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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-03-07 21:32:17 UTC
Update Date2023-02-21 17:29:28 UTC
HMDB IDHMDB0059838
Secondary Accession Numbers
  • HMDB59838
Metabolite Identification
Common NameCamphor
DescriptionCamphor, also known as (+)-camphor or (+)-bornan-2-one, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Camphor is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Within the cell, camphor is primarily located in the membrane (predicted from logP). Camphor is a waxy, flammable, white or transparent solid with a strong aroma. It is a terpenoid with the chemical formula C10H16O. It is found in many plants, such as in the wood of the camphor laurel (Cinnamomum camphora), a large evergreen tree found in Asia (particularly in Sumatra and Borneo islands, Indonesia) and also of the unrelated Kapur tree, a tall timber tree from the same region. It also occurs in some other related trees in the laurel family, notably Ocotea usambarensis and in the oil in rosemary leaves (Rosmarinus officinalis). The mint family contains 10 to 20% camphor, while camphorweed (Heterotheca) only contains some 5%. Camphor can also be synthetically produced from oil of turpentine. It is used for its scent, as an ingredient in cooking (mainly in India), as an embalming fluid, for medicinal purposes, and in religious ceremonies. A major source of camphor in Asia is camphor basil (the parent of African blue basil) (Wikipedia ).
Structure
Data?1677000568
Synonyms
ValueSource
(+)-Bornan-2-oneChEBI
(+)-CamphorChEBI
(1R)-(+)-CamphorChEBI
(1R,4R)-CamphorChEBI
(R)-(+)-CamphorChEBI
Camphor(D)ChEBI
D-CamphorChEBI
CamphoraHMDB
CAMPHORChEBI
(1R,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-onePhytoBank
(1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-onePhytoBank
(+)-(1R,4R)-CamphorPhytoBank
(1R)-CamphorPhytoBank
(1R,4R)-(+)-CamphorPhytoBank
(R)-CamphorPhytoBank
D-(+)-CamphorPhytoBank
AlcanforPhytoBank
(+)-2-BornanonePhytoBank
(±)-CamphorPhytoBank
1,7,7-Trimethylbicyclo[2.2.1]heptan-2-onePhytoBank
1,7,7-Trimethylbicyclo[2.2.1]-2-heptanonePhytoBank
1,7,7-TrimethylnorcamphorPhytoBank
2-BornanonePhytoBank
2-CamphanonePhytoBank
AlphanonPhytoBank
Borneo camphorPhytoBank
dl-CamphorPhytoBank
Chemical FormulaC10H16O
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
IUPAC Name(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
Traditional Name(+)-camphor
CAS Registry Number464-49-3
SMILES
CC1(C)[C@@H]2CC[C@@]1(C)C(=O)C2
InChI Identifier
InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
InChI KeyDSSYKIVIOFKYAU-XCBNKYQSSA-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
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point176.00 to 177.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point204.00 to 205.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1600 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogP2.380The Good Scents Company Information System
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Baker142.79730932474
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.88 g/LALOGPS
logP2.85ALOGPS
logP2.55ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.49 m³·mol⁻¹ChemAxon
Polarizability17.74 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]+134.35331661259
DarkChem[M-H]-131.73331661259
DeepCCS[M-2H]-173.70430932474
DeepCCS[M+Na]+148.14830932474
AllCCS[M+H]+132.232859911
AllCCS[M+H-H2O]+127.932859911
AllCCS[M+NH4]+136.232859911
AllCCS[M+Na]+137.332859911
AllCCS[M-H]-135.732859911
AllCCS[M+Na-2H]-136.932859911
AllCCS[M+HCOO]-138.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Camphor[H][C@@]12CC[C@@](C)(C(=O)C1)C2(C)C1617.5Standard polar33892256
Camphor[H][C@@]12CC[C@@](C)(C(=O)C1)C2(C)C1147.9Standard non polar33892256
Camphor[H][C@@]12CC[C@@](C)(C(=O)C1)C2(C)C1143.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Camphor,1TMS,isomer #1CC1(C)[C@H]2C=C(O[Si](C)(C)C)[C@]1(C)CC21258.0Semi standard non polar33892256
Camphor,1TMS,isomer #1CC1(C)[C@H]2C=C(O[Si](C)(C)C)[C@]1(C)CC21252.2Standard non polar33892256
Camphor,1TMS,isomer #1CC1(C)[C@H]2C=C(O[Si](C)(C)C)[C@]1(C)CC21348.8Standard polar33892256
Camphor,1TBDMS,isomer #1CC1(C)[C@H]2C=C(O[Si](C)(C)C(C)(C)C)[C@]1(C)CC21500.9Semi standard non polar33892256
Camphor,1TBDMS,isomer #1CC1(C)[C@H]2C=C(O[Si](C)(C)C(C)(C)C)[C@]1(C)CC21380.1Standard non polar33892256
