Basic information
- CAS
495-62-5- Standard SMILES
CC(C)=CCCC(C)=C1CC=C(C)CC1- InChIKey
XBGUIVFBMBVUEG-UHFFFAOYSA-N- Molecular formula
- C15H24
- Average molar mass
- 204.35 g/mol
- Monoisotopic mass
- 204.18780077
Overview
gamma-bisabolene has been reported in Curcuma kwangsiensis, Juniperus rigida, and other organisms with data available.
Names & identifiers
- Preferred name
- gamma-Bisabolene
- IUPAC
- 1-methyl-4-(6-methylhept-5-en-2-ylidene)cyclohexene
- English name
- Bisabolene
- Molecular formula
- C15H24
- Molecular weight
- 204.35
Names & synonyms
Bisabolene495-62-5CYCLOHEXENE, 4-(1,5-DIMETHYL-4-HEXENYLIDENE)-1-METHYL-1-methyl-4-(6-methylhept-5-en-2-ylidene)cyclohexeneCHEBI:49237Cyclohexene, 4-(1,5-dimethyl-4-hexen-1-ylidene)-1-methyl-E6941S3U3QRefChem:1978602-Heptene, 2-methyl-6-(4-methyl-3-cyclohexen-1-ylidene)-CHEBI:49235207-805-81-Methyl-4-(1,5-dimethyl-4-hexenylidene)-1-cyclohexene
Show more names
FEMA 3331γ-Bisabolene (Mixture of Isomers) (Technical Grade)γ-Bisabolene (Mixture of Isomers) (Technical Grade)(Z)-γ-bisabolene(Z)-gamma-bisabolenecis-gamma-bisaboleneBISABOLENE USP/EP/BP
2-Methyl-6-(4-methyl-3-cyclohexen-1-ylidene)-2-heptenegamma-BisaboleneLimene4-(1,5-Dimethyl-4-hexen-1-ylidene)-1-methylcyclohexene1-Methyl-4-(6-methylhept-5-en-2-ylidene)cyclohex-1-enegamma Bisaboleneorb1705442SCHEMBL1305371
Database identifiers
Properties
Computed structural properties
- XLogP
- 4.7
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 3
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 296
Experimental & physicochemical properties
FragrancesFragrance Ingredient (Bisabolene) -> IFRA transparency List
Food AdditivesANTIMICROBIAL AGENT, FLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.850-0.858
Flavoring AgentsEU Flavoring substances
Solubility
Insoluble in water; soluble in oils
Insoluble (in ethanol)
Boiling Point262 °C
Refractive Index1.493-1.497
Physical DescriptionColourless slightly viscous oil; pleasant, warm sweet-spicy-balsamic aroma
Physicochemical properties
- Boiling point
- 155 · 155-157 °C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.2% (3 of 1718) of reports.
Danger
H304 (99.8%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]
P261, P264, P272, P280, P301+P316, P302+P352, P321, P331, P332+P317, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1718 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Cyclohexene, 4-(1,5-dimethyl-4-hexenylidene)-1-methyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Cyclohexene, 4-(1,5-dimethyl-4-hexenylidene)-1-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAsp. Tox. 1 (99.8%)
Safety data
- tsca
- TSCA listed
- rtecs
- GW6060000
- hs_code
- 2902.19.0050
- Toxicity
- Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1974).
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- Hazard statements
- H227
- Precautionary statements
- P280-P370+P378r-P403+P235-P501c
Chemistry & industry
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationCyclohexene, 4-(1,5-dimethyl-4-hexen-1-ylidene)-1-methyl-: ACTIVE
Applications
OccurrenceReported found in bisabol myrrh, bergamot oil and essential oils of Orthodon asaroniferum, O. methylisoeugenoliferum, O. tenuicaule, Citrus medica var. acida (C. aurantifolia), Cinnomomum kanahirai; Citrus limonia form California; Illicium verum; French lavender (Lavendula vera). Also found in ginger and carrot.
UsesIt finds use in artificial oil of bergamot, myrrh and lemon, and is an excellent fixative for neroli bases. It performs well in soap and acts as a stable fixative.
Usesγ-Bisabolene (Mixture of Isomers), is a sesquiterpene and can be extracted fromoregano and other aromatic plants. It may be a potential anticancer agent that can induce apoptosis in A549 cancer cell line.
Preparation methods
PreparationReported isolated from bisabol myrrh; also from nerolidol by dehydration (γ-form).
Suppliers57 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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