| Identification | Back Directory | [Name]
CIS-4,5,9-TRITHIADODECA-1,6,11-TRIENE-9- | [CAS]
92285-01-3 | [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] | [Molecular Formula]
C9H14OS3 | [MDL Number]
MFCD06411561 | [MOL File]
92285-01-3.mol | [Molecular Weight]
234.4 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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]. | [storage]
Store at -20°C | [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 |
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Energy Chemical
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