB for HMDB0035907 (Linalyl oxide)

SMILES for HMDB0035907 (Linalyl oxide)

INCHI for HMDB0035907 (Linalyl oxide)

Structure for HMDB0035907 (Linalyl oxide)

3D Structure for HMDB0035907 (Linalyl oxide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra