Record Information
Version1.0
Creation date2010-04-08 22:10:47 UTC
Update date2018-01-23 19:28:53 UTC
Primary IDFDB013574
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(±)-Borneol
DescriptionFlavouring agent. (±)-Borneol is found in many foods, some of which are pot marjoram, pepper (spice), saffron, and german camomile.
CAS Number507-70-0
Structure
Thumb
Synonyms
SynonymSource
(1S,2R,4S)-(-)-BorneolChEBI
(1S,2R,4S)-BorneolChEBI
(1S-endo)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-olChEBI
L-BorneolChEBI
LinderolChEBI
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
BorneolHMDB
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
IsoborneolHMDB
Isoborneol, (1R-endo)-isomerHMDB
Isoborneol, (1S-endo)-isomerHMDB
Isoborneol, (1S-exo)-isomerHMDB
Isoborneol, (1R-exo)-isomerHMDB
Isoborneol, (endo)-isomerHMDB
Isoborneol, (endo-(+-))-isomerHMDB
Isoborneol, (exo)-isomerHMDB
(±)-Borneoldb_source
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1R,2S,4R)-rel-manual
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, endo-manual
Borneol (8CI)manual
bornyl alcoholmanual
dl-Borneolmanual
endo-(±)-Bornan-2-olmanual
endo-2-bornanolmanual
endo-2-camphanolmanual
endo-2-hydroxycamphanemanual
FEMA 2157??db_source
rel-(1S,2R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-olmanual
Predicted Properties
PropertyValueSource
Water Solubility0.81 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H18O
IUPAC name(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
InChI IdentifierInChI=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
Isomeric SMILESCC1(C)[C@H]2CC[C@]1(C)[C@H](O)C2
Average Molecular Weight154.2493
Monoisotopic Molecular Weight154.135765198
Classification
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 77.87%; H 11.76%; O 10.37%DFC
Melting PointMp 210-215 subl.°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9500000000-d56079f73c4487b5c71cView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9100000000-17ec59e424e6bec05bffView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9100000000-1bb77820d7f610ff89a7View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01ot-9700000000-30278d35f81e3cec5d61View in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-0900000000-65191fef89b7904d2002View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9500000000-d56079f73c4487b5c71cView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9100000000-17ec59e424e6bec05bffView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9100000000-1bb77820d7f610ff89a7View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01ot-9700000000-30278d35f81e3cec5d61View in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-0900000000-65191fef89b7904d2002View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9500000000-d56079f73c4487b5c71cView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9100000000-17ec59e424e6bec05bffView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9100000000-1bb77820d7f610ff89a7View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01ot-9700000000-30278d35f81e3cec5d61View in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-0900000000-65191fef89b7904d2002View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9500000000-d56079f73c4487b5c71cView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9100000000-17ec59e424e6bec05bffView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-9100000000-1bb77820d7f610ff89a7View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01ot-9700000000-30278d35f81e3cec5d61View in MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0002-0900000000-65191fef89b7904d2002View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bt9-1900000000-561b837a8b44dbfaea56View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-03k9-6930000000-42c843fe7b6dc6e988d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0900000000-7eaa92cdc2cb1dd17c33View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-0900000000-fb1222abb6cef74eb083View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-2900000000-622438b8bd224a755c47View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-b64fc5b28acf2b8ce6eeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-404830ee9ef93bfec2b8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fki-2900000000-5d8542e9c4643c74fa54View in MoNA
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC01411
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDJPN73-E:JFJ62-O
EAFUS ID355
Dr. Duke IDBORNEOL
BIGG IDNot Available
KNApSAcK IDC00003028
HET IDNot Available
Flavornet ID507-70-0
GoodScent IDrw1039711
SuperScent IDNot Available
Wikipedia IDBorneol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
(-)-chronotropicDUKE
(-)-inotropicDUKE
allelochemicDUKE
analgesic35480 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.DUKE
anti acetylcholine38323 Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons.DUKE
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
anti bronchitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti escherichicDUKE
anti feedantDUKE
anti inflammatory35472 A substance that reduces or suppresses inflammation.DUKE
anti otitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti pyretic35493 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.DUKE
anti salmonella33282 A substance that kills or slows the growth of bacteria.DUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti staphylococcic33282 A substance that kills or slows the growth of bacteria.DUKE
anti yeast33281 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.DUKE
candidicideDUKE
cholereticDUKE
central nervous system stimulant35470 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.DUKE
central nervous system toxic50910 A poison that interferes with the functions of the nervous system.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
hepatoprotective62868 Any compound that is able to prevent damage to the liver.DUKE
herbicide24527 A substance used to destroy plant pests.DUKE
inhalantDUKE
insect repellent24852 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.DUKE
insectifuge24852 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.DUKE
irritantDUKE
myorelaxantDUKE
nematicide25491 A substance used to destroy pests of the phylum Nematoda (roundworms).DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
sedative35717 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.DUKE
tranquilizerDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
camphor
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pine
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.