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(-)-trans-Caryophyllene - ≥98%, high purity , CAS No.87-44-5

    Grade & Purity:
  • ≥98%
In stock
Item Number
T334030
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T334030-1ml
1ml
4
$9.90
T334030-5ml
5ml
5
$14.90
T334030-25ml
25ml
4
$19.90
T334030-100ml
100ml
5
$29.90
T334030-500ml
500ml
1
$39.90

a phytochemical compound that is a constituent of many essential oils

Basic Description

Synonyms (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene | (-)-E-Caryophyllene | .beta.-Caryophyllen | 1-CARYOPHYLLENE | CHEBI:10357 | FEMA No. 2252 | MFCD00075925 | (E)-Caryophyllene | P198906 | BETA-CARYOPHYLLENE [INCI]
Specifications & Purity ≥98%
Storage Temp Room temperature
Shipped In Normal
Product Description

(-)-trans-Caryophyllene, a sesquiterpene, is the major constituent in the essential oil of Mentha longifolia and Commiphora gileadensis. It shows anti-inflammatory, local anaesthetic and antifungal properties. (-)-trans-Caryophyllene also shows potent cytotoxic activity. 

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Sesquiterpenoids
Intermediate Tree Nodes Not available
Direct Parent Sesquiterpenoids
Alternative Parents Polycyclic hydrocarbons  Branched unsaturated hydrocarbons  Cyclic olefins  Unsaturated aliphatic hydrocarbons  
Molecular Framework Aliphatic homopolycyclic compounds
Substituents Caryophyllane sesquiterpenoid - Sesquiterpenoid - Branched unsaturated hydrocarbon - Polycyclic hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homopolycyclic compound
Description This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
External Descriptors Caryophyllane sesquiterpenoids

Associated Targets(Human)

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CNR2 Tchem Cannabinoid CB2 receptor (16942 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cutibacterium acnes (887 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Meloidogyne incognita (862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Tetranychus urticae (2600 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
LLC-MK2 (227 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
dengue virus type 2 (2400 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ileum (29 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Pubchem Sid 488195238
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/488195238
IUPAC Name (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
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
InChIKey NPNUFJAVOOONJE-GFUGXAQUSA-N
Smiles CC1=CCCC(=C)C2CC(C2CC1)(C)C
Isomeric SMILES C/C/1=C\CCC(=C)[C@H]2CC([C@@H]2CC1)(C)C
WGK Germany 1
RTECS DT8400000
Molecular Weight 204.35
Beilstein 2044564

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

27 results found

Lot Number Certificate Type Date Item
D2521449 Certificate of Analysis Apr 10, 2025 T334030
D2521450 Certificate of Analysis Apr 10, 2025 T334030
D2521452 Certificate of Analysis Apr 10, 2025 T334030
C2214054 Certificate of Analysis Dec 20, 2024 T334030
C2214072 Certificate of Analysis Dec 11, 2024 T334030
H2416337 Certificate of Analysis Aug 03, 2024 T334030
H2416339 Certificate of Analysis Aug 03, 2024 T334030
H2416340 Certificate of Analysis Aug 03, 2024 T334030
H2416341 Certificate of Analysis Aug 03, 2024 T334030
K2229693 Certificate of Analysis Feb 16, 2022 T334030
G2417069 Certificate of Analysis Feb 16, 2022 T334030
K2229692 Certificate of Analysis Feb 16, 2022 T334030
F2330074 Certificate of Analysis Feb 16, 2022 T334030
C2331039 Certificate of Analysis Feb 16, 2022 T334030
C2214063 Certificate of Analysis Feb 16, 2022 T334030
K2229686 Certificate of Analysis Feb 16, 2022 T334030
C2214071 Certificate of Analysis Feb 16, 2022 T334030
C2214084 Certificate of Analysis Feb 16, 2022 T334030
C2214085 Certificate of Analysis Feb 16, 2022 T334030
I2322131 Certificate of Analysis Feb 16, 2022 T334030
B2315551 Certificate of Analysis Feb 16, 2022 T334030
B2315499 Certificate of Analysis Feb 16, 2022 T334030
B2315493 Certificate of Analysis Feb 16, 2022 T334030
C2422074 Certificate of Analysis Feb 16, 2022 T334030
L2327023 Certificate of Analysis Feb 16, 2022 T334030
F2427046 Certificate of Analysis Feb 16, 2022 T334030
H2304156 Certificate of Analysis Feb 16, 2022 T334030

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Chemical and Physical Properties

Solubility Soluble in ether, chloroform, alcohol, and ethyl acetate. Insoluble in water.
Refractive Index n20D1.50
Specific Rotation[α] -9.2°
Flash Point(°C) 97 °C
Boil Point(°C) 262-264° C
Molecular Weight 204.350 g/mol
XLogP3 4.400
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 0
Rotatable Bond Count 0
Exact Mass 204.188 Da
Monoisotopic Mass 204.188 Da
Topological Polar Surface Area 0.000 Ų
Heavy Atom Count 15
Formal Charge 0
Complexity 293.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 2
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 1
Covalently-Bonded Unit Count 1

Citations of This Product

1. Wen Zhang, Xu-Dong Wang, Xiao-Han Zhang, Rui Feng, Jun-Long Wang, Wei-Bao Kong, Ji Zhang, Jun-Yu Liang.  (2023)  Biological activities of Elsholtzia stauntoni essential oil and its major constituents against Tribolium castaneum larvae and Lasioderma serricorne adults.  Journal of Essential Oil Bearing Plants,     
2. Jiang Zheng, Zhou Peina, Shao Yongfang, Zhang Qianqian, Yue Wei, Qu Cheng, Wu Qinan.  (2023)  Applying quantitative spatial phenotypes analysis to the investigation of peltate glandular trichomes development pattern in Perilla frutescens.  Plant Methods,  19  (1): (1-17). 
3. Surui Lu, Hong Deng, Chenyao Zhou, Zhengda Du, Xuena Guo, Yanfei Cheng, Xiuping He.  (2023)  Enhancement of β-Caryophyllene Biosynthesis in Saccharomyces cerevisiae via Synergistic Evolution of β-Caryophyllene Synthase and Engineering the Chassis.  ACS Synthetic Biology,  12  (6): (1696–1707). 
4. Jianjun Cheng, Qinghua Chen, Qianshuang Guo, Yongjun Du.  (2022)  Moth sex pheromones affect interspecific competition among sympatric species and possibly population distribution by modulating pre-mating behavior.  Insect Science,  30  (2): (501-516). 
5. Ruijia Liu, Nan Qi, Jie Sun, Haitao Chen, Ning Zhang, Baoguo Sun.  (2022)  Effects of Frying Conditions on Volatile Composition and Odor Characteristics of Fried Pepper (Zanthoxylum bungeanum Maxim.) Oil.  Foods,  11  (11): (1661). 
6. Yuanpeng Hao, Jiamu Kang, Rui Yang, Hui Li, Hongxia Cui, Hongtong Bai, Andrey Tsitsilin, Jingyi Li, Lei Shi.  (2022)  Multidimensional exploration of essential oils generated via eight oregano cultivars: Compositions, chemodiversities, and antibacterial capacities.  FOOD CHEMISTRY,  374  (131629). 
7. Kai Hong, Zhenzhen Xu, Limin Wang, Agbaka Johnpaul, Yongqiang Cheng, Chenyan Lv, Changwei Ma.  (2022)  Varietal differences in the phytochemical components’ accumulation and aroma profile of three Humulus lupulus cultivars.  FOOD CONTROL,  132  (108499). 
8. Hao Dong, Jiapeng He, Kaijun Xiao, Chao Li.  (2019)  Temperature-sensitive polyurethane (TSPU) film incorporated with carvacrol and cinnamyl aldehyde: antimicrobial activity, sustained release kinetics and potential use as food packaging for Cantonese-style moon cake.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  55  (1): (293-302). 
9. Ping Chen, Bing Liu, Xin Liu, Jihong Fu.  (2019)  Ultrasound-assisted extraction and dispersive liquid–liquid microextraction coupled with gas chromatography-mass spectrometry for the sensitive determination of essential oil components in lavender.  Analytical Methods,  11  (11): (1541-1550). 
10. Tian Bao-liang, Liu Qi-Zhi, Liu Zhi-Long, Li Peng, Wang Jie-Wen.  (2015)  Insecticidal Potential of Clove Essential Oil and Its Constituents on Cacopsylla chinensis (Hemiptera: Psyllidae) in Laboratory and Field.  JOURNAL OF ECONOMIC ENTOMOLOGY,  108  (3): (957-961). 
11. Huijuan Zhang,Jiefen Cui,Guifang Tian,Christina DiMarco-Crook,Wei Gao,Chengying Zhao,Genyuan Li,Yunhe Lian,Hang Xiao,Jinkai Zheng.  (2019-04-09)  Efficiency of four different dietary preparation methods in extracting functional compounds from dried tangerine peel..  Food chemistry,  289  (340-350). 
12. Xiaoming Zeng, Hao He, Liejiang Yuan, Haizhi Wu, Cong Zhou.  (2024)  Determination of 24 Trace Aromatic Substances in Rosemary Hydrosol by Dispersed Liquid–Liquid Microextraction–Gas Chromatography.  Processes,  12  (3): (498). 
13. Haoran Pei, Gang Xie, Xiang Yao, Shenghui Wang, Jin Yan, Liangying Dai, Yunsheng Wang.  (2024)  Exploring the binding affinity and characteristics of DcitOBP9 in citrus psyllids.  GENE,  923  (148551). 
14. Yuwen Chen, Zhishuang Zhu, Weikai Yang, Yu Zhang, Jiawei Yang, Liulian Huang, Huichao Hu, Jianguo Li, Lihui Chen.  (2024)  Investigating the emission of volatile organic compound from Cinnamomum camphora.  INDUSTRIAL CROPS AND PRODUCTS,  219  (119134). 
15. Suqi Liu, Linjiang Pang, Xiaowei Wu, Shihao Chen, Mingyi Yang, Jiyu Cheng, Guoquan Lu, Zhenhe Wang, Wei Chen, Yuge Guan, Xinghua Lu.  (2024)  Non-destructive detection of trans-caryophyllene in early sweetpotato black spot disease using a QCM gas sensor based on modified CAU-1@ZIF-8 composite.  MICROCHEMICAL JOURNAL,  202  (110782). 

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