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(-)-Caryophyllene chemical structure, C15H24, CAS 87-44-5
2D chemical structure

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
Illustrative photo, a closed 1000 litre IBC tote in a warehouse
Typical packagingIllustrative packaging image, not the actual product

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 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.
Boiling point
128.9 to 130exp.
Density
0.9075 at 68 °F - Less dense than water, will floatexp.
Flash point
101.1 °Cexp.
Solubility
Less than 1 mg/mL at 70 °Fexp.

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.
Exact mass
204.1878 Dacalc.
LogP (octanol/water)
4.73calc.
Topological polar surface area
0 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
0calc.
Rotatable bonds
0calc.
Heavy atoms
15calc.
Rings
2calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.73calc.
Formal charge
0calc.
Stereocentres
2calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C=C1CCC=CCCC2CCC12

C=C1CCC=CCCC2CCC12

2 rings, 12 atoms.

19 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard

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

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Where suppliers are based

58 suppliers in 17 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.

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 cosmetics
    Name: 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.

HS 2902.19Indicative HS code

Cyclanes, cyclenes and cycloterpenes, other

World exports in 2024
$979M
+24.3% vs 2023, imports $1B
2019 to 2024
Top exporters
  1. China23.4%
  2. United States20.6%
  3. Germany13.6%
Top importers
  1. India * partner reported9.9%
  2. United States9.8%
  3. South Korea9.5%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

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?

(-)-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.

What is the CAS number of (-)-Caryophyllene?

The CAS registry number of (-)-Caryophyllene is 87-44-5.

What is the molecular formula and weight of (-)-Caryophyllene?

The molecular formula of (-)-Caryophyllene is C15H24 and its molar mass is 204.36 g/mol.

What is (-)-Caryophyllene used for?

Industrial uses: Fragrance. Consumer uses: Fragrance.

Is (-)-Caryophyllene hazardous?

(-)-Caryophyllene carries the GHS signal word "Danger". Main hazards: may be fatal if swallowed and enters airways, may cause an allergic skin reaction. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of (-)-Caryophyllene?

(-)-Caryophyllene is usually classified under HS code 290219 (Cyclanes, cyclenes and cycloterpenes, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy (-)-Caryophyllene?

CompoundList lists 58 suppliers of (-)-Caryophyllene in United States, China, India, Japan and 13 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy (-)-Caryophyllene in India?

11 suppliers in India list (-)-Caryophyllene on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of (-)-Caryophyllene?

Suppliers quote (-)-Caryophyllene on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle (-)-Caryophyllene

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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