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CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9-

CAS No.
92285-01-3
Chemical Name:
CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9-
Synonyms
Ajoene;E/Z Ajoene;CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9-;(Z)-4,5,9-Trithiadodeca-1,6,11-triene-9-oxide;2-Propenyl(4,5-dithia-2,7-octadiene-1-yl) sulfoxide;2-Propenyl 3-(2-propenylsulfinyl)-1-propenyl persulfide;Allyl[(2E)-3-(allyldisulfanyl)-2-propen-1-yl]sulfoniumolate;(2-Propenyl)[3-[(2-propenyl)sulfinyl]-1-propenyl] persulfide;(Z)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene;Disulfide, 2-propen-1-yl [3-(2-propen-1-ylsulfinyl)-1-propen-1-yl]
CBNumber:
CB3497346
Molecular Formula:
C9H14OS3
Molecular Weight:
234.4
MDL Number:
MFCD06411561
MOL File:
92285-01-3.mol
Last updated:2025-04-18 09:52:07

CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9- Properties

Boiling point 376.0±42.0 °C(Predicted)
Density 1.181±0.06 g/cm3(Predicted)
storage temp. −20°C
solubility Chloroform: slightly soluble,Ethyl Acetate: slightly soluble,Methanol: slightly soluble
form Liquid
color Colorless to light yellow
LogP 2.536 (est)
FDA UNII 99A0041VG8

SAFETY

Risk and Safety Statements

CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9- price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 26242 Ajoene 92285-01-3 2.5mg $275 2021-12-16 Buy
American Custom Chemicals Corporation API0015045 AJOENE 95.00% 92285-01-3 5MG $500.7 2021-12-16 Buy
Medical Isotopes, Inc. 67692 E/ZAjoene 92285-01-3 2.5mg $590 2021-12-16 Buy
Product number Packaging Price Buy
26242 2.5mg $275 Buy
API0015045 5MG $500.7 Buy
67692 2.5mg $590 Buy

CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9- Chemical Properties,Uses,Production

Uses

Ajoene, a garlic-derived compound, is an antithrombotic and antifungal agent. Ajoene inhibits proliferation and induces apoptosis of human leukaemia CD34-negative cells including HL-60, U937, HEL and OCIM-I. Anticancer activities[1][2].

Definition

ChEBI: (E)-Ajoene is a sulfoxide.

Anticancer Research

It is an organosulfur compound obtained from garlic and induces apoptosis in leukemiacells (Aggarwal and Shishodia 2004). Ajoene demonstrated a significantcytotoxic activity in different cancer cell lines including FS4 (human primaryfibroblast), BHK21 (a permanent and non-tumorigenic cell line derived from kidneycells of baby hamster), and BJA-B (tumorigenic lymphoid cell line derived fromBurkitt lymphoma) (Scharfenberg et al. 1990)

in vivo

Ajoene (25 μg/g body weight of Ajoene in 100 mL Intralipid; i.p.; every other day from the day of inoculation up to day 28) inhibits both primary tumor growth[1].
Ajoene (25, 15 or 5 μg/g body weight of Ajoene in 100 μL Intralipid; i.p; every other day over 4 weeks) inhibits strongly metastasis to lung in the B16/BL6 melanoma tumor model in C57BL/6 mice[1].

References

[1] Taylor P, et al. Ajoene inhibits both primary tumor growth and metastasis of B16/BL6 melanoma cells in C57BL/6 mice. Cancer Lett. 2006;239(2):298-304. DOI:10.1016/j.canlet.2005.08.022
[2] Ahmed N, et al. Ajoene, a garlic-derived natural compound, enhances chemotherapy-induced apoptosis in human myeloid leukaemia CD34-positive resistant cells. Anticancer Res. 2001;21(5):3519-3523. PMID:11848518

CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9- Preparation Products And Raw materials

Raw materials

Preparation Products

CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9- Suppliers

Global( 33)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532; 18210857532 jkinfo@jkchemical.com China 96815 76
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 12952 65
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9803 58
Shanghai Han-Xiang Chemical Co., Ltd. 15971444841 amber@biochempartner.com China 3061 58
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 +86-13028896684; sales@rrkchem.com China 57422 58
Shenzhen Botel Biotechnology Co. Ltd. 13316949107 13316968096 1979313431@qq.com China 9450 58
Chengdu Peter-like Biotechnology Co., Ltd. 18108052721 2850505130@qq.com China 5173 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11218 58
Energy Chemical 021-58432009 400-005-6266 marketing@energy-chemical.com China 44918 58
Hubei yongkuo Technology Co., Ltd 027-59223108 15972152991 1248580099@qq.com China 9979 58
CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9- Ajoene (Z)-4,5,9-Trithiadodeca-1,6,11-triene-9-oxide (2-Propenyl)[3-[(2-propenyl)sulfinyl]-1-propenyl] persulfide 2-Propenyl 3-(2-propenylsulfinyl)-1-propenyl persulfide 2-Propenyl(4,5-dithia-2,7-octadiene-1-yl) sulfoxide E/Z Ajoene (Z)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene Disulfide, 2-propen-1-yl [3-(2-propen-1-ylsulfinyl)-1-propen-1-yl] Allyl[(2E)-3-(allyldisulfanyl)-2-propen-1-yl]sulfoniumolate 92285-01-3 C9H14OS3