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MedKoo Cat#: 112092 | Name: Diallyl Trisulfide
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hydrogen sulfide (H2S) is an endogenously-produced gaseous second messenger that reduces the survival of prostate cancer PC-3 cells and inhibits the growth of human colon adenocarcinoma HCT15 cells.

Chemical Structure

Diallyl Trisulfide
CAS#2050-87-5

Theoretical Analysis

MedKoo Cat#: 112092

Name: Diallyl Trisulfide

CAS#: 2050-87-5

Chemical Formula: C6H10S3

Exact Mass: 177.9945

Molecular Weight: 178.33

Elemental Analysis: C, 40.41; H, 5.65; S, 53.93

Price and Availability

Size Price Availability Quantity
25mg USD 250.00 2 Weeks
50mg USD 450.00 2 Weeks
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Related CAS #
No Data
Synonym
Diallyl Trisulfide; DATS; NSC 651936; NSC651936; NSC-651936; Allyl trisulfide; Allitridin
IUPAC/Chemical Name
1,3-diallyltrisulfane
InChi Key
UBAXRAHSPKWNCX-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H10S3/c1-3-5-7-9-8-6-4-2/h3-4H,1-2,5-6H2
SMILES Code
C=CCSSSCC=C
Appearance
Oil
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM comments
Solubility
DMF 10.0 56.08
DMSO 5.0 28.04
Ethanol 3.0 16.82
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 178.33 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Miltonprabu S, Sumedha NC, Senthilraja P. Retraction notice to "Diallyl trisulfide, a garlic polysulfide protects against As-induced renal oxidative nephrotoxicity, apoptosis and inflammation in rats by activating the Nrf2/ARE signaling pathway" [Int. Immunopharmacol. 50 (2017) 107-120]. Int Immunopharmacol. 2020 Aug;85:106621. doi: 10.1016/j.intimp.2020.106621. Epub 2020 May 25. PMID: 32467084. 2: Gong X, Su X, Liu H. Diallyl Trisulfide, the Antifungal Component of Garlic Essential Oil and the Bioactivity of Its Nanoemulsions Formed by Spontaneous Emulsification. Molecules. 2021 Nov 26;26(23):7186. doi: 10.3390/molecules26237186. PMID: 34885768; PMCID: PMC8658937. 3: Miura A, Ikeda A, Abe M, Seo K, Watanabe T, Ozaki-Masuzawa Y, Hosono T, Seki T. Diallyl Trisulfide Prevents Obesity and Decreases miRNA-335 Expression in Adipose Tissue in a Diet-Induced Obesity Rat Model. Mol Nutr Food Res. 2021 Jul;65(14):e2001199. doi: 10.1002/mnfr.202001199. Epub 2021 Jun 10. PMID: 34014027. 4: Puccinelli MT, Stan SD. Dietary Bioactive Diallyl Trisulfide in Cancer Prevention and Treatment. Int J Mol Sci. 2017 Jul 28;18(8):1645. doi: 10.3390/ijms18081645. PMID: 28788092; PMCID: PMC5578035. 5: Hosono T, Sato A, Nakaguchi N, Ozaki-Masuzawa Y, Seki T. Diallyl Trisulfide Inhibits Platelet Aggregation through the Modification of Sulfhydryl Groups. J Agric Food Chem. 2020 Feb 12;68(6):1571-1578. doi: 10.1021/acs.jafc.9b05557. Epub 2020 Jan 29. PMID: 31927886. 6: Seki T, Hosono T, Hosono-Fukao T, Inada K, Tanaka R, Ogihara J, Ariga T. Anticancer effects of diallyl trisulfide derived from garlic. Asia Pac J Clin Nutr. 2008;17 Suppl 1:249-52. PMID: 18296348. 7: Lu ZY, Qi J, Yang B, Cao HL, Wang RY, Wang X, Chi RF, Guo CL, Yang ZM, Liu HM, Li B. Diallyl Trisulfide Suppresses Angiotensin II-Induced Vascular Remodeling Via Inhibition of Mitochondrial Fission. Cardiovasc Drugs Ther. 2020 Oct;34(5):605-618. doi: 10.1007/s10557-020-07000-1. PMID: 32564303. 