ChemicalBook > CAS DataBase List > β-Caryophyllene

β-Caryophyllene

Product Name
β-Caryophyllene
CAS No.
87-44-5
Chemical Name
β-Caryophyllene
Synonyms
CARYOPHYLLENE;β-Caryophyllene;TRANS-CARYOPHYLLENE;B-CARYOPHYLLENE;β-caryophyllen;β-caryophyllen;(E)-Caryophyllene;1-caryophyllene;Bicyclo7.2.0undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-;L-Caryophyllene
CBNumber
CB3414149
Molecular Formula
C15H24
Formula Weight
204.35
MOL File
87-44-5.mol
More
Less

β-Caryophyllene Property

Melting point:
<25℃
Boiling point:
129-130 °C/14 mmHg (lit.)
alpha 
D -8 to -9° (chloroform)
Density 
0.901 g/mL at 25 °C (lit.)
vapor pressure 
6Pa at 20℃
refractive index 
n20/D 1.5(lit.)
FEMA 
2252 | BETA-CARYOPHYLLENE
Flash point:
205 °F
storage temp. 
-20°C
solubility 
Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
form 
Liquid
color 
Colourless
Specific Gravity
0.90
Odor
at 100.00 %. sweet woody spice clove dry
Odor Type
spicy
optical activity
[α]23/D 7.5°, neat
Water Solubility 
88μg/L at 20℃
JECFA Number
1324
Merck 
14,1875
BRN 
2044564
Stability:
Light Sensitive
LogP
6.23 at 25℃
CAS DataBase Reference
87-44-5(CAS DataBase Reference)
EPA Substance Registry System
Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)- (87-44-5)
More
Less

Safety

Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
1
RTECS 
DT8400000
HS Code 
29021990
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H304May be fatal if swallowed and enters airways

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P331Do NOT induce vomiting.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W225299
Product name
β-Caryophyllene
Purity
natural, ≥80%, FG
Packaging
SAMPLE-K
Price
$56
Updated
2024/03/01
Sigma-Aldrich
Product number
W225299
Product name
β-Caryophyllene
Purity
natural, ≥80%, FG
Packaging
1KG
Price
$117
Updated
2024/03/01
Sigma-Aldrich
Product number
W225299
Product name
β-Caryophyllene
Purity
natural, ≥80%, FG
Packaging
9KG
Price
$526
Updated
2024/03/01
Sigma-Aldrich
Product number
W225299
Product name
β-Caryophyllene
Purity
natural, ≥80%, FG
Packaging
20KG
Price
$656
Updated
2024/03/01
Sigma-Aldrich
Product number
W225207
Product name
β-Caryophyllene
Purity
≥80%, FCC, FG
Packaging
1kg
Price
$79.8
Updated
2024/03/01
More
Less

β-Caryophyllene Chemical Properties,Usage,Production

Description

β-Caryophyllene is a sesquiterpene that has been found in plants, including C. sativa, C. indica, and hemp, and has diverse biological activities, including lipid metabolic, antioxidant, anti-neuroinflammatory, anti-proliferative, and antinociceptive properties.

Chemical Properties

β-Caryophyllene has a woody-spicy, dry, clove-like aroma.

Occurrence

Three isomers (α-, β-, and γ-caryophyllene) are found in nature. The β-isomer is the most frequently encountered and most abundant. This sesquiterpene hydrocarbon occurs naturally in approximately 60 essential oils, mainly in that of cloves, from which it was originally isolated. The chemical structure has been thoroughly studied; other studies have been conducted on the isolation and the dipolar moment, as well as on its oxide. Reported found in lime peel oil, lemon, grapefruit, guava fruit, raspberry, black currant, carrot, celery seed, cinnamon bark, anise, nutmeg, cumin seed, ginger, pepper, peppermint oil, mace, laurel and caraway herb.

Uses

β-Caryophyllene is notable for having a cyclobutane ring, a rarity in nature. β-Caryophyllene is one of the chemical compounds that contributes to the spiciness of black pepper. β-Caryophyllene was shown to selectively bind to the cannabinoid receptor type-2 (CB2) and to exert significant cannabimimetic antiinflammatory effects in mice.

Definition

ChEBI: 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 <greek beta-caryophyllene, occurring in many essential oils, particularly oil of cloves.

Preparation

Isolated from oil of clove stems and separated from eugenol by treating the oil with 7% sodium carbonate solution, extracting with ether, repeating the carbonate treatment on the concentrated extracts, and finally steam distilling.

Aroma threshold values

Detection at 64 to 90 ppb

Taste threshold values

Taste characteristics at 50 ppm: spicy, pepper-like, woody, camphoraceous with a citrus background.

Synthesis Reference(s)

Journal of the American Chemical Society, 86, p. 485, 1964 DOI: 10.1021/ja01057a040

Air & Water Reactions

Insoluble in water.

