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Showing NP-Card for 1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one (NP0045430)

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Record Information
Version2.0
Created at2022-03-17 19:19:50 UTC
Updated at2022-03-17 19:19:50 UTC
NP-MRD IDNP0045430
Secondary Accession NumbersNone
Natural Product Identification
Common Name1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one
DescriptionXi-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 lipid molecule. Xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]Octan-3-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, xi-1,8,8-Trimethyl-2-oxabicyclo[3.2.1]Octan-3-one has been detected, but not quantified in, common sages. 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. A delta-lactone that is 2-oxabicyclooctan-3-one substituted by methyl groups at positions 1, 8 and 8 respectively.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0045430 (1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)


  Mrv0541 05061310022D          

 12 13  0  0  0  0            999 V2000
    0.8111    0.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569   -0.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393   -2.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
M  END
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3D MOL for NP0045430 (1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
    1.0923   -0.4683   -1.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6866    0.0326   -0.2686 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7776    0.8298    0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454   -1.0922    0.7159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4257   -0.3710    1.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8180    0.9822    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    0.7688   -0.2669 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6263    2.0163   -1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6623   -0.0796   -0.7149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7506   -1.4235   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8099   -2.0949   -0.5323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5339   -2.1233    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.2187   -2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2648   -0.5470   -2.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5670   -1.4531   -1.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7402    0.2749    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6996    0.8274    1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491    1.8669    0.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.5697    1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3470   -0.8878    2.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059   -0.2445    2.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8782    1.2322    1.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    1.7841    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    2.6384   -0.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    1.7220   -2.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4927    2.6433   -0.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039   -2.5537   -0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7307   -2.9289    0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  7  2  1  0
 12  4  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
  4 19  1  1
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
 12 27  1  0
 12 28  1  0
M  END
Download

3D SDF for NP0045430 (1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)


  Mrv0541 05061310022D          

 12 13  0  0  0  0            999 V2000
    0.8111    0.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569   -0.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393   -2.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045430

> <DATABASE_NAME>
NP-MRD

> <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

> <FORMULA>
C10H16O2

> <MOLECULAR_WEIGHT>
168.2328

> <EXACT_MASS>
168.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
18.516679734534378

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
1.9354922636666658

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.054193113258896

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
45.5052

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2-campholide

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0045430 (1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)

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PDB for NP0045430 (1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)
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

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3D PDB for NP0045430 (1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)
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SMILES for NP0045430 (1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)
CC1(C)C2CCC1(C)OC(=O)C2
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INCHI for NP0045430 (1,8,8-Trimethyl-2-oxabicyclo[3.2.1]octan-3-one)
InChI=1S/C10H16O2/c1-9(2)7-4-5-10(9,3)12-8(11)6-7/h7H,4-6H2,1-3H3
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SynonymsNot Available
Chemical FormulaC10H16O2
Average Mass168.2328 Da
Monoisotopic Mass168.11503 Da
IUPAC Name1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one
Traditional Name1,2-campholide
CAS Registry Number1126-91-6
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 KeyAXRMSBLBSHJLGO-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Salvia officinalisFooDB
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.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassLactones  
Sub ClassNot Available
Direct ParentLactones  
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 FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.7ALOGPS
logP1.94ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.51 m³·mol⁻¹ChemAxon
Polarizability18.52 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0037821  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000811  
KNApSAcK IDC00000834  
Chemspider ID241485  
KEGG Compound IDC02108  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound274476  
PDB IDNot Available
ChEBI ID488  
Good Scents IDNot Available
References
General ReferencesNot Available