Camphor,1TBDMS,isomer #1CC1(C)[C@H]2C=C(O[Si](C)(C)C(C)(C)C)[C@]1(C)CC21503.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Camphor EI-B (Non-derivatized)splash10-05nb-9200000000-1b9d8eae41ec7b1ad8192017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Camphor EI-B (Non-derivatized)splash10-05o1-9300000000-f5c5e5805061cef08d312017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Camphor EI-B (Non-derivatized)splash10-05nb-9200000000-1b9d8eae41ec7b1ad8192018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Camphor EI-B (Non-derivatized)splash10-05o1-9300000000-f5c5e5805061cef08d312018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Camphor GC-EI-Q (Non-derivatized)splash10-0apj-9200000000-b60c6ba86e98d8957f4c2020-07-08HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Camphor GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4r-5900000000-f1efb31da7c673a3dbe92017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Camphor GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 1V, positive-QTOFsplash10-0udi-0900000000-473e75212a2f85c96f472020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 2V, positive-QTOFsplash10-0udi-0900000000-a22b656c0deb7c8741932020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 2V, positive-QTOFsplash10-0udi-1900000000-2997e87577c32b45d6642020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 3V, positive-QTOFsplash10-0udi-2900000000-cd2eb38205866f332c232020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 3V, positive-QTOFsplash10-0udi-2900000000-6caefe4ef3e5e81488da2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 3V, positive-QTOFsplash10-0zfs-4900000000-894e638d92388a5e4af32020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 4V, positive-QTOFsplash10-0pba-6900000000-d5179d82d66598550a5c2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 5V, positive-QTOFsplash10-0a4j-9700000000-db8ac65206052c58e8022020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 6V, positive-QTOFsplash10-0a4j-9400000000-7e65358b05579b22ac252020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 8V, positive-QTOFsplash10-0aos-9200000000-5f3dbbeac3b4feb1cbd72020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 10V, positive-QTOFsplash10-0aor-9100000000-cd68008e75839a129e402020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 11V, positive-QTOFsplash10-0ar3-9100000000-34370c88f677ebf3e3d12020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 14V, positive-QTOFsplash10-0693-9000000000-a49e3a173424c543ea092020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor n/a 10V, positive-QTOFsplash10-052s-3900000000-82f365dbef70fb887e4d2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor n/a 10V, positive-QTOFsplash10-014i-9000000000-6701bba716a6affa87662020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor n/a 10V, positive-QTOFsplash10-014i-9000000000-b6243bcbfda9f0c328302020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor n/a 10V, positive-QTOFsplash10-0a4i-2900000000-96d8696c7876804c13762020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor n/a 10V, positive-QTOFsplash10-004l-9000000000-6f6473eb4514971745c02020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Camphor Orbitrap 1V, positive-QTOFsplash10-000i-0900000000-99e6f12e784ac6aabdeb2020-07-22HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Camphor 10V, Positive-QTOFsplash10-0udi-0900000000-4cafcac5e85025eeaec82017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Camphor 20V, Positive-QTOFsplash10-0udi-0900000000-17669f71449bccac9c8d2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Camphor 40V, Positive-QTOFsplash10-014r-6900000000-c20f4b32cffb282dfffc2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Camphor 10V, Negative-QTOFsplash10-0udi-0900000000-870908e69f6481ec31c42017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Camphor 20V, Negative-QTOFsplash10-0udi-0900000000-1949b2aa08f3b1e304ac2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Camphor 40V, Negative-QTOFsplash10-059f-4900000000-44e9c7b01eae3def86c42017-07-26Wishart 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
  • Membrane (predicted from logP)
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 IDDB01744
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDC00000819
Chemspider ID139902
KEGG Compound IDNot Available
BioCyc IDCPD-862
BiGG IDNot Available
Wikipedia LinkCamphor
METLIN IDNot Available
PubChem Compound159055
PDB IDNot Available
ChEBI ID15396
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1056901
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. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.