Reactivity Profile

The unsaturated aliphatic hydrocarbons, such as BETA-CARYOPHYLLENE, are generally much more reactive than the alkanes. Strong oxidizers may react vigorously with them. Reducing agents can react exothermically to release gaseous hydrogen. In the presence of various catalysts (such as acids) or initiators, compounds in this class can undergo very exothermic addition polymerization reactions.

Health effects

β-caryophyllene has shown anti-inflammatory activity via decreasing TLR-4, IL-1?, and  TNF-α levels. It attenuated oxidative stress by restoring antioxidant enzymes and repressing lipid peroxidation as well as GSH  depletion.

Fire Hazard

BETA-CARYOPHYLLENE is combustible.

Safety Profile

A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Carcinogenicity

Caryophyllene showed significant activity as an inducer of the detoxifying enzyme glutathione S-transferase in the mouse liver and small intestine. The ability of natural anticarcinogens to induce detoxifying enzymes has been found to correlate with their activity in the inhibition of chemical carcinogenesis (253a).

β-Caryophyllene Preparation Products And Raw materials

Raw materials

CLOVE STEM OIL Cassia Aurantium P.E Catechins 8% HPLC EUGENIA CARYOPHYLLUS (CLOVE) LEAF OIL

Preparation Products

More
Less

β-Caryophyllene Suppliers

Americas 1 Australia 1 Brazil 2 Canada 2 China 287 Czech Republic 1 Europe 1 France 2 Germany 6 India 28 Indonesia 1 Ireland 1 Japan 7 Singapore 2 South Africa 1 Spain 2 Switzerland 2 United Kingdom 9 United States 47 Global 403
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
Standardpharm Co. Ltd.
Tel
86-714-3992388
Email
overseasales1@yongstandards.com
Country
United States
ProdList
14332
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
Fleurchem Inc.,
Tel
--
Fax
--
Country
United States
ProdList
119
Advantage
58
Advanced Biotech - ABT
Tel
--
Fax
--
Country
United States
ProdList
260
Advantage
58
Lluch Essence S.L.
Tel
--
Fax
--
Email
web@lluche.com
Country
United States
ProdList
2352
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
Auro Chemicals
Tel
--
Fax
--
Email
customerservice@aurochemicals.com
Country
United States
ProdList
246
Advantage
58
Prodasynth
Tel
--
Fax
--
Email
info@prodasynth.com
Country
United States
ProdList
423
Advantage
58
Augustus Oils Ltd
Tel
--
Fax
--
Email
essentials@augustus-oils.ltd.uk
Country
United States
ProdList
1404
Advantage
58
Citrus and Allied Essences Ltd.
Tel
--
Fax
--
Email
galloca@citrusandallied.com
Country
United States
ProdList
90
Advantage
58
TCI America, Inc. (Tokyo Chemical Industry Co., Ltd.)
Tel
--
Fax
--
Email
.Crew@tcichemicals.com
Country
United States
ProdList
3164
Advantage
58
Purisys, LLC (part of Noramco, Inc.)
Tel
--
Fax
--
Email
info@purisys.com
Country
United States
ProdList
10
Advantage
58
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
Research Plus Inc.
Tel
--
Fax
--
Country
United States
ProdList
35
Advantage
58
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Spectrum Chemical Mfg. Corp.
Tel
--
Fax
--
Email
marketing@spectrumchemical.com
Country
United States
ProdList
3113
Advantage
60
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
Penta Manufacturing Company
Tel
--
Fax
--
Email
sales@pentamfg.com
Country
United States
ProdList
5076
Advantage
65
SRS Aromatics Ltd
Tel
--
Fax
--
Email
info@srsaromatics.co.uk
Country
United States
ProdList
2315
Advantage
46
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
Sciencelab.com, Inc.
Tel
--
Fax
--
Email
accounting@sciencelab.com
Country
United States
ProdList
4159
Advantage
82
Research Plus, Inc.
Tel
--
Fax
--
Email
respls@aol.com
Country
United States
ProdList
3674
Advantage
51
Aagile Labs Division of Tyger Scientific
Tel
--
Fax
--
Email
tygersci@yahoo.com
Country
United States
ProdList
6568
Advantage
68
ASDI Incorporated
Tel
--
Fax
--
Email
customerservice@asdi.net
Country
United States
ProdList
6922
Advantage
67
ChromaDex
Tel
--
Fax
--
Email
sales@chromadex.com
Country
United States
ProdList
2501
Advantage
76
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
TimTec Corporation
Tel
--
Fax
--
Email
info@timtec.net
Country
United States
ProdList
6891
Advantage
68
Givaudan-Roure
Tel
--
Fax
--
Country
United States
ProdList
412
Advantage
81
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
More
Less

View Lastest Price from β-Caryophyllene manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Beta-Caryophyllene 87-44-5
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-15
Hebei Weibang Biotechnology Co., Ltd
Product
BETA-CARYOPHYLLENE 87-44-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30
Hebei Yanxi Chemical Co., Ltd.
Product
BETA-CARYOPHYLLENE 87-44-5
Price
US $30.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20
Release date
2023-09-05

