Showing Compound (-)-beta-Pinene (FDB015463)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:51 UTC

Update date

2020-09-17 15:41:34 UTC

Primary ID

FDB015463

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(-)-beta-Pinene

Description

(-)-beta-Pinene, also known as terbenthene or (1S,5S)-b-pinene, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (-)-beta-pinene is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on (-)-beta-Pinene.

CAS Number

18172-67-3

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(-)-Nopinene	ChEBI
(-)-Pin-2(10)-ene	ChEBI
(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane	ChEBI
(1S,5S)-beta-Pinene	ChEBI
(1S,5S)-b-Pinene	Generator
(1S,5S)-Β-pinene	Generator
(-)-b-Pinene	Generator
(-)-Β-pinene	Generator
beta-Pinene	MeSH
Terbenthene	MeSH
Terebenthene	MeSH
(-)-(1S,5S)-beta-Pinene	HMDB
(-)-2(10)-Pinene	HMDB
(1S)-(-)-beta-Pinene	HMDB
(1S,5S)-2(10)-Pinene	HMDB
(1S,5S)-6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane	HMDB
(1S,5S)-Pin-2(10)-ene	HMDB
1S,5S-(-)-beta-Pinene	HMDB
L-b-Pinene	HMDB
laevo-b-Pinene	HMDB
2(10)-Pinene	PhytoBank
6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane	PhytoBank
(±)-2(10)-Pinene	PhytoBank
(±)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane	PhytoBank
(±)-beta-Pinene	PhytoBank
(±)-β-Pinene	PhytoBank
Nopinen	PhytoBank
Nopinene	PhytoBank
(1S,5S)-(-)-2(10)-Pinene	PhytoBank
(1S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane	PhytoBank
(-)-(1S)-beta-Pinene	PhytoBank
(-)-(1S)-β-Pinene	PhytoBank
(-)-(1S,5S)-β-Pinene	PhytoBank
(-)-beta-Pinene	PhytoBank
(1S)-(-)-β-Pinene	PhytoBank
(1S)-beta-Pinene	PhytoBank
(1S)-β-Pinene	PhytoBank
(S)-(-)-beta-Pinene	PhytoBank
(S)-(-)-β-Pinene	PhytoBank
(S)-beta-Pinene	PhytoBank
(S)-β-Pinene	PhytoBank
l-beta-Pinene	PhytoBank
l-β-Pinene	PhytoBank
(-)-(1S,5S)-beta-pinene	biospider
(-)-b-pinene	biospider
(-)-beta-pinene	biospider
(-)-nopinene	biospider
(-)-pin-2(10)-ene	biospider
(-)-β-pinene	Generator
(1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane	biospider
(1S,5S)-pin-2(10)-ene	biospider
(1S,5S)-β-pinene	Generator
L-b-pinene	biospider
Laevo-b-pinene	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.064 g/L	ALOGPS
logP	3.94	ALOGPS
logP	2.86	ChemAxon
logS	-3.3	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	43.65 m³·mol⁻¹	ChemAxon
Polarizability	17.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H16

IUPAC name

(1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane

InChI Identifier

InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1

InChI Key

WTARULDDTDQWMU-IUCAKERBSA-N

Isomeric SMILES

CC1(C)[C@@H]2C[C@H]1C(=C)CC2

Average Molecular Weight

136.234

Monoisotopic Molecular Weight

136.125200512

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.

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

beta-pinene (CHEBI:28359 )
Bicyclic monoterpenoids (C06307 )
Cyclic monoterpenes (C06307 )
Bicyclic monoterpenoids (LMPR0102120013 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Extracellular

Subcellular:

Biofluid and excreta:

Feces

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 88.16%; H 11.84%	DFC
Melting Point	-61 oC
Boiling Point	Bp 163-164°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]23D -22.8 (neat) (100% op)	DFC
Spectroscopic UV Data	Not Available
Density	d204 0.87	DFC
Refractive Index	n20D 1.4780	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	(-)-beta-Pinene, non-derivatized, GC-MS Spectrum	splash10-002f-9000000000-30fa40ae82c24567182c	Spectrum
GC-MS	(-)-beta-Pinene, non-derivatized, GC-MS Spectrum	splash10-002f-9000000000-30fa40ae82c24567182c	Spectrum
Predicted GC-MS	(-)-beta-Pinene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0079-1900000000-7a8b637e362b2868237d	Spectrum
Predicted GC-MS	(-)-beta-Pinene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(-)-beta-Pinene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-e26a5aa072ee3c657bb1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-9ce03af98198cbec9a56	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dr-0900000000-83547c837f75972195a6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-ae6e9f2df0d7b06fe3be	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-5e150dd4370565464dad	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014r-0900000000-45b2edf143e15a1e5867	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-a013b4ae27f975ab5621	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-a013b4ae27f975ab5621	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0900000000-7260f27ae84d64a57ad4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-32bfa268614bcd6c4f81	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-32bfa268614bcd6c4f81	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-059i-0900000000-b224f82915803ce924fc	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

28359

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36559

CRC / DFC (Dictionary of Food Compounds) ID

KCL29-J:KCL27-H

EAFUS ID

Not Available

Dr. Duke ID

(-)-BETA-PINENE

BIGG ID

Not Available

KNApSAcK ID

C00000806

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1108611

SuperScent ID

Not Available

Wikipedia ID

Beta-pinene

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
dry	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fresh	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pine	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hay	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
resinous	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.