beta-elemene

Modify Date: 2024-01-01 21:34:28

beta-elemene Structure
beta-elemene structure
Common Name beta-elemene
CAS Number 515-13-9 Molecular Weight 204.35100
Density 0.862g/cm3 Boiling Point 252.1ºC at 760mmHg
Molecular Formula C15H24 Melting Point N/A
MSDS USA Flash Point 98.3ºC

 Use of beta-elemene


β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma wenyujin with an antitumor activity. β-Elemene can induce cell apoptosis.

 Names

Name β-ELEMENE 82%
Synonym More Synonyms

 beta-elemene Biological Activity

Description β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma wenyujin with an antitumor activity. β-Elemene can induce cell apoptosis.
Related Catalog
In Vitro β-Elemene (0-200 µg/ml; 24 hours) shows IC50 values of 72.8 µg/ml; 47.4 µg/ml; 61.5 µg/ml; 3.661 µg/ml; 68 µg/ml; 72.12 µg/ml; 37.894 µg/ml and 37.703 µg/ml for SV-HUC-1, T24, 5637, TCCSUP, J82,UMUC-3,RT4, and SW780 cells, respectively[1]. β-Elemene (0-75 µg/ml; 24 hours) decreases cell number from 50 µg/ml and is notably decreased at 75 µg/ml,  induces dose-dependent G1-phase arrest in T24cells and significantly reduces the percentage of cells in the S-phase [1]. β-Elemene (50 µg/ml; 12 hours) downregulates the expression levels of p-STAT3 and the cell cycle-related proteins cyclin D1, CDK4 and CDK6, and upregulates p21 and p27expression in T24 cells [1]. β-Elemene (50 µg/ml; 24 hours) enhances cisplatin-induced apoptosis by activating the ROS-AMPK signaling pathway[1]. Cell Viability Assay[2] Cell Line: T24, 5637, TCCSUP, J82, UM-UC-3, RT4 and SW780 cells Concentration: 0, 6.25, 12.5, 25, 50, 100, 150 and 200 µg/ml Incubation Time: 24 hours Result: Inhibited the proliferation of RT4, SW780, J82, UMUC-3, TCCSUP, 5637 and T24 human bladder cancer cells and SV-HUC-1 human urothelial cells.  Cell Cycle Analysis[2] Cell Line: T24 and 5637 cells Concentration: 0, 25, 50 and 75 µg/ml Incubation Time: 24 hours Result: Induced the percentage of cells in the S-phase as a dose-dependent manner. Western Blot Analysis[2] Cell Line: T24 cells Concentration: 50 µg/ml Incubation Time: 24 hours Result: Downregulated p-STAT3 and cell cycle-related proteins.
References

[1]. Ross, S.A., and ElSohly, M.A. The volatile oil composition of fresh and air-dried buds of Cannabis sativa. J. Nat. Prod. 59(1), 49-51 (1996).

[2]. Gan D, et al. β-elemene enhances cisplatin-induced apoptosis in bladder cancer cells through the ROS-AMPK signaling pathway.Oncol Lett. 2020 Jan;19(1):291-300.

 Chemical & Physical Properties

Density 0.862g/cm3
Boiling Point 252.1ºC at 760mmHg
Molecular Formula C15H24
Molecular Weight 204.35100
Flash Point 98.3ºC
Exact Mass 204.18800
LogP 4.74720
Index of Refraction 1.501
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GU9660000
CHEMICAL NAME :
Cyclohexane, 2,4-diisopropenyl-1-methyl-1-vinyl-, (1S,2R,4R)-(-)-
CAS REGISTRY NUMBER :
515-13-9
LAST UPDATED :
198303
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C15-H24
MOLECULAR WEIGHT :
204.39
WISWESSER LINE NOTATION :
L6TJ A1U1 A1 BY1&U1 DY1&U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
279 mg/kg
TOXIC EFFECTS :
Tumorigenic - active as anti-cancer agent
REFERENCE :
CYTPDT Zhongyao Tongbao. Bulletin of Chinese Materia Medica. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1-13, 1955-88 Suspended 1960-80(?). For Publisher information, see ZZZAE3 Volume(issue)/page/year: 6(6),32,1981

 Safety Information

Supplemental HS Repeated exposure may cause skin dryness or cracking.
Risk Phrases 66
RIDADR NONH for all modes of transport
RTECS GU9660000
HS Code 2902199090

 Synthetic Route

~94%

beta-elemene Structure

beta-elemene

CAS#:515-13-9

Literature: Huang, Lan Patent: US2006/14987 A1, 2006 ; Location in patent: Page/Page column 5; 10 ;

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beta-elemene Structure

beta-elemene

CAS#:515-13-9

Literature: Huang, Lan Patent: US2006/14987 A1, 2006 ; Location in patent: Page/Page column 4-5 ;

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beta-elemene Structure

beta-elemene

CAS#:515-13-9

Literature: Faraldos, Juan A.; Wu, Shuiqin; Chappell, Joe; Coates, Robert M. Tetrahedron, 2007 , vol. 63, # 32 p. 7733 - 7742

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beta-elemene Structure

beta-elemene

CAS#:515-13-9

Literature: Barrero, Alejandro F.; Herrador, M. Mar; Quilez Del Moral, Jose F.; Arteaga, Pilar; Meine, Niklas; Perez-Morales, M. Carmen; Catalan, Julieta V. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 4 p. 1118 - 1125

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beta-elemene Structure

beta-elemene

CAS#:515-13-9

Literature: Barrero, Alejandro F.; Herrador, M. Mar; Quilez Del Moral, Jose F.; Arteaga, Pilar; Meine, Niklas; Perez-Morales, M. Carmen; Catalan, Julieta V. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 4 p. 1118 - 1125

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beta-elemene Structure

beta-elemene

CAS#:515-13-9

Literature: Ganter,C.; Keller-Wojtkiewicz,B. Helvetica Chimica Acta, 1971 , vol. 54, p. 183 - 205

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beta-elemene Structure

beta-elemene

CAS#:515-13-9

Literature: Patil,L.J. et al. Indian Journal of Chemistry, 1966 , vol. 4, p. 400 - 402

 Customs

HS Code 2902199090
Summary 2902199090 other cyclanes, cyclenes and cyclotherpenes。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:2.0%。General tariff:30.0%

 Synonyms

(5S,7R,10S)-(-)-1-methyl-1-vinyl-2,4-diisopropenyl-cyclohexane
(1S,2S,4R)-1-methyl-1-vinyl-2,4-diisopropenylcyclohexane
C15 H24,Cyclohexan,1-ethenyl-1-methyl-2,4-bis(1-methylethenyl)
(1S,2S,4R)-1-Ethenyl-1-methyl-2,4-bis(1-methylethenyl)cyclohexane
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