Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 02:18:13 UTC

Update Date

2023-02-21 17:28:26 UTC

HMDB ID

HMDB0040726

Secondary Accession Numbers

HMDB40726

Metabolite Identification

Common Name

(±)-cis-Linalyl oxide

Description

(±)-cis-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 (±)-cis-Linalyl oxide is a sweet, earthy, and floral tasting compound (±)-cis-Linalyl oxide is found, on average, in the highest concentration within a few different foods, such as teas (Camellia sinensis), red tea, and herbal tea and in a lower concentration in green tea and black tea (±)-cis-Linalyl oxide has also been detected, but not quantified in, several different foods, such as blackberries (Rubus), black elderberries (Sambucus nigra), common oreganos (Origanum vulgare), garden tomato (var.), and tarragons (Artemisia dracunculus). This could make (±)-cis-linalyl oxide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on (±)-cis-Linalyl oxide.

Structure

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

HMDB0040726
     RDKit          3D
(±)-cis-Linalyl oxide
 30 30  0  0  0  0  0  0  0  0999 V2000
    2.9023    1.8217   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6819    0.5958   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6207   -0.1793    0.0046 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0900   -0.6695    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -1.3247   -0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -1.5869   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5834   -0.2152    0.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8031    0.3368   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0340    1.7401    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422   -0.4626   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5668    0.4069   -1.7109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    0.6262    0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3223    2.2537    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697    2.4084   -0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2747    0.1722   -1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   -0.5894    1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -1.7572    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322   -0.1077    2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594   -2.1961   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8411   -0.9506   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056   -1.9999   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703   -2.2499    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -0.1818    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1205    1.9234    0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826    2.5074   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614    1.9732    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296   -0.1444   -0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -1.5451   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3505   -0.2510    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9782   -0.3545   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  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  1
  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

HMDB0040726
     RDKit          3D
(±)-cis-Linalyl oxide
 30 30  0  0  0  0  0  0  0  0999 V2000
    2.9023    1.8217   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6819    0.5958   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6207   -0.1793    0.0046 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0900   -0.6695    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -1.3247   -0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -1.5869   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5834   -0.2152    0.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8031    0.3368   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0340    1.7401    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422   -0.4626   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5668    0.4069   -1.7109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    0.6262    0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3223    2.2537    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697    2.4084   -0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2747    0.1722   -1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   -0.5894    1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -1.7572    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322   -0.1077    2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594   -2.1961   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8411   -0.9506   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056   -1.9999   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703   -2.2499    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -0.1818    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1205    1.9234    0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826    2.5074   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614    1.9732    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296   -0.1444   -0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -1.5451   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3505   -0.2510    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9782   -0.3545   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  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  1
  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    HMDB0040726
HETATM    1  C1  UNL     1       2.902   1.822  -0.266  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.682   0.596  -0.659  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.621  -0.179   0.005  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.090  -0.670   1.339  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.107  -1.325  -0.838  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.219  -1.587  -0.125  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.583  -0.215   0.348  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.803   0.337  -0.342  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.034   1.740   0.176  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.042  -0.463  -0.049  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.567   0.407  -1.711  1.00  0.00           O  
HETATM   12  O2  UNL     1       0.485   0.626   0.096  1.00  0.00           O  
HETATM   13  H1  UNL     1       2.322   2.254   0.522  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.670   2.408  -0.733  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.275   0.172  -1.456  1.00  0.00           H  
HETATM   16  H4  UNL     1       3.183  -0.589   1.445  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.846  -1.757   1.473  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.632  -0.108   2.186  1.00  0.00           H  
HETATM   19  H7  UNL     1       1.759  -2.196  -0.850  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.841  -0.951  -1.844  1.00  0.00           H  
HETATM   21  H9  UNL     1      -0.906  -2.000  -0.873  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.070  -2.250   0.760  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.755  -0.182   1.464  1.00  0.00           H  
HETATM   24  H12 UNL     1      -3.121   1.923   0.404  1.00  0.00           H  
HETATM   25  H13 UNL     1      -1.783   2.507  -0.603  1.00  0.00           H  
HETATM   26  H14 UNL     1      -1.461   1.973   1.074  1.00  0.00           H  
HETATM   27  H15 UNL     1      -3.830  -0.144  -0.758  1.00  0.00           H  
HETATM   28  H16 UNL     1      -2.912  -1.545  -0.173  1.00  0.00           H  
HETATM   29  H17 UNL     1      -3.351  -0.251   0.994  1.00  0.00           H  
HETATM   30  H18 UNL     1      -1.978  -0.354  -2.190  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

HMDB0040726
     RDKit          3D
(±)-cis-Linalyl oxide
 30 30  0  0  0  0  0  0  0  0999 V2000
    2.9023    1.8217   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6819    0.5958   -0.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6207   -0.1793    0.0046 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0900   -0.6695    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -1.3247   -0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -1.5869   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5834   -0.2152    0.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8031    0.3368   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0340    1.7401    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422   -0.4626   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5668    0.4069   -1.7109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    0.6262    0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3223    2.2537    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697    2.4084   -0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2747    0.1722   -1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   -0.5894    1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -1.7572    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322   -0.1077    2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594   -2.1961   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8411   -0.9506   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056   -1.9999   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703   -2.2499    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -0.1818    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1205    1.9234    0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826    2.5074   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614    1.9732    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296   -0.1444   -0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -1.5451   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3505   -0.2510    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9782   -0.3545   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  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  1
  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
cis-Linalyl oxide	ChEBI
(Z)-Furanoid linalool oxide	HMDB
5-ethenyltetrahydro-a,a,5-Trimethyl-(2R,5S)-rel-2-furanmethanol	HMDB
5-ethenyltetrahydro-a,a,5-Trimethyl-cis-2-furanmethanol	HMDB
cis-Furanoid linalool oxide	HMDB
cis-Linalool 3,6-oxide	HMDB
Linalool oxide b	HMDB
Linalool oxide I	HMDB

