Showing Compound trans-beta-Ocimene (FDB001465)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:58 UTC

Update date

2020-09-17 15:31:24 UTC

Primary ID

FDB001465

Secondary Accession Numbers

FDB009953

Chemical Information

FooDB Name

trans-beta-Ocimene

Description

(E)-Ocimene or trans-Ocimene, also known as beta-Ocimene, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in plastids (PMID: 7640522). (E)-Ocimene is also considered to be an isoprenoid lipid molecule. (E)-Ocimene exists in two stereoisomeric forms, cis and trans, with respect to the central double bond. (E)-Ocimene exists as a clear, transparent liquid. It is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. It has a citrus, green woody aroma along with wth a green floral or woody taste. (E)-Ocimene is an approved food additive and is used in perfumery products. (E)-Ocimene occurs naturally in a number of plants and fruits, including basil, coriander, black currants mandarin oranges, kumquats, mangos, mint and oregano. It is also a constituent of the pheromones of several insects including Anastrepha suspensa, Euploea tulliolus koxinga, and Labidus species (CCD).

CAS Number

3779-61-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(e)-3,7-Dimethylocta-1,3,6-triene	ChEBI
3,7-Dimethyl-1,3E,6-octatriene	ChEBI
trans-3,7-Dimethylocta-1,3,6-triene	ChEBI
trans-beta-Ocimene	ChEBI
beta-Ocimene	Kegg
trans-b-Ocimene	Generator
trans-Β-ocimene	Generator
b-Ocimene	Generator
Β-ocimene	Generator
(3E)-3,7-Dimethyl-1,3,6-octatriene	HMDB
(3E)-3,7-Dimethylocta-1,3,6-triene	HMDB
(e)-3,7-Dimethyloctatriene	HMDB
(e)-beta -Ocimene	HMDB
(E)-beta-Ocimene	HMDB
(E)-Ocimene	HMDB
3,7-Dimethyl-(e)-1,3,6-octatriene	HMDB
3,7-Dimethyl-(e)-octatriene	HMDB
beta -(e)-Ocimene	HMDB
beta -trans-Ocimene	HMDB
beta-trans-Ocimene	HMDB
e-3,7-Dimethyl-1,3,6-octatriene	HMDB
e-beta-Ocimene	HMDB
trans-3,7-Dimethyl-1,3,6-octatriene	HMDB
trans-beta -Ocimene	HMDB
trans-Ocimene	HMDB
(e)-b-Ocimene	Generator
(E)-β-Ocimene	Generator
(3E)-Ocimene	PhytoBank
(E)-3,7-Dimethyl-1,3,6-octatriene	PhytoBank
beta-(E)-Ocimene	PhytoBank
β-(E)-Ocimene	PhytoBank
β-trans-Ocimene	PhytoBank
3,7-Dimethyl-1,3,6-octatriene	PhytoBank
(E)-3,7-Dimethylocta-1,3,6-triene	biospider
(e)-Ocimene	HMDB
(e)-β-ocimene	Generator
β-(E)-Ocimene	biospider
β-trans-Ocimene	biospider
3,7-Dimethyl-1,3e,6-octatriene	ChEBI
E-3,7-Dimethyl-1,3,6-octatriene	biospider
E-beta-Ocimene	biospider
trans-β-ocimene	Generator

Predicted Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	4.3	ALOGPS
logP	3.48	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	3	ChemAxon
Refractivity	49.45 m³·mol⁻¹	ChemAxon
Polarizability	17.22 Å³	ChemAxon
Number of Rings	0	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

(3E)-3,7-dimethylocta-1,3,6-triene

InChI Identifier

InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7-8H,1,6H2,2-4H3/b10-8+

InChI Key

IHPKGUQCSIINRJ-CSKARUKUSA-N

Isomeric SMILES

CC(C)=CC\C=C(/C)C=C

Average Molecular Weight

136.234

Monoisotopic Molecular Weight

136.125200512

Classification

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Branched unsaturated hydrocarbon
Alkatriene
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Acyclic olefin
Hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monoterpene (CHEBI:64280 )
Acyclic monoterpenoids (C09873 )
Linear monoterpenes (C09873 )
Acyclic monoterpenoids (LMPR0102010021 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Glycine max

Biological location:

Cell and elements:

Extracellular

Subcellular:

Biofluid and excreta:

Saliva

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

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%	CCD
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	[neutral]?max232 (?27600) ( EtOH)	CCD
Density	Not Available
Refractive Index	n 20D 1.4893	CCD

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0006-9100000000-c9534182c6423a8162dc	2015-03-01	View Spectrum
GC-MS	trans-beta-Ocimene, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-3e1ffc9c9e0b47e1d6dd	Spectrum
Predicted GC-MS	trans-beta-Ocimene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-052f-9200000000-ee73cf7342b73141f4b2	Spectrum
Predicted GC-MS	trans-beta-Ocimene, 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-4900000000-2eaaf884de00c6502b64	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f80-9400000000-4cc164b437465a5878ea	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-7a6775225dd2fcad42fc	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-0149d94bf066009726a1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1900000000-6c29dab24724f8b32ece	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gb9-9600000000-6b5f470455096efc86c3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-1900000000-83e72aa15e384587ebd8	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1900000000-63f5dc5fee3a530dc16f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9000000000-cc6cf03fdb8fe15d9ed0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-9000000000-3629c08e44aaa74c273c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-9000000000-6dbcb07de1e825e783ab	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fvi-9000000000-a9f21d2f141933dc84a1	2021-09-24	View Spectrum

NMR

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

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB30089

CRC / DFC (Dictionary of Food Compounds) ID

JVH11-W:JVH12-X

EAFUS ID

Not Available

Dr. Duke ID

(E)-BETA-OCIMENE|TRANS-BETA-OCIMENE|TRANS-OCIMENE

BIGG ID

Not Available

KNApSAcK ID

C00000862

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

3779-61-1

GoodScent ID

rw1423741

SuperScent ID

Not Available

Wikipedia ID

Ocimene

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Knapsack: C00034989

Old DFC IDS

JVH12-X:JVH12-X

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
sweet	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 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herb	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
herbal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.