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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 19:54:36 UTC
Update Date2022-03-07 02:54:18 UTC
HMDB IDHMDB0034976
Secondary Accession Numbers
  • HMDB0035614
  • HMDB34976
  • HMDB35614
Metabolite Identification
Common Name(-)-Borneol
Description(-)-Borneol, also known as L-borneol or linderol, 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 small amount of articles have been published on (-)-Borneol.
Structure
Data?1563862644
Synonyms
ValueSource
(1S,2R,4S)-(-)-BorneolChEBI
(1S,2R,4S)-BorneolChEBI
(1S-endo)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-olChEBI
L-BorneolChEBI
LinderolChEBI
IsoborneolMeSH
Isoborneol, (1R-endo)-isomerMeSH
Isoborneol, (1S-endo)-isomerMeSH
Isoborneol, (1S-exo)-isomerMeSH
BorneolMeSH
Isoborneol, (1R-exo)-isomerMeSH
Isoborneol, (exo)-isomerMeSH
Isoborneol, (endo)-isomerMeSH
Isoborneol, (endo-(+-))-isomerMeSH
1,7,7-Trimethyl-(1R,2S,4R)-rel-bicyclo[2.2.1]heptan-2-olHMDB
1,7,7-Trimethyl-endo-bicyclo[2.2.1]heptan-2-olHMDB
borneo CamphorHMDB
Borneol (8ci)HMDB
Bornyl alcoholHMDB
DL-BorneolHMDB
endo-(-)-Bornan-2-olHMDB
endo-2-BornanolHMDB
endo-2-CamphanolHMDB
endo-2-Hydroxy-1,7,7-trimethylnorbornaneHMDB
endo-2-HydroxycamphaneHMDB
endo-BorneolHMDB
Rel-(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-olHMDB
Sumatra camphorHMDB
Chemical FormulaC10H18O
Average Molecular Weight154.2493
Monoisotopic Molecular Weight154.135765198
IUPAC Name(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
Traditional NameL-borneol
CAS Registry Number507-70-0
SMILES
CC1(C)[C@H]2CC[C@]1(C)[C@H](O)C2
InChI Identifier
InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1
InChI KeyDTGKSKDOIYIVQL-QXFUBDJGSA-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
  • Bicyclic monoterpenoid
  • Bornane monoterpenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point210 - 215 °CNot Available
Boiling Point210.00 to 212.00 °C. @ 779.00 mm HgThe Good Scents Company Information System
Water Solubility1186 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.010The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.8 g/LALOGPS
logP2.83ALOGPS
logP1.99ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)19.6ChemAxon
pKa (Strongest Basic)-0.78ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.31 m³·mol⁻¹ChemAxon
Polarizability18.48 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]+133.09331661259
DarkChem[M-H]-132.50331661259
DeepCCS[M+H]+142.09930932474
DeepCCS[M-H]-139.70430932474
DeepCCS[M-2H]-173.47630932474
DeepCCS[M+Na]+148.01230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-BorneolCC1(C)[C@H]2CC[C@]1(C)[C@H](O)C21662.7Standard polar33892256
(-)-BorneolCC1(C)[C@H]2CC[C@]1(C)[C@H](O)C21168.0Standard non polar33892256
(-)-BorneolCC1(C)[C@H]2CC[C@]1(C)[C@H](O)C21153.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(-)-Borneol,1TMS,isomer #1CC1(C)[C@H]2CC[C@]1(C)[C@H](O[Si](C)(C)C)C21217.1Semi standard non polar33892256
(-)-Borneol,1TMS,isomer #1CC1(C)[C@H]2CC[C@]1(C)[C@H](O[Si](C)(C)C)C21217.1Semi standard non polar33892256
(-)-Borneol,1TBDMS,isomer #1CC1(C)[C@H]2CC[C@]1(C)[C@H](O[Si](C)(C)C(C)(C)C)C21477.0Semi standard non polar33892256
(-)-Borneol,1TBDMS,isomer #1CC1(C)[C@H]2CC[C@]1(C)[C@H](O[Si](C)(C)C(C)(C)C)C21477.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9500000000-d56079f73c4487b5c71c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9100000000-17ec59e424e6bec05bff2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9100000000-1bb77820d7f610ff89a72017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-01ot-9700000000-30278d35f81e3cec5d612017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol CI-B (Non-derivatized)splash10-0002-0900000000-65191fef89b7904d20022017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9500000000-d56079f73c4487b5c71c2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9100000000-17ec59e424e6bec05bff2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9100000000-1bb77820d7f610ff89a72018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-01ot-9700000000-30278d35f81e3cec5d612018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol CI-B (Non-derivatized)splash10-0002-0900000000-65191fef89b7904d20022018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9500000000-d56079f73c4487b5c71c2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9100000000-17ec59e424e6bec05bff2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9100000000-1bb77820d7f610ff89a72018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-01ot-9700000000-30278d35f81e3cec5d612018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol CI-B (Non-derivatized)splash10-0002-0900000000-65191fef89b7904d20022018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9500000000-d56079f73c4487b5c71c2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9100000000-17ec59e424e6bec05bff2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-0002-9100000000-1bb77820d7f610ff89a72018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol EI-B (Non-derivatized)splash10-01ot-9700000000-30278d35f81e3cec5d612018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (-)-Borneol CI-B (Non-derivatized)splash10-0002-0900000000-65191fef89b7904d20022018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Borneol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bt9-1900000000-561b837a8b44dbfaea562017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Borneol GC-MS (1 TMS) - 70eV, Positivesplash10-03k9-6930000000-42c843fe7b6dc6e988d92017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Borneol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Borneol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Borneol 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 - (-)-Borneol 10V, Positive-QTOFsplash10-052r-0900000000-7eaa92cdc2cb1dd17c332016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 20V, Positive-QTOFsplash10-052r-0900000000-fb1222abb6cef74eb0832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 40V, Positive-QTOFsplash10-00dr-2900000000-622438b8bd224a755c472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 10V, Negative-QTOFsplash10-0udi-0900000000-b64fc5b28acf2b8ce6ee2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 20V, Negative-QTOFsplash10-0udi-0900000000-404830ee9ef93bfec2b82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 40V, Negative-QTOFsplash10-0fki-2900000000-5d8542e9c4643c74fa542016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 10V, Positive-QTOFsplash10-08fr-4900000000-c5fb0f5b567a4f9fada92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 20V, Positive-QTOFsplash10-090r-9400000000-3329d0b3e6f71527a4bc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 40V, Positive-QTOFsplash10-0006-9000000000-1ab95ec8cd37ae806b102021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 10V, Negative-QTOFsplash10-0udi-0900000000-d2363ae8d4dbdcccda802021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 20V, Negative-QTOFsplash10-0udi-0900000000-d2363ae8d4dbdcccda802021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Borneol 40V, Negative-QTOFsplash10-0udi-0900000000-4f86d6496a0b85050d5c2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014588
KNApSAcK IDC00011024
Chemspider ID1013314
KEGG Compound IDC01411
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1201518
PDB IDNot Available
ChEBI ID15394
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1011571
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Garcia GA, Soldi-Lose H, Nahon L, Powis I: Photoelectron circular dichroism spectroscopy in an orbitally congested system: the terpene endoborneol. J Phys Chem A. 2010 Jan 21;114(2):847-53. doi: 10.1021/jp909344r. [PubMed:20038111 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.