Ajoene

Modify Date: 2024-01-08 19:56:31

Ajoene Structure
Ajoene structure
Common Name Ajoene
CAS Number 92285-01-3 Molecular Weight 234.40200
Density 1.181g/cm3 Boiling Point 376ºC at 760mmHg
Molecular Formula C9H14OS3 Melting Point N/A
MSDS N/A Flash Point 181.2ºC

 Use of Ajoene


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].

 Names

Name Allyl[(2E)-3-(allyldisulfanyl)-2-propen-1-yl]sulfoniumolate
Synonym More Synonyms

 Ajoene Biological Activity

Description 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].
Related Catalog
In Vitro Ajoene shows cytotoxicity with IC50s in the 7-41 uM range for B16/BL6, HT-29, A549, MDA-MB231, PANC-1, and SKBR-3 cells[1].
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.

[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.

 Chemical & Physical Properties

Density 1.181g/cm3
Boiling Point 376ºC at 760mmHg
Molecular Formula C9H14OS3
Molecular Weight 234.40200
Flash Point 181.2ºC
Exact Mass 234.02100
PSA 86.88000
LogP 3.86790
Index of Refraction 1.602

 Safety Information

HS Code 2930909090

 Synthetic Route

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Ajoene Structure

Ajoene

CAS#:92285-01-3

Literature: DANMARKS TEKNISKE UNIVERSITET; BJARNSHOLT, Thomas; HOEIBY, Niels; JENSEN, Peter OEstrup; PHIPPS, Richard; SHANMUGHAM, Meenakshi Sundaram; GENNIP, Maria van; CHRISTENSEN, Louise Dahl; JAKOBSEN, Tim Holm; TANNER, David; LARSEN, Thomas Ostenfeld; GIVSKOV, Michael Patent: WO2012/76016 A1, 2012 ; Location in patent: Page/Page column 18-19 ;

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Ajoene Structure

Ajoene

CAS#:92285-01-3

Literature: DANMARKS TEKNISKE UNIVERSITET; BJARNSHOLT, Thomas; HOEIBY, Niels; JENSEN, Peter OEstrup; PHIPPS, Richard; SHANMUGHAM, Meenakshi Sundaram; GENNIP, Maria van; CHRISTENSEN, Louise Dahl; JAKOBSEN, Tim Holm; TANNER, David; LARSEN, Thomas Ostenfeld; GIVSKOV, Michael Patent: WO2012/76016 A1, 2012 ;

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Synonyms

(E,Z)-ajoene
2E,4Z-Heptadienal
(E/Z)-4,5,9-trithiadodeca-1,6,11-triene-9-oxide
(E,Z)-2,4-heptadienal
4,5,9-trithiadodeca-1,6,11-triene-9-oxide
(Z,E)-4,5,9-trithiadodeca-1,6,11-triene-9-oxide
(2E,4Z)-2,4-heptadienal
hepta-2t,4c-dienal
2,4-Heptadienal,(E,Z)
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