(4Z)-1-Methyl-4-(6-methyl-5-hepten-2-ylidene)cyclohexene (CED0171993)

Record Information

Version

1.0

Creation Date

2026-03-31 21:34:12 UTC

Update Date

2026-04-16 22:41:27 UTC

Accession Number

CHEM058057

Identification

Common Name

(4Z)-1-Methyl-4-(6-methyl-5-hepten-2-ylidene)cyclohexene

Class

Small Molecule

Description

(4Z)-1-Methyl-4-(6-methyl-5-hepten-2-ylidene)cyclohexene belongs to the sesquiterpenoids, a subclass of prenol lipids within the organic compounds. This compound has the chemical formula C15H24 and an average molecular weight of 204.36 g/mol. It is classified within the superclass of lipids and lipid-like molecules. The compound is found in or released from six recorded sources. Within the category of food, food processing, and cookware, it is associated with food contact materials, the treatment of hops, and the preparation of wort, wine, or sparkling wine. Additionally, it is found in household cleaning and consumer products, specifically in tobacco product moisture control and tobacco pipes. Recorded exposure routes for this substance include touch, oral, and inhalation.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(Z)-g-Bisabolene	Generator
(Z)-Γ-bisabolene	Generator
gamma-Bisabolene	MeSH
(4Z)-4-(1,5-Dimethyl-4-hexen-1-ylidene)-1-methylcyclohexene	PhytoBank
(Z)-gamma-Bisabolene	PhytoBank
cis-gamma-Bisabolene	PhytoBank
cis-γ-Bisabolene	PhytoBank
4-(1,5-Dimethyl-4-hexen-1-ylidene)-1-methylcyclohexene	PhytoBank
γ-Bisabolene	PhytoBank

Chemical Formula

C₁₅H₂₄

Average Molecular Mass

204.357 g/mol

Monoisotopic Mass

204.188 g/mol

CAS Registry Number

495-62-5;13062-00-5;11003-31-9

IUPAC Name

(4Z)-1-methyl-4-(6-methylhept-5-en-2-ylidene)cyclohex-1-ene

Traditional Name

(Z)-gamma-bisabolene

SMILES

CC(C)=CCC\C(C)=C1\CCC(C)=CC1

InChI Identifier

InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8H,5,7,9-11H2,1-4H3/b15-14+

InChI Key

XBGUIVFBMBVUEG-CCEZHUSRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Bisabolane sesquiterpenoid
Sesquiterpenoid
Branched unsaturated hydrocarbon
Cycloalkene
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

gamma-bisabolene (CHEBI:49238 )
Bisabolane sesquiterpenoids (C16814 )
Bisabolanes (C16814 )
Bisabolane sesquiterpenoids (LMPR0103060004 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.058 g/L	ALOGPS
logP	5.88	ALOGPS
logP	4.78	ChemAxon
logS	-3.6	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	71.09 m³·mol⁻¹	ChemAxon
Polarizability	26.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	Not Available	Not Available	View Spectrum
MS	MS Spectrum	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
6072.0	Log mg/kg	[3400:11000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
490		Personal care & cosmetics	Not Available
494	Food contact materials	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
550	Preparation Of Wort	Food, food processing & cookware	Not Available
553	Treatment Of Hops	Food, food processing & cookware	Not Available
566	Tobacco Pipes	Household cleaning & consumer products	Not Available
568	Tobacco Product Moisture Control	Household cleaning & consumer products	Not Available
578	Making Cigars	Industrial manufacturing & chemical processing	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Prostaglandin E synthase	O14684	Humans	Predicted (SEA)	2055.61
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 2	Q9WUD2	Rattus norvegicus	Predicted (SEA)	138.805
Click to view 3D structure	Lanosterol synthase	P48449	Humans	Predicted (SEA)	61.423
Click to view 3D structure	Squalene epoxidase	A7L861	Sus scrofa	Predicted (SEA)	0.856341
Click to view 3D structure	Protein-S-isoprenylcysteine O-methyltransferase	Q9WVM4	Rattus norvegicus	Predicted (SEA)	1.32344
Click to view 3D structure	Protein-S-isoprenylcysteine O-methyltransferase	P32584	Saccharomyces cerevisiae S288c	Predicted (SEA)	1.40129
Click to view 3D structure	Inhibin alpha chain	P05111	Humans	Predicted (SEA)	5.2159
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	Q6RI86	Rattus norvegicus	Predicted (SEA)	52.3147
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 8	Q8R455	Rattus norvegicus	Predicted (SEA)	23.5883
Click to view 3D structure	Macrophage scavenger receptor types I and II	P21757	Humans	Predicted (SEA)	0.467095
Click to view 3D structure	Squalene synthase ERG9	P29704	Saccharomyces cerevisiae (strain ATCC 204508 / S288c) (Baker's yeast)	Predicted (SEA)	1.94623
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	803.793
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P09917	Humans	Predicted (SEA)	1061.94
Click to view 3D structure	Lanosterol synthase	Q04782	Yeast	Predicted (SEA)	1.79053
Click to view 3D structure	Cannabinoid receptor 2	P34972	Humans	Predicted (SEA)	1916.41
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	1129.13
Click to view 3D structure	Cytochrome P450 2B4	P00178	Oryctolagus cuniculus	Predicted (SEA)	10.6653
Click to view 3D structure	Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	P29703	Saccharomyces cerevisiae S288c	Predicted (SEA)	15.1806
Click to view 3D structure	Phospholipase A2 alpha	P00623	Crotalus adamanteus	Predicted (SEA)	1.32344
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	2542.94
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	O75762	Humans	Predicted (SEA)	513.961
Click to view 3D structure	Prostaglandin G/H synthase 2	P35354	Humans	Predicted (SEA)	2686.5
Click to view 3D structure	Beta-secretase 1	P56817	Humans	Predicted (SEA)	2262.22
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	5091.26
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	5663.76