Chemical Formula

C₁₀H₁₈O₂

Average Molecular Weight

170.2487

Monoisotopic Molecular Weight

170.13067982

IUPAC Name

2-[(2R,5S)-5-ethenyl-5-methyloxolan-2-yl]propan-2-ol

Traditional Name

2-[(2R,5S)-5-ethenyl-5-methyloxolan-2-yl]propan-2-ol

CAS Registry Number

5989-33-3

SMILES

CC(C)(O)[C@H]1CC[C@](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/t8-,10-/m1/s1

InChI Key

BRHDDEIRQPDPMG-PSASIEDQSA-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

Sweet

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040726)
Cytoplasm (HMDB: HMDB0040726)

Excreta

Biofluid or Excreta

Feces (HMDB: HMDB0040726)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040726)

Source

Exogenous

Food

Food (HMDB: HMDB0040726)

Papaya (FooDB: FOOD00041)

Plant (HMDB: HMDB0040726)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Emulsifier (HMDB: HMDB0040726)

Biological role

Nutrient (HMDB: HMDB0040726)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	188.00 to 192.00 °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	1.764 (est)	The Good Scents Company Information System

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	19.43 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]+	140.514	31661259
DarkChem	[M-H]-	138.804	31661259
DeepCCS	[M+H]+	140.984	30932474
DeepCCS	[M-H]-	138.589	30932474
DeepCCS	[M-2H]-	171.79	30932474
DeepCCS	[M+Na]+	146.897	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-cis-Linalyl oxide	CC(C)(O)[C@H]1CC[C@](C)(O1)C=C	1446.9	Standard polar	33892256
(??)-cis-Linalyl oxide	CC(C)(O)[C@H]1CC[C@](C)(O1)C=C	1079.7	Standard non polar	33892256
(??)-cis-Linalyl oxide	CC(C)(O)[C@H]1CC[C@](C)(O1)C=C	1073.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(??)-cis-Linalyl oxide,1TMS,isomer #1	C=C[C@]1(C)CC[C@H](C(C)(C)O[Si](C)(C)C)O1	1220.0	Semi standard non polar	33892256
(??)-cis-Linalyl oxide,1TBDMS,isomer #1	C=C[C@]1(C)CC[C@H](C(C)(C)O[Si](C)(C)C(C)(C)C)O1	1447.7	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 - (±)-cis-Linalyl oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9100000000-d76b0d8bd5839f5bad93	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-cis-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 - (±)-cis-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 - (±)-cis-Linalyl oxide 10V, Positive-QTOF	splash10-00di-1900000000-3717374e13c0e4e46e01	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 20V, Positive-QTOF	splash10-0fl0-7900000000-1a57b949dcbd663fc1eb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 40V, Positive-QTOF	splash10-0pbi-9000000000-29f24016ec67ee4e749b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 10V, Negative-QTOF	splash10-014i-0900000000-92d23807ba882368b9c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 20V, Negative-QTOF	splash10-014i-1900000000-9591ca26dd3aa91ec77b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 40V, Negative-QTOF	splash10-00m0-9400000000-adb5d889f7dfc0e0d558	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 10V, Positive-QTOF	splash10-00di-8900000000-a536912550058a32831e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 20V, Positive-QTOF	splash10-0f7p-9100000000-b3759eefd18d5faed102	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 40V, Positive-QTOF	splash10-0kc6-9000000000-369ce7815f6cf7814da3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 10V, Negative-QTOF	splash10-014i-0900000000-efbd93a1a83feefc94df	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 20V, Negative-QTOF	splash10-0aor-3900000000-6b8e798821e4115bf1d0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-cis-Linalyl oxide 40V, Negative-QTOF	splash10-0a4i-9100000000-ace0a44f890d3bb40734	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	17314143	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ulcerative Colitis	17314143	details

Associated Disorders and Diseases

Disease References

Ulcerative colitis
Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020534

KNApSAcK ID

C00034746

Chemspider ID

4933975

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6428573

PDB ID

Not Available

ChEBI ID

132839

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1432371

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 (±)-cis-Linalyl oxide (HMDB0040726)

MOL for HMDB0040726 ((±)-cis-Linalyl oxide)

3D MOL for HMDB0040726 ((±)-cis-Linalyl oxide)

3D SDF for HMDB0040726 ((±)-cis-Linalyl oxide)

3D-SDF for HMDB0040726 ((±)-cis-Linalyl oxide)

PDB for HMDB0040726 ((±)-cis-Linalyl oxide)

3D PDB for HMDB0040726 ((±)-cis-Linalyl oxide)

SMILES for HMDB0040726 ((±)-cis-Linalyl oxide)

INCHI for HMDB0040726 ((±)-cis-Linalyl oxide)

Structure for HMDB0040726 ((±)-cis-Linalyl oxide)

3D Structure for HMDB0040726 ((±)-cis-Linalyl oxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra