Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:45:39 UTC
Update Date2023-02-21 17:24:53 UTC
HMDB IDHMDB0035744
Secondary Accession Numbers
  • HMDB35744
Metabolite Identification
Common Name(-)-Isopinocamphone
Description(-)-Isopinocamphone belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a significant number of articles have been published on (-)-Isopinocamphone.
Structure
Data?1677000293
Synonyms
ValueSource
cis-3-PinanoneHMDB
IsopinocamphoneHMDB
Chemical FormulaC10H16O
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
IUPAC Name(1S,2S,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
Traditional Name(1S,2S,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
CAS Registry Number14575-93-0
SMILES
C[C@H]1[C@@H]2C[C@H](CC1=O)C2(C)C
InChI Identifier
InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h6-8H,4-5H2,1-3H3/t6-,7+,8-/m0/s1
InChI KeyMQPHVIPKLRXGDJ-RNJXMRFFSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentBicyclic monoterpenoids
Alternative Parents
Substituents
  • Pinane monoterpenoid
  • Bicyclic monoterpenoid
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.48 g/LALOGPS
logP2.25ALOGPS
logP2.28ChemAxon
logS-2.5ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.54 m³·mol⁻¹ChemAxon
Polarizability17.9 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.30831661259
DarkChem[M-H]-133.35931661259
DeepCCS[M+H]+144.80630932474
DeepCCS[M-H]-142.41130932474
DeepCCS[M-2H]-175.69730932474
DeepCCS[M+Na]+150.71930932474
AllCCS[M+H]+132.132859911
AllCCS[M+H-H2O]+127.832859911
AllCCS[M+NH4]+136.232859911
AllCCS[M+Na]+137.332859911
AllCCS[M-H]-137.232859911
AllCCS[M+Na-2H]-138.532859911
AllCCS[M+HCOO]-139.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-IsopinocamphoneC[C@H]1[C@@H]2C[C@H](CC1=O)C2(C)C1542.0Standard polar33892256
(-)-IsopinocamphoneC[C@H]1[C@@H]2C[C@H](CC1=O)C2(C)C1158.9Standard non polar33892256
(-)-IsopinocamphoneC[C@H]1[C@@H]2C[C@H](CC1=O)C2(C)C1160.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(-)-Isopinocamphone,1TMS,isomer #1CC1=C(O[Si](C)(C)C)C[C@H]2C[C@@H]1C2(C)C1344.6Semi standard non polar33892256
(-)-Isopinocamphone,1TMS,isomer #1CC1=C(O[Si](C)(C)C)C[C@H]2C[C@@H]1C2(C)C1324.7Standard non polar33892256
(-)-Isopinocamphone,1TMS,isomer #2C[C@@H]1C(O[Si](C)(C)C)=C[C@H]2C[C@@H]1C2(C)C1285.3Semi standard non polar33892256
(-)-Isopinocamphone,1TMS,isomer #2C[C@@H]1C(O[Si](C)(C)C)=C[C@H]2C[C@@H]1C2(C)C1305.2Standard non polar33892256
(-)-Isopinocamphone,1TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H]2C[C@@H]1C2(C)C1582.9Semi standard non polar33892256
(-)-Isopinocamphone,1TBDMS,isomer #1CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H]2C[C@@H]1C2(C)C1534.9Standard non polar33892256
(-)-Isopinocamphone,1TBDMS,isomer #2C[C@@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H]2C[C@@H]1C2(C)C1553.6Semi standard non polar33892256
(-)-Isopinocamphone,1TBDMS,isomer #2C[C@@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H]2C[C@@H]1C2(C)C1497.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Isopinocamphone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udr-1900000000-108b84154b6482743dbc2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Isopinocamphone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Isopinocamphone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 10V, Positive-QTOFsplash10-0udi-0900000000-390ef432ea9d03ab16ac2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 20V, Positive-QTOFsplash10-0udi-0900000000-c0e8496aef565d9ab6372016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 40V, Positive-QTOFsplash10-000i-0900000000-1903c593ccff3b95f0ec2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 10V, Negative-QTOFsplash10-0udi-0900000000-6066fb1fa4e911fcb7442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 20V, Negative-QTOFsplash10-0udi-0900000000-8bac9502125617ef69022016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 40V, Negative-QTOFsplash10-0f79-0900000000-858e87a1d9c8d7d1d2082016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 10V, Positive-QTOFsplash10-0f79-0900000000-1956de293f3cf23842aa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 20V, Positive-QTOFsplash10-000i-0900000000-c83186b54c8f49a3bfff2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 40V, Positive-QTOFsplash10-0uy0-0900000000-670a8c4522c2375503a52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 10V, Negative-QTOFsplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 20V, Negative-QTOFsplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Isopinocamphone 40V, Negative-QTOFsplash10-0udj-0900000000-7772eb453c2cf9a7fd632021-09-23Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014474
KNApSAcK IDC00000808
Chemspider ID19953543
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound84532
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.