Showing metabocard for (+)-a-Pinene (BMDB0006525)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:22:59 UTC
Update Date2020-06-04 18:59:37 UTC
MCDB ID BMDB0006525
Secondary Accession Numbers
  • BMDB06525
Metabolite Identification
Common Name(+)-a-Pinene
Description(+)-a-Pinene, also known as 2-pinene or acintene a, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other (+)-a-Pinene exists as a liquid, possibly soluble (in water), and possibly neutral molecule (+)-a-Pinene exists in all living organisms, ranging from bacteria to humans (+)-a-Pinene has been found to be associated with several diseases known as diarrhoea predominant irritable bowel syndrome and nonalcoholic fatty liver disease; also (+)-a-pinene has been linked to the inborn metabolic disorders including celiac disease.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-2-PineneChEBI
(+-)-alpha-PineneChEBI
2-PineneChEBI
Acintene aChEBI
Pin-2(3)-eneChEBI
(+-)-a-PineneGenerator
(+-)-Α-pineneGenerator
(-)-a-PineneGenerator
(-)-Α-pineneGenerator
(+)-alpha-PineneHMDB
(+)-Pin-2(3)-eneHMDB
(1R)-2,6,6-trimethylbicyclo[3.1.1]Hept-2-eneHMDB
(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]Hept-2-eneHMDB
1R-(+)-a-PineneHMDB
1R-(+)-alpha-PineneHMDB
1R-a-PineneHMDB
1R-alpha-PineneHMDB
2,6,6-Trimethyl-bicyclo(3.1.1)hept-2-eneHMDB
2,6,6-trimethylbicyclo[3.1.1]Hept-2-eneHMDB
alpha-Pinene(dextro)HMDB
Wilt prufMeSH, HMDB
alpha-Pinene, pineneMeSH, HMDB
alpha-PineneMeSH
Chemical FormulaC10H16
Average Molecular Weight136.238
Monoisotopic Molecular Weight136.125200515
IUPAC Name2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
Traditional Nameα pinene
CAS Registry Number7785-70-8
SMILES
CC1=CCC2CC1C2(C)C
InChI Identifier
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3
InChI KeyGRWFGVWFFZKLTI-UHFFFAOYSA-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
  • Branched unsaturated hydrocarbon
  • Polycyclic hydrocarbon
  • Cyclic olefin
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-62 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP4.44GRIFFIN,S ET AL. (1999)
Predicted Properties
PropertyValueSource
logP3.66ALOGPS
logP2.8ChemAxon
logS-2.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.72 m³·mol⁻¹ChemAxon
Polarizability17.22 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-9100000000-a60ab99ee5e5c7f8221e2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-1005b74eeee7aefc15d22017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-9100000000-a60ab99ee5e5c7f8221e2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-1005b74eeee7aefc15d22018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-efa1a7d8bd0221192f0d2018-05-25View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9100000000-efa1a7d8bd0221192f0d2018-05-25View Spectrum
GC-MSGC-MS Spectrum - GC-EI-Q (Non-derivatized)splash10-0006-9100000000-52b771571716202412ac2020-07-08View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-3900000000-f1a2e0db65f2722f2ef72017-07-27View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-5e150dd4370565464dad2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-5e150dd4370565464dad2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kr-0900000000-b5dcbaea24fd03f1cbf92016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-a013b4ae27f975ab56212021-10-21View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-a013b4ae27f975ab56212021-10-21View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0900000000-1a368fcdf84da3da6f722021-10-21View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-89e84f859d8f1f97d5c22016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-fb8d56b761aae12a505c2016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-0900000000-bfe7e4ba927cd83956b42016-06-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-32bfa268614bcd6c4f812021-10-21View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-32bfa268614bcd6c4f812021-10-21View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-0900000000-eb6403ceb156dbbc7ce82021-10-21View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-9b0f9df98b1755fa0b1f2015-03-01View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified0.0004 +/- 0.0002 uM details
Detected and Quantified0.0005 +/- 0.0005 uM details
Detected and Quantified0.001 +/- 0.0004 uM details
HMDB IDHMDB0302508
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004843
KNApSAcK IDC00000805
Chemspider ID6402
KEGG Compound IDC09880
BioCyc IDAlpha-pinene
BiGG IDNot Available
Wikipedia LinkAlpha-Pinene
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID36740
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Toso B, Procida G, Stefanon B: Determination of volatile compounds in cows' milk using headspace GC-MS. J Dairy Res. 2002 Nov;69(4):569-77. [PubMed:12463694 ]