8: Kanga KJW, Mendonca P, Soliman KFA, Ferguson DT, Darling-Reed SF. Effect of Diallyl Trisulfide on TNF-α-induced CCL2/MCP-1 Release in Genetically Different Triple-negative Breast Cancer Cells. Anticancer Res. 2021 Dec;41(12):5919-5933. doi: 10.21873/anticanres.15411. PMID: 34848446; PMCID: PMC8691120. 9: Hsieh DJ, Ng SC, Zeng RY, Padma VV, Huang CY, Kuo WW. Diallyl Trisulfide (DATS) Suppresses AGE-Induced Cardiomyocyte Apoptosis by Targeting ROS-Mediated PKCδ Activation. Int J Mol Sci. 2020 Apr 9;21(7):2608. doi: 10.3390/ijms21072608. PMID: 32283691; PMCID: PMC7178155. 10: Hahm ER, Kim SH, Mathan SV, Singh RP, Singh SV. Mechanistic Targets of Diallyl Trisulfide in Human Breast Cancer Cells Identified by RNA-seq Analysis. J Cancer Prev. 2021 Jun 30;26(2):128-136. doi: 10.15430/JCP.2021.26.2.128. PMID: 34258251; PMCID: PMC8249207. 11: Geng H, Guo W, Feng L, Xie D, Bi L, Wang Y, Zhang T, Liang Z, Yu D. Diallyl trisulfide inhibited tobacco smoke-mediated bladder EMT and cancer stem cell marker expression via the NF-κB pathway in vivo. J Int Med Res. 2021 Mar;49(3):300060521992900. doi: 10.1177/0300060521992900. PMID: 33730908; PMCID: PMC8166398. 12: Ding Y, Yu Z, Zhang C. Diallyl trisulfide protects against concanavalin A-induced acute liver injury in mice by inhibiting inflammation, oxidative stress and apoptosis. Life Sci. 2021 Aug 1;278:119631. doi: 10.1016/j.lfs.2021.119631. Epub 2021 May 19. PMID: 34022202. 13: Ming L, Li Z, Li X, Tang L, He G. Antiviral activity of diallyl trisulfide against H9N2 avian influenza virus infection in vitro and in vivo. Virol J. 2021 Aug 19;18(1):171. doi: 10.1186/s12985-021-01641-w. PMID: 34412671; PMCID: PMC8375198. 14: Shah S, Ma M, Ali A, Kaya M, Li XG, Wu G, Yang FL. Effects of diallyl trisulfide, an active substance from garlic essential oil, on structural chemistry of chitin in Sitotroga cerealella (Lepidoptera: Gelechiidae). Pestic Biochem Physiol. 2021 Feb;172:104765. doi: 10.1016/j.pestbp.2020.104765. Epub 2020 Dec 30. PMID: 33518052. 15: Lin KH, Wei YM, Liu CH, Liu JS, Huang IC, Viswanadha VP, Huang CY, Kuo WW. Diallyl Trisulfide Suppresses High-Glucose-Induced Cardiomyocyte Apoptosis by Targeting Reactive Oxygen Species-Mediated Hypoxia-Inducible Factor-1α/Insulin- like Growth Factor Binding Protein 3 Activation. J Agric Food Chem. 2021 Oct 6;69(39):11696-11708. doi: 10.1021/acs.jafc.1c02384. Epub 2021 Sep 24. PMID: 34558885. 16: Hao Y, Liu HM, Wei X, Gong X, Lu ZY, Huang ZH. Diallyl trisulfide attenuates hyperglycemia-induced endothelial apoptosis by inhibition of Drp1-mediated mitochondrial fission. Acta Diabetol. 2019 Nov;56(11):1177-1189. doi: 10.1007/s00592-019-01366-x. Epub 2019 May 21. PMID: 31115753; PMCID: PMC6768919. 17: Liu Y, Fu R, Tu S, Qu D, Liu C, Li X, Zhao Y, Ma C, Chen Y, Tao L. Extracellular Microparticles Encapsulated with Diallyl Trisulfide Interfere with the Inflammatory Tumor Microenvironment and Lung Metastasis of Invasive Melanoma. Mol Pharm. 2021 Mar 1;18(3):822-835. doi: 10.1021/acs.molpharmaceut.0c00696. Epub 2021 Feb 15. PMID: 33586986. 18: Zhou X, Liang J, Liu Q, Huang D, Xu J, Gu H, Xue W. Codelivery of epigallocatechin-3-gallate and diallyl trisulfide by near-infrared light- responsive mesoporous polydopamine nanoparticles for enhanced antitumor efficacy. Int J Pharm. 2021 Jan 5;592:120020. doi: 10.1016/j.ijpharm.2020.120020. Epub 2020 Oct 27. PMID: 33127486.

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