Cannabis Compound Database: Showing Compound Card for (-)-α-Pinene (CDB005272)

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Record Information

Version

1.0

Created at

2020-04-17 19:26:34 UTC

Updated at

2020-12-07 19:11:52 UTC

CannabisDB ID

CDB005272

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

(-)-α-Pinene

Description

(-)-alpha-Pinene, also known as (1S,5S)-α-pinene or (±)-2-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 (-)-alpha-Pinene is possibly neutral (-)-alpha-Pinene is a potentially toxic compound. (-)-α-Pinene is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene	ChEBI
(1S,5S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene	ChEBI
(1S,5S)-alpha-Pinene	ChEBI
(1S,5S)-a-Pinene	Generator
(1S,5S)-Α-pinene	Generator
(-)-a-Pinene	Generator
(-)-Α-pinene	Generator
(-)-(1S)-alpha-Pinene	HMDB
(-)-(1S)-Α-pinene	HMDB
(-)-2-Pinene	HMDB
(1S)-(-)-alpha-Pinene	HMDB
(1S)-(-)-Α-pinene	HMDB
(1S,5S)-(-)-alpha-Pinene	HMDB
(1S,5S)-(-)-Α-pinene	HMDB
(S)-(-)-Pinene	HMDB
(S)-(-)-alpha-Pinene	HMDB
(S)-(-)-Α-pinene	HMDB
(±)-2-pinene	HMDB
(±)-alpha-pinene	HMDB
(±)-α-pinene	HMDB
1S-alpha-Pinene	HMDB
1S-Α-pinene	HMDB
2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene	HMDB
2-Pinene	HMDB
alpha-Pinene	HMDB
Α-pinene	HMDB
(-)-alpha-Pinene	HMDB

Chemical Formula

C₁₀H₁₆

Average Molecular Weight

136.23

Monoisotopic Molecular Weight

136.1252

IUPAC Name

(1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene

Traditional Name

(-)-α-pinene

CAS Registry Number

7785-26-4

SMILES

CC1=CC[C@H]2C[C@@H]1C2(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/t8-,9-/m0/s1

InChI Key

GRWFGVWFFZKLTI-IUCAKERBSA-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

alpha-pinene (CHEBI:28660 )
Bicyclic monoterpenoids (C06308 )
Cyclic monoterpenes (C06308 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Extracellular

Subcellular:

Biofluid and excreta:

Role

Industrial application:

Biological role:

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	4.48	Not Available

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	17.21 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0006-9100000000-329b1bf0a3a5098248cb	2014-09-20	View Spectrum
Predicted GC-MS	(-)-α-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-0900000000-89e84f859d8f1f97d5c2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-fb8d56b761aae12a505c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dr-0900000000-bfe7e4ba927cd83956b4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-5e150dd4370565464dad	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	splash10-00kr-0900000000-b5dcbaea24fd03f1cbf9	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-32bfa268614bcd6c4f81	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-32bfa268614bcd6c4f81	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fr-0900000000-eb6403ceb156dbbc7ce8	2021-09-22	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-0900000000-1a368fcdf84da3da6f72	2021-09-22	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Cannabis Cultivar	Status	Value	Reference	Details
8-Ball Kush	Detected and Quantified	0.621 mg/g dry wt	PMID: 30036388	details
9 Lb Hammer	Detected and Quantified	3.323 mg/g dry wt	PMID: 30036388	details
97 Sage	Detected and Quantified	3.686 mg/g dry wt	PMID: 30036388	details
Adonis	Detected and Quantified	0.387 mg/g dry wt	PMID: 30036388	details
Alien Dawg	Detected and Quantified	0.13 mg/g dry wt	David S. Wishart,...	details
Alien Sour Apple	Detected and Quantified	1.471 mg/g dry wt	PMID: 30036388	details
Black Boss	Detected and Quantified	0.973 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	0.639 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	0.679 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	4.343 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	5.196 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	4.2 +/- 1.3 mg/g dry wt	PMID: 28861503	details
Bob Marley	Detected and Quantified	1.149 mg/g dry wt	PMID: 30036388	details
Chemdawg	Detected and Quantified	0.266 mg/g dry wt	PMID: 30036388	details
Chemdawg #4	Detected and Quantified	0.286 mg/g dry wt	PMID: 30036388	details
Chemdawg #4	Detected and Quantified	0.422 mg/g dry wt	PMID: 30036388	details
Cookies and Cream	Detected and Quantified	0.37 mg/g dry wt	PMID: 30036388	details
Cosmic Lotus	Detected and Quantified	2.686 mg/g dry wt	PMID: 30036388	details
Crown Og	Detected and Quantified	0.3 +/- 0.3 mg/g dry wt	PMID: 28861503	details
Dairy Queen	Detected and Quantified	0.432 mg/g dry wt	PMID: 30036388	details
Dark Shadow Haze	Detected and Quantified	0.56 mg/g dry wt	PMID: 30036388	details
FLO	Detected and Quantified	0.201 mg/g dry wt	PMID: 30036388	details
Gabriola	Detected and Quantified	0.58 mg/g dry wt	David S. Wishart,...	details
Gas	Detected and Quantified	0.5 +/- 0.3 mg/g dry wt	PMID: 28861503	details
Gelato	Detected and Quantified	1 +/- 0.1 mg/g dry wt	PMID: 28861503	details
Godfather	Detected and Quantified	2.9 +/- 1 mg/g dry wt	PMID: 28861503	details
Goji OG	Detected and Quantified	0.45 mg/g dry wt	PMID: 30036388	details
Golden Cobra	Detected and Quantified	1.314 mg/g dry wt	PMID: 30036388	details
Golden Sage	Detected and Quantified	0.632 mg/g dry wt	PMID: 30036388	details
Gorilla Glue	Detected and Quantified	0.282 mg/g dry wt	PMID: 30036388	details
Gorilla Glue #4	Detected and Quantified	0.276 mg/g dry wt	PMID: 30036388	details
Grape Ape	Detected and Quantified	2 +/- 1 mg/g dry wt	PMID: 28861503	details
Grape Stomper	Detected and Quantified	1.033 mg/g dry wt	PMID: 30036388	details
Grape Stomper	Detected and Quantified	1.178 mg/g dry wt	PMID: 30036388	details
Grizzly Kush	Detected and Quantified	0.468 mg/g dry wt	PMID: 30036388	details
Hash Plant	Detected and Quantified	0.133 mg/g dry wt	PMID: 30036388	details
Hash Plant	Detected and Quantified	0.411 mg/g dry wt	PMID: 30036388	details
Hemlock	Detected and Quantified	0.68 mg/g dry wt	PMID: 30036388	details
Island Honey	Detected and Quantified	0.02 mg/g dry wt	David S. Wishart,...	details
Jabberwocky	Detected and Quantified	0.403 mg/g dry wt	PMID: 30036388	details
Jabberwocky	Detected and Quantified	0.493 mg/g dry wt	PMID: 30036388	details
Jack Herer	Detected and Quantified	0.213 mg/g dry wt	PMID: 30036388	details
Kandy Kush	Detected and Quantified	0.124 mg/g dry wt	PMID: 30036388	details
Kush Puppy	Detected and Quantified	2.228 mg/g dry wt	PMID: 30036388	details
La Choco	Detected and Quantified	0.356 mg/g dry wt	PMID: 30036388	details
Lemon Balm	Detected and Quantified	0.28 mg/g dry wt	PMID: 30036388	details
Lemon Goji	Detected and Quantified	0.149 mg/g dry wt	PMID: 30036388	details
Lemon OG	Detected and Quantified	2.668 mg/g dry wt	PMID: 30036388	details
Lemon Sherbet	Detected and Quantified	0.323 mg/g dry wt	PMID: 30036388	details
Lemon Skunk	Detected and Quantified	0.493 mg/g dry wt	PMID: 30036388	details
Lemon Skunk	Detected and Quantified	0.659 mg/g dry wt	PMID: 30036388	details
Liberty Haze	Detected and Quantified	4.06 mg/g dry wt	PMID: 30036388	details
Lohan	Detected and Quantified	0.421 mg/g dry wt	PMID: 30036388	details
Lucky Charms	Detected and Quantified	0.55 mg/g dry wt	PMID: 30036388	details
Maui Haze	Detected and Quantified	0.343 mg/g dry wt	PMID: 30036388	details
Miami White Kush	Detected and Quantified	0.8 +/- 0.4 mg/g dry wt	PMID: 28861503	details
Moby Dick	Detected and Quantified	0.305 mg/g dry wt	PMID: 30036388	details
Moonshine Ghost Trane Haze	Detected and Quantified	0.272 mg/g dry wt	PMID: 30036388	details
Nightmare Cookie	Detected and Quantified	0.23 mg/g dry wt	PMID: 30036388	details
Og Kush	Detected and Quantified	0.4 +/- 0.4 mg/g dry wt	PMID: 28861503	details
Orange Skunk	Detected and Quantified	0.111 mg/g dry wt	PMID: 30036388	details
Pineapple Skunk	Detected and Quantified	2.425 mg/g dry wt	PMID: 30036388	details
Pipe Dream	Detected and Quantified	5.241 mg/g dry wt	PMID: 30036388	details
Platinum Delight	Detected and Quantified	0.303 mg/g dry wt	PMID: 30036388	details
Purple Cream	Detected and Quantified	2.1 +/- 0.4 mg/g dry wt	PMID: 28861503	details
Purple Eclipse	Detected and Quantified	0.31 mg/g dry wt	PMID: 30036388	details
Purple Princess	Detected and Quantified	2.7 +/- 0.6 mg/g dry wt	PMID: 28861503	details
Purple Urkle	Detected and Quantified	3.2 +/- 0.6 mg/g dry wt	PMID: 28861503	details
Quadra	Detected and Quantified	0.25 mg/g dry wt	David S. Wishart,...	details
Rocket Fuel	Detected and Quantified	0.386 mg/g dry wt	PMID: 30036388	details
Rollex OG	Detected and Quantified	0.693 mg/g dry wt	PMID: 30036388	details
Rosetta Stone	Detected and Quantified	0.344 mg/g dry wt	PMID: 30036388	details
Satori	Detected and Quantified	2.034 mg/g dry wt	PMID: 30036388	details
Sensi Star	Detected and Quantified	0.25 mg/g dry wt	David S. Wishart,...	details
Sherbert	Detected and Quantified	0.6 +/- 0.3 mg/g dry wt	PMID: 28861503	details
Skunk Haze	Detected and Quantified	3.578 mg/g dry wt	PMID: 30036388	details
Skywalker OG	Detected and Quantified	1.1 mg/g dry wt	PMID: 30036388	details
Skywalker Og Kush	Detected and Quantified	0.4 +/- 0.3 mg/g dry wt	PMID: 28861503	details
Spectrum	Detected and Quantified	0.081 mg/g dry wt	PMID: 30036388	details
Star Bud	Detected and Quantified	0.244 mg/g dry wt	PMID: 30036388	details
Star Killer	Detected and Quantified	0.169 mg/g dry wt	PMID: 30036388	details
Strawberry Fields	Detected and Quantified	0.32 mg/g dry wt	PMID: 30036388	details
Strawberry Fields	Detected and Quantified	0.363 mg/g dry wt	PMID: 30036388	details
Strawberry Haze	Detected and Quantified	1.1 +/- 0.1 mg/g dry wt	PMID: 28861503	details
Sunset Sherbet	Detected and Quantified	0.238 mg/g dry wt	PMID: 30036388	details
Sunset Sherbet	Detected and Quantified	0.241 mg/g dry wt	PMID: 30036388	details
Superman Og Kush	Detected and Quantified	0.5 +/- 0.3 mg/g dry wt	PMID: 28861503	details
Tahoe Og Kush	Detected and Quantified	0.5 +/- 0.3 mg/g dry wt	PMID: 28861503	details
Tangerine Dream	Detected and Quantified	0.75 mg/g dry wt	PMID: 30036388	details
The Sauce	Detected and Quantified	0.304 mg/g dry wt	PMID: 30036388	details
Trainwreck	Detected and Quantified	0.9 +/- 0.2 mg/g dry wt	PMID: 28861503	details
Triple O	Detected and Quantified	0.5 +/- 0.2 mg/g dry wt	PMID: 28861503	details
Venom OG	Detected and Quantified	0.597 mg/g dry wt	PMID: 30036388	details
White Widow	Detected and Quantified	0.325 mg/g dry wt	PMID: 30036388	details
Wonder Woman	Detected and Quantified	0.222 mg/g dry wt	PMID: 30036388	details