87-44-5, β-CaryophylleneRelated Search:

NOOTKATONE(SG) DIHYDRO CUMINYL ALCOHOL Ethanol Terpineol CARYOPHYLLENE ALCOHOL ACETATE,CARYOPHYLLENE ACETATE,ACETYL CARYOPHYLLENE Clove oil P-CARYOPHYLLENE Caryophyllene, acetylated CARYOPHYLLENE ALCOHOL,beta-caryophyllene alcohol,beta-caryophyllene alcohol ALPHA-CARYOPHYLLENE CARYOPHYLLENE OXIDE BETA-CARYOPHYLLENE,BETA-CARYOPHYLLENE,(Z)-beta-caryophyllene,(Z)-beta-caryophyllene β-Caryophyllene CARYOPHYLLENE OXIDE(RG) Caryophyllene monoepoxide gamma-caryophyllene Caryophyllene 4,5-epoxide EPSILON-CARYOPHYLLENE Beta-Caryophyllene

  • β-caryophyllen
  • 1-caryophyllene
  • 2-Methylene-6,10,10-trimethyl bicyclo[7.2.0]undec-5-ene
  • BetaCarryophellene
  • β-caryophyllene,[1R-(1R,4E,9S)]-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]undec-4-ene,(E)-caryophyllene
  • Bicyclo7.2.0undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-
  • CARYOPHYLLENE, (-)-trans-(SG)
  • HUMULENE, alpha-(SG)
  • 8-METHYLENE-4,11,11-TRIMETHYLBICYCLO-UNDEC-4-ENE
  • CAROPHYLENE
  • BETA-CARYPOPHYLLENE
  • CARYOPHYLLEN BETA NATUERLICH
  • NATURAL β-CARYOPHYLLENE
  • B-CARYOPHYLLENE, NATURAL
  • β-Caryophyllene, trans-(1R,9S)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene
  • (-)-trans-Caryophyllene, trans-(1R,9S)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene
  • 8-METHYLENE-4,11,11-TRIMETHYLBICYCLO[7.2.0]UNDEC-4-ENE FCC
  • (-)-TRANS-CARYOPHYLLENE WITH GC
  • BETA-CARYOPHYLLENE 80+% FCC
  • Eugenol Impurity 1（Eugenol EP Impurity A）
  • Soluble Caryophyllene, Liposomal Caryophyllene, Caryophyllene NanoEmulsion
  • (1R,9S)-8-METHYLEN-4,11,11-TRIMETHYL-BICYCLO[7.2.0]UNDEC-4-ENE
  • 8-METHYLENE-4,11,11-TRIMETHYLBICYCLO[7.2.0]UNDEC-4-ENE
  • B-CARYOPHYLLENE
  • BETA-CARYOPHYLLEN
  • BETA-CARYOPHYLLENE
  • CARYOPHYLLENE, (-)-TRANS-
  • CARYOPHYLLENE NATURAL
  • CARYOPHYLLENE
  • FEMA 2252
  • TRANS-(1R,9S)-8-METHYLENE-4,11,11-TRIMETHYLBICYCLO[7.2.0]UNDEC-4-ENE
  • (-) TRANS CARYOPHYLLEN
  • (-)-TRANS-CARYOPHYLLENE
  • TRANS-CARYOPHYLLENE
  • (-)-E-caryophyllene
  • (E)-beta-Caryophylene
  • (E)-Caryophyllene
  • [1R-(1R*,4E,9S*)]-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]-4-undecene
  • [1R-(1R*,4E,9S*)]-8-methylene-4,11,11-trimethylbicyclo[7.2.0]-4-undecane
  • 4,11,11-trimethyl-8-methylene-,(1r-(1r*,4e,9s*))-bicyclo(7.2.0)undec-4-en
  • 4,11,11-trimethyl-8-methylene-,[1R-(1R*,4E,9S*)]-Bicyclo[7.2.0]undec-4-ene
  • 8-methylene-4,11,11-trimethyl-,(e)-(1r,9s)-(-)-bicyclo(7.2.0)undec-4-en
  • beta-(E)-Caryophyllene
  • beta-cariofillene
  • beta-trans-caryophyllene
  • Bicyclo(7.2.0)undec-4-ene, 8-methylene-4,11,11-trimethyl-, (E)-(1R,9S)-(-)-
  • Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (E)-(1R,9S)-(-)-
  • Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, [1R-(1R*,4E,9S*)]-
  • bicyclo[7.2.0]undec-4-ene,4,11,11-trimethyl-8-methylene-,(E)-(1R,9S)-(-)-
  • Caryophyllene (E)
  • CARYOPHYLLENE ,alpha + beta MIXT.
  • E-beta-caryophyllene
  • L-Caryophyllene
  • t-.beta.-caryophyllene
  • trans-beta-caryophyllene
  • beta-Caryophyllene solution
  • Eugenol EP Impurity A
  • (1R,4E,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene