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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:04:45 UTC

Update Date

2022-03-07 02:55:31 UTC

HMDB ID

HMDB0037821

Secondary Accession Numbers

HMDB37821

Metabolite Identification

Common Name

xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one

Description

xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. Thus, XI-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one is considered to be an isoprenoid. xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one has been detected, but not quantified in, common sages (Salvia officinalis). This could make XI-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one a potential biomarker for the consumption of these foods. xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one.

Structure

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

HMDB0037821
     RDKit          3D
xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one
 28 29  0  0  0  0  0  0  0  0999 V2000
    0.1955    1.5450    1.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580    0.5503    0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1004    1.2117   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7905    0.3040   -1.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -0.7814   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7321   -1.9367   -0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888   -1.4888    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133   -2.0478    0.4532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -0.4619    1.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7585   -0.0788    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7298    0.9224   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4887   -1.0103    0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495    1.7015    2.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410    2.5582    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5516    1.2375    2.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    1.2704   -0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507    2.2493   -0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536   -0.1469   -1.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549    0.8025   -2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -1.0812   -1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -2.2063   -1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1738   -2.8355   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2094    0.4914   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5349    1.0840    0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584    1.8583   -0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3437   -2.0587    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046   -0.8389    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1569   -0.8134    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
  9  2  1  0
 10  2  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
 11 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
M  END

HMDB0037821
     RDKit          3D
xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one
 28 29  0  0  0  0  0  0  0  0999 V2000
    0.1955    1.5450    1.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580    0.5503    0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1004    1.2117   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7905    0.3040   -1.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -0.7814   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7321   -1.9367   -0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888   -1.4888    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133   -2.0478    0.4532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -0.4619    1.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7585   -0.0788    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7298    0.9224   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4887   -1.0103    0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495    1.7015    2.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410    2.5582    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5516    1.2375    2.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    1.2704   -0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507    2.2493   -0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536   -0.1469   -1.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549    0.8025   -2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -1.0812   -1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -2.2063   -1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1738   -2.8355   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2094    0.4914   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5349    1.0840    0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584    1.8583   -0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3437   -2.0587    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046   -0.8389    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1569   -0.8134    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
  9  2  1  0
 10  2  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
 11 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.514   1.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.598  -0.052   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.106  -0.647   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.381  -2.363   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.223  -3.066   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.713  -1.011   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.971  -2.537   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.933  -0.219   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.194  -1.737   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.740  -3.871   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.008  -1.737   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    5    7                                                       
CONECT    5    4   10                                                       
CONECT    6    7    8                                                       
CONECT    7    4    6    9                                                  
CONECT    8    6   11   12                                                  
CONECT    9    1    2    7   10                                             
CONECT   10    3    5    9   12                                             
CONECT   11    8                                                            
CONECT   12    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

COMPND    HMDB0037821
HETATM    1  C1  UNL     1       0.195   1.545   1.768  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.458   0.550   0.704  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.100   1.212  -0.495  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.790   0.304  -1.640  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.140  -0.781  -1.109  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.732  -1.937  -0.694  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.689  -1.489   0.354  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.813  -2.048   0.453  1.00  0.00           O  
HETATM    9  O2  UNL     1       1.294  -0.462   1.184  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.758  -0.079   0.098  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.730   0.922  -0.466  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.489  -1.010   0.999  1.00  0.00           C  
HETATM   13  H1  UNL     1       1.149   1.702   2.337  1.00  0.00           H  
HETATM   14  H2  UNL     1      -0.041   2.558   1.340  1.00  0.00           H  
HETATM   15  H3  UNL     1      -0.552   1.237   2.519  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.199   1.270  -0.266  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.751   2.249  -0.642  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.754  -0.147  -1.980  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.255   0.803  -2.463  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.885  -1.081  -1.848  1.00  0.00           H  
HETATM   21  H9  UNL     1       1.350  -2.206  -1.591  1.00  0.00           H  
HETATM   22  H10 UNL     1       0.174  -2.835  -0.401  1.00  0.00           H  
HETATM   23  H11 UNL     1      -2.209   0.491  -1.392  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.535   1.084   0.249  1.00  0.00           H  
HETATM   25  H13 UNL     1      -1.258   1.858  -0.784  1.00  0.00           H  
HETATM   26  H14 UNL     1      -1.344  -2.059   0.719  1.00  0.00           H  
HETATM   27  H15 UNL     1      -2.605  -0.839   0.992  1.00  0.00           H  
HETATM   28  H16 UNL     1      -1.157  -0.813   2.053  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    9   10
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   10   20
CONECT    6    7   21   22
CONECT    7    8    8    9
CONECT   10   11   12
CONECT   11   23   24   25
CONECT   12   26   27   28
END

HMDB0037821
     RDKit          3D
xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one
 28 29  0  0  0  0  0  0  0  0999 V2000
    0.1955    1.5450    1.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580    0.5503    0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1004    1.2117   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7905    0.3040   -1.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -0.7814   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7321   -1.9367   -0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888   -1.4888    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133   -2.0478    0.4532 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -0.4619    1.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7585   -0.0788    0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7298    0.9224   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4887   -1.0103    0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495    1.7015    2.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0410    2.5582    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5516    1.2375    2.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1986    1.2704   -0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7507    2.2493   -0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536   -0.1469   -1.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549    0.8025   -2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -1.0812   -1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -2.2063   -1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1738   -2.8355   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2094    0.4914   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5349    1.0840    0.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584    1.8583   -0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3437   -2.0587    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046   -0.8389    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1569   -0.8134    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
  9  2  1  0
 10  2  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
 11 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆O₂

Average Molecular Weight

168.2328

Monoisotopic Molecular Weight

168.115029756

IUPAC Name

1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one

Traditional Name

1,2-campholide

CAS Registry Number

Not Available

SMILES

CC1(C)C2CCC1(C)OC(=O)C2

InChI Identifier

InChI=1S/C10H16O2/c1-9(2)7-4-5-10(9,3)12-8(11)6-7/h7H,4-6H2,1-3H3

InChI Key

AXRMSBLBSHJLGO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Not Available

Direct Parent

Lactones

Alternative Parents

Substituents

Caprolactone
Delta valerolactone
Delta_valerolactone
Oxepane
Oxane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

delta-lactone (CHEBI:488 )
Bicyclic monoterpenoids (C02108 )
Bicyclic monoterpenoids (LMPR0102120043 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037821)

Source

Exogenous

Exogenous (HMDB: HMDB0037821)

Food

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

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
Water Solubility	1.04 g/L	ALOGPS
logP	2.7	ALOGPS
logP	1.94	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	45.51 m³·mol⁻¹	ChemAxon
Polarizability	18.52 Å³	ChemAxon
Number of Rings	2	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]+	137.928	31661259
DarkChem	[M-H]-	133.496	31661259
DeepCCS	[M+H]+	143.757	30932474
DeepCCS	[M-H]-	140.145	30932474
DeepCCS	[M-2H]-	177.364	30932474
DeepCCS	[M+Na]+	152.853	30932474
AllCCS	[M+H]+	135.2	32859911
AllCCS	[M+H-H2O]+	130.9	32859911
AllCCS	[M+NH4]+	139.2	32859911
AllCCS	[M+Na]+	140.4	32859911
AllCCS	[M-H]-	140.3	32859911
AllCCS	[M+Na-2H]-	141.2	32859911
AllCCS	[M+HCOO]-	142.3	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.	5.01 minutes	32390414
Predicted by Siyang on May 30, 2022	15.8162 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2191.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	525.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	196.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	316.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	688.6 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	755.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	92.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1203.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	405.1 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	1386.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	460.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	514.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	521.7 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	29.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one	CC1(C)C2CCC1(C)OC(=O)C2	2172.5	Standard polar	33892256
xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one	CC1(C)C2CCC1(C)OC(=O)C2	1290.6	Standard non polar	33892256
xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one	CC1(C)C2CCC1(C)OC(=O)C2	1350.2	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 - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-7900000000-3a487375c959829bc0fa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 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 - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 10V, Positive-QTOF	splash10-014i-0900000000-114f522e045db7edeca2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 20V, Positive-QTOF	splash10-014i-1900000000-e65fc5f0ede4876df101	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 40V, Positive-QTOF	splash10-0ku2-9400000000-1996eeb65978daa10981	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 10V, Negative-QTOF	splash10-01b9-0900000000-38f2a47b5b22cbfb8d74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 20V, Negative-QTOF	splash10-01b9-0900000000-9d65daf81a74c1d363ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 40V, Negative-QTOF	splash10-006x-9700000000-b43d30c7242ed0582da1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 10V, Positive-QTOF	splash10-014i-0900000000-3442966bf1888bce6985	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 20V, Positive-QTOF	splash10-0006-9600000000-a7e661a4a1fe15b93929	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 40V, Positive-QTOF	splash10-0006-9300000000-3cb6185a6720fa47a870	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 10V, Negative-QTOF	splash10-014i-0900000000-cb7592114e600c180aec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 20V, Negative-QTOF	splash10-014i-1900000000-7b89b1cf22bbd1e288f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one 40V, Negative-QTOF	splash10-014i-1900000000-8c493d518d9e06a8199f	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

274476

PDB ID

Not Available

ChEBI ID

488

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

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

Showing metabocard for xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one (HMDB0037821)

MOL for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

3D MOL for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

3D SDF for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

3D-SDF for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

PDB for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

3D PDB for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

SMILES for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

INCHI for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

Structure for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

3D Structure for HMDB0037821 (xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra