(-)-Caryophyllene
Also known as beta-Caryophyllene, Caryophyllene, (-)-trans-Caryophyllene
Key facts
What buyers check first
- Physical form
- Liquid
- Boiling point
- 128.9 to 130
- Density
- 0.9075 at 68 °F - Less dense than water, will float
- Flash point
- 101.1 °C
- Solubility
- Less than 1 mg/mL at 70 °F
- HS code
- 290219
- Category
- Analgesics and anti-inflammatories

What is (-)-Caryophyllene?
Plain description, key identifiers and synonyms
(-)-beta-caryophyllene is a beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves. It has a role as an insect attractant, a metabolite, a non-steroidal anti-inflammatory drug and a fragrance. It is an enantiomer of a (+)-beta-caryophyllene.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
- CAS number
- 87-44-5 CAS number cross-checked
- EC number
- 201-746-1
- Molecular formula
- C15H24
- UNII
- BHW853AU9H
- MDL number
- MFCD00075925
- INCI name
- BETA-CARYOPHYLLENE
- InChIKey
- NPNUFJAVOOONJE-GFUGXAQUSA-N
- InChI
- InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1
- Canonical SMILES
- C=C1CCC=C(C)CCC2C1CC2(C)C
- Isomeric SMILES
- C/C/1=C\CCC(=C)[C@H]2CC([C@@H]2CC1)(C)C
Synonyms
- beta-Caryophyllene
- Caryophyllene
- (-)-trans-Caryophyllene
- L-Caryophyllene
- trans-beta-caryophyllene
- beta-Caryophyllen
- (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
- (-)-E-Caryophyllene
- 8-Methylene-4,11,11-(trimethyl)bicyclo(7.2.0)undec-4-ene
- Bicyclo(7.2.0)undec-4-ene, 8-methylene-4,11,11-trimethyl-, (E)-(1R,9S)-(-)-
- 8-Methylene-4,11,11-(trimethyl)bicyclo[7.2.0]undec-4-ene
- (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo(7.2.0)undec-4-ene
- Bicyclo(7.2.0)undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-
- Bicyclo[7.2.0]undec-4-ene, 8-methylene-4,11,11-trimethyl-, (E)-(1R,9S)-(-)-
- (1R,9S)-4,11,11-trimethyl-8-methylidenebicyclo(7.2.0)undec-4-ene
- trans-Caryophyllene
- (-)-beta-caryophyllene
- (E)-Caryophyllene
- (E)-beta-caryophyllene
- (-)-(E)-Caryophyllene
- b-caryophyllene
- cariofileno
- Beta-Caryophylene
- (E)-beta-caryophylene
- 1-Caryophyllene
Show all 35 synonymsShow fewer synonyms
- beta-(E)-Caryophyllene
- (1R,9S,E)-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene
- Cannabinoid
- E-Caryophyllene
- g-Caryophyllene
- ss-Caryophyllene
- clove terpenes
- (1S,9R)-6,10,10-trimethyl-2-methylenebicyclo[7.2.0]undec-5-ene
- (1R,4E,9S)-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]undec-4-ene
- trans-(1R,9S)-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Physical form | Liquidexp.Measured value |
|---|---|
| Boiling point | 128.9 to 130exp.Measured value |
| Density | 0.9075 at 68 °F - Less dense than water, will floatexp.Measured value |
| Flash point | 101.1 °Cexp.Measured value |
| Solubility | Less than 1 mg/mL at 70 °Fexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 204.36 g/molcalc.Computed value |
|---|---|
| Exact mass | 204.1878 Dacalc.Computed value |
| LogP (octanol/water) | 4.73calc.Computed value |
| Topological polar surface area | 0 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 0calc.Computed value |
| Rotatable bonds | 0calc.Computed value |
| Heavy atoms | 15calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.73calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 2calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H304May be fatal if swallowed and enters airways.
- H317May cause an allergic skin reaction.
Precautionary statements (11)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P331Do not induce vomiting.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aid(-)-Caryophyllene suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, KochiUnclaimed profileBeta CaryophylleneGrade, purity and minimum order on requestPrice on request
- United States, New AlbanyUnclaimed profilebeta-CaryophylleneGrade, purity and minimum order on requestPrice on request
- Japan, Kobe ManufacturerUnclaimed profile(-)-CaryophylleneGrade, purity and minimum order on requestPrice on request
- Italy, Belpasso ManufacturerUnclaimed profile(-)-CaryophylleneGrade, purity and minimum order on requestPrice on request
- Switzerland, VouvryUnclaimed profile(-)-CaryophylleneGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profile(-)-CaryophylleneGrade, purity and minimum order on requestPrice on request
- ManufacturerUnclaimed profileBeta-CaryophylleneGrade, purity and minimum order on requestPrice on request
- India, DelhiUnclaimed profileBeta CaryophylleneGrade, purity and minimum order on requestPrice on request
- Poland, Puławy ManufacturerUnclaimed profileBeta-CaryophylleneGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileβ-CaryophylleneGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
58 suppliers in 17 countries
- United States18
- China13
- India11
- Japan2
- Switzerland1
- Czech Republic1
- and 11 more countries
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(-)-Caryophyllene price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industrial uses: Fragrance.
Consumer uses: Fragrance.
Industries and functions
Cosmetic ingredient, INCI name BETA-CARYOPHYLLENE(fragrance, skin conditioning, perfuming)
Pharmacological actions
- Anti-Inflammatory Agents, Non-Steroidal
Roles
- anti-inflammatory agent
- anti-inflammatory drug
- antirheumatic drug
- fragrance
- insect attractant
- metabolite
- non-steroidal anti-inflammatory drug
- pharmaceutical
Functional uses
- Deodorizer
- Dye
- Flavouring and nutrient
- Fragrance
- Softener and conditioner
Cosmetic functions
- Fragrance
- Perfuming
- Skin conditioning
Pharmacology
Cannabinoid is any compound capable of activating the cannabinoid receptor CB1 and/or CB2. Cannabinoids include phytocannabinoids, endocannabinoids and (semi-)synthetic cannabinoids. They exert a wide variety of biological activities including anti-inflammatory, anti-emetic, anticonvulsant, antiglaucoma, analgesic and neuroprotective effects, while some exert psychoactive effects, including euphoria.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU cosmetic ingredient inventory
- EU Cosmetics Regulation Annex III, restricted in cosmeticsName: Beta- Caryophyllene, Ref no: 332, Annex ref: III/332
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code (-)-Caryophyllene is traded under.
Cyclanes, cyclenes and cycloterpenes, other
- China23.4%
- United States20.6%
- Germany13.6%
- India * partner reported9.9%
- United States9.8%
- South Korea9.5%
* Partner reported figures, a lower bound.
The HS code shown for (-)-Caryophyllene is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about (-)-Caryophyllene, based on the data on this page
What is (-)-Caryophyllene?
What is the CAS number of (-)-Caryophyllene?
What is the molecular formula and weight of (-)-Caryophyllene?
What is (-)-Caryophyllene used for?
Is (-)-Caryophyllene hazardous?
What is the HS code of (-)-Caryophyllene?
Where can I buy (-)-Caryophyllene?
Where can I buy (-)-Caryophyllene in India?
What is the price of (-)-Caryophyllene?
Guides for buyers
Practical guides that help when you source, ship or handle (-)-Caryophyllene
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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