(-)-trans-Caryophyllene - 10mM in DMSO , CAS No.87-44-5

CAS: 87-44-5 Cat. No.: T426611 Peso molecular: 204.35 Beilstein Registry Number: 2044564 Número EC: 201-746-1
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
(?)-trans-Caryophyllene | (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 [IN
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
T426611-1ml
1

58,90US$

69,90US$
Guardar 11,00 US$ (15.74%)
Enter a quantity for the sizes you want to add.
🧪

Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 26 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

(-)-trans-Caryophyllene is a phytochemical compound that is a constituent of many essential oils.

Specifications

Sinónimos
(?)-trans-Caryophyllene | (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 [IN
Especificaciones y pureza
10mM in DMSO
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Tipo de acción
AGONIST
Nombres e identificadores
Sonrisas canónicasCC1=CCCC(=C)C2CC(C2CC1)(C)C
IUPAC Name(1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
InChIKeyNPNUFJAVOOONJE-GFUGXAQUSA-N
INCHI1S/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
Isómeros SMILES C/C/1=C\CCC(=C)[C@H]2CC([C@@H]2CC1)(C)C
WGK Alemania 1
RTECS DT8400000
Peso molecular 204.35
Beilstein 2044564

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClasePrenol lipids
SubclassSesquiterpenoids
Intermediate Tree Nodes Not available
Direct ParentSesquiterpenoids
Alternative Parents Polycyclic hydrocarbons  Branched unsaturated hydrocarbons  Cyclic olefins  Unsaturated aliphatic hydrocarbons  
Molecular FrameworkAliphatic homopolycyclic compounds
Substituents Caryophyllane sesquiterpenoid - Sesquiterpenoid - Branched unsaturated hydrocarbon - Polycyclic hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homopolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
External Descriptors Caryophyllane sesquiterpenoids
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CNR2 Tchem Cannabinoid CB2 receptor (16942 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cutibacterium acnes (887 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Meloidogyne incognita (862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Tetranychus urticae (2600 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LLC-MK2 (227 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
dengue virus type 2 (2400 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ileum (29 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Índice de refracciónn20D1.50
Rotación específica [α]-9.2°
Punto de inflamación (°C)97 °C
Punto de ebullición (°C)262-264° C
Peso molecular204.350 g/mol
XLogP34.400
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count0
Exact Mass204.188 Da
Monoisotopic Mass204.188 Da
Topological Polar Surface Area0.000 Ų
Heavy Atom Count15
Formal Charge0
Complexity293.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
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,      [PMID:] [10.1080/0972060X.2023.2273262]
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).  [PMID:37626389] [10.1186/s13007-023-01072-4]
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,      [PMID:37224386] [10.1021/acssynbio.3c00024]
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).  [PMID:35900899] [10.1111/1744-7917.13099]
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).  [PMID:35681412] [10.3390/foods11111661]
6. Yuanpeng Hao, Jiamu Kang, Rui Yang, Hui Li, Hongxia Cui, Hongtong Bai, Andrey Tsitsilin, Jingyi Li, Lei Shi.  (2021)  Multidimensional exploration of essential oils generated via eight oregano cultivars: Compositions, chemodiversities, and antibacterial capacities.  FOOD CHEMISTRY,      [PMID:34865929] [10.1016/j.foodchem.2021.131629]
7. Kai Hong, Zhenzhen Xu, Limin Wang, Agbaka Johnpaul, Yongqiang Cheng, Chenyan Lv, Changwei Ma.  (2021)  Varietal differences in the phytochemical components’ accumulation and aroma profile of three Humulus lupulus cultivars.  FOOD CONTROL,      [PMID:] [10.1016/j.foodcont.2021.108499]
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).  [PMID:] [10.1111/ijfs.14276]
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).  [PMID:] [10.1039/C8AY02687D]
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).  [PMID:26470216] [10.1093/jee/tov075]
11. 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).  [PMID:] [10.3390/pr12030498]
12. 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,      [PMID:38759737] [10.1016/j.gene.2024.148551]
13. 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,      [PMID:] [10.1016/j.indcrop.2024.119134]
14. 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,      [PMID:] [10.1016/j.microc.2024.110782]
15. Suqi Liu, Xiaowei Wu, Shihao Chen, Cong Liu, Wanqi Zhang, Mingyi Yang, Jiyu Cheng, Guoquan Lu, Zhenhe Wang, Wei Chen, Yuge Guan, Linjiang Pang, Xinghua Lu.  (2025)  Rapid detection of linalool by QCM gas sensor based on HKUST-1/MWCNT-gel@MIP in early sweetpotato black spot disease.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.113232]
16. Li Zhang, Hui Wu, Xiaoyuan Li, Xiu Zhang, Hua Li, Huaqiao Tang, Daxuan Tang, Shijing Du, Ya’’ou Liu, Yangfan Tang, Xiaoming Bao, Guoqiang Cheng.  (2025)  Screening bioactive compounds from Qianghuo (Notopterygium incisum) volatile oil via COX-2 magnetic ligand fishing.  FITOTERAPIA,      [PMID:39955008] [10.1016/j.fitote.2025.106432]
17. Huijuan Zhang, Jiefen Cui, Guifang Tian, Christina DiMarco-Crook, Wei Gao, Chengying Zhao, Genyuan Li, Yunhe Lian, Hang Xiao, Jinkai Zheng.  (2019)  Efficiency of four different dietary preparation methods in extracting functional compounds from dried tangerine peel.  FOOD CHEMISTRY,      [PMID:30955622] [10.1016/j.foodchem.2019.03.063]
18. Deng Jie, Zheng Jia, Li Xing, Huang Dan, Ye Guangbin, Luo Huibo.  (2025)  Characterization of Qu-aroma of medium–high temperature Daqu from different production areas using sensory evaluation, E-nose, and GC–MS/O analysis.  Bioresources and Bioprocessing,  12  (1): (1-16).  [PMID:40285888] [10.1186/s40643-025-00863-y]
19. Yapeng Zhang, Chenwen Liu, Wenqiang Li, Zhidong Ma, Bo Lv, Lei Qin, Chun Li.  (2025)  Systematic engineering of the sterol synthesis pathway for Saccharomyces cerevisiae promotes the efficient production of β-caryophyllene.  METABOLIC ENGINEERING,      [PMID:40480515] [10.1016/j.ymben.2025.06.004]
20. Jing Ma, Dengyu Li, Mengdie Xu, Yimeng Xia, Gaowei Fang, Qiuhui Wei, Xiaoxia Ma, Yifeng Zhang, Qin Zhang, Yuhan Hu, Jiawei Zhou, Xiaopu Yin, Tianyuan Hu.  (2025)  Multifunctional sesquiterpene synthase from Curcuma wenyujin reveals the biosynthetic mechanism of sesquiterpenes with diverse skeletons.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40505938] [10.1016/j.ijbiomac.2025.145152]
21. Mengdie Xu, Yimeng Xia, Gaowei Fang, Tangli Li, Jing Ma, Dengyu Li, Qiuhui Wei, Lichan Tu, Xiaopu Yin, Tianyuan Hu.  (2025)  Characterization of a sesquiterpene synthase and a short-chain dehydrogenase in zerumbone biosynthesis and the applications in engineered Saccharomyces cerevisiae.  Frontiers in Plant Science,      [PMID:41114138] [10.3389/fpls.2025.1635141]
22. Xu Xu, Sheng-Dong Wang, Li-Ping Liu, Qiang Fu, Jun Zheng, Ling-Ling Lyu.  (2025)  Screening of Active Component form Essential Oil and Investigation of Its Synergistic Enhancement on the Mosquito-Repellent Efficacy of p-Menthane-3,8-diol.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:41428740] [10.1021/acs.jafc.5c08671]
23. Christian Neckie Natt, Chaoqun Yi, Longfei Shi, Ruonan Li, Adel Khashaveh, Wentao Liu, Yongjun Zhang.  (2025)  Plant volatiles drive Spodoptera frugiperda behavioral preference to sweet corn.  Frontiers in Ecology and Evolution,      [PMID:] [10.3389/fevo.2025.1729374]
24. Jiarui Tong, Xiangrong Zhu, Xiumei Chen, Nengguo Tao.  (2026)  Trans-2-hexenal-loaded gelatin/dialdehyde starch/nanocellulose cushioning aerogel: synergistic postharvest preservation of Chinese bayberry with 1-MCP.  FOOD RESEARCH INTERNATIONAL,      [PMID:41794491] [10.1016/j.foodres.2026.118612]
25. Ying Wang, Yi-Tong Du, Wen-bo Yan, Zi-Tao Jiang, Jin Tan.  (2026)  A fast and simple flow injection chemiluminescence method to evaluate antioxidant and free radical scavenging abilities of essential oils.  JOURNAL OF ESSENTIAL OIL RESEARCH,      [PMID:] [10.1080/10412905.2026.2631072]
26. Wang Lei, Hu Hanlu, Sun Xiaoxia, Jiao Ziwei, Zhang Hao, Luo Weikang, Huang Xiaode.  (2026)  Exploring the antibacterial mechanism and application of lavender essential oil based on network pharmacology and molecular docking.  Scientific Reports,      [PMID:] [10.1038/s41598-026-52170-x]
Calculadoras de soluciones
Reseñas

Reseñas de cliente

Shall we send you a message when we have discounts available?

Remind me later

Thank you! Please check your email inbox to confirm.

Oops! Notifications are disabled.