Bovine Metabolome Database: Showing metabocard for (+)-a-Pinene (BMDB0006525)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:22:59 UTC

Update Date

2020-06-04 18:59:37 UTC

BMDB 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-2-Pinene	ChEBI
(+-)-alpha-Pinene	ChEBI
2-Pinene	ChEBI
Acintene a	ChEBI
Pin-2(3)-ene	ChEBI
(+-)-a-Pinene	Generator
(+-)-Α-pinene	Generator
(-)-a-Pinene	Generator
(-)-Α-pinene	Generator
(+)-alpha-Pinene	HMDB
(+)-Pin-2(3)-ene	HMDB
(1R)-2,6,6-trimethylbicyclo[3.1.1]Hept-2-ene	HMDB
(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]Hept-2-ene	HMDB
1R-(+)-a-Pinene	HMDB
1R-(+)-alpha-Pinene	HMDB
1R-a-Pinene	HMDB
1R-alpha-Pinene	HMDB
2,6,6-Trimethyl-bicyclo(3.1.1)hept-2-ene	HMDB
2,6,6-trimethylbicyclo[3.1.1]Hept-2-ene	HMDB
alpha-Pinene(dextro)	HMDB
Wilt pruf	MeSH, HMDB
alpha-Pinene, pinene	MeSH, HMDB
alpha-Pinene	MeSH

Chemical Formula

C₁₀H₁₆

Average Molecular Weight

136.238

Monoisotopic Molecular Weight

136.125200515

IUPAC Name

2,6,6-trimethylbicyclo[3.1.1]hept-2-ene

Traditional Name

α pinene

CAS Registry Number

7785-70-8

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 Key

GRWFGVWFFZKLTI-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic 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 Framework

Aliphatic homopolycyclic compounds

External Descriptors

pinene (CHEBI:36740 )
Bicyclic monoterpenoids (C09880 )
Cyclic monoterpenes (C09880 )
an α-pinene (CPD-8754 )

Ontology

Status

Detected and Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-62 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	4.44	GRIFFIN,S ET AL. (1999)

Predicted Properties

Property	Value	Source
logP	3.66	ALOGPS
logP	2.8	ChemAxon
logS	-2.9	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	44.72 m³·mol⁻¹	ChemAxon
Polarizability	17.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-002f-9100000000-a60ab99ee5e5c7f8221e	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-1005b74eeee7aefc15d2	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-002f-9100000000-a60ab99ee5e5c7f8221e	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-1005b74eeee7aefc15d2	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-efa1a7d8bd0221192f0d	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-efa1a7d8bd0221192f0d	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-Q (Non-derivatized)	splash10-0006-9100000000-52b771571716202412ac	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-3900000000-f1a2e0db65f2722f2ef7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-5e150dd4370565464dad	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-5e150dd4370565464dad	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kr-0900000000-b5dcbaea24fd03f1cbf9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-a013b4ae27f975ab5621	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-a013b4ae27f975ab5621	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0900000000-1a368fcdf84da3da6f72	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-89e84f859d8f1f97d5c2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-fb8d56b761aae12a505c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dr-0900000000-bfe7e4ba927cd83956b4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-32bfa268614bcd6c4f81	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-32bfa268614bcd6c4f81	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fr-0900000000-eb6403ceb156dbbc7ce8	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9000000000-9b0f9df98b1755fa0b1f	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Cytoplasm
Membrane

Biospecimen Locations

Milk

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Milk	Detected and Quantified	0.000378 +/- 0.000151 uM	Not Specified	Not Specified	Normal	PMID: 12463694	details
Milk	Detected and Quantified	0.000529 +/- 0.000454 uM	Not Specified	Not Specified	Normal	PMID: 12463694	details
Milk	Detected and Quantified	0.000983 +/- 0.000378 uM	Not Specified	Not Specified	Normal	PMID: 12463694	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0302508

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Alpha-Pinene

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

36740

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

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

Structure for BMDB0006525 ((+)-a-Pinene)