Classification Term: 1082
Sulfoxides (ontology term: CHEMONTID:0000491)
found 34 associated metabolites at class metabolite taxonomy ontology rank level.
Ancestor: Organosulfur compounds
Child Taxonomies: There is no child term of current ontology term.
Oxydemeton-methyl
D010575 - Pesticides > D007306 - Insecticides D016573 - Agrochemicals
Dimethyl sulfoxide
Dimethyl sulfoxide (DMSO) is a key dipolar aprotic solvent. It is less toxic than other members of this class: dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, HMPA. Dimethyl sulfoxide is the chemical compound (CH3)2SO. This colorless liquid is an important "dipolar aprotic solvent." It is readily miscible in a wide range of organic solvents as well as water. It has a distinctive property of penetrating the skin very readily, allowing the handler to taste it. Some describe it as an "oyster-like" taste, others claim it tastes like garlic. DMSO is also employed as a rinsing agent in the electronics industry and, in its deuterated form (DMSO-d6), is a useful solvent in NMR due to its ability to dissolve a wide range of chemical compounds and its minimal interference with the sample signals. In cryobiology DMSO has been used as a cryoprotectant and is still an important constituent of cryoprotectant vitrification mixtures used to preserve organs, tissues, and cell suspensions. It is particularly important in the freezing and long-term storage of embryonic stem cells and hematopoietic stem cell, which are often frozen in a mixture of 10\\% DMSO and 90\\% fetal calf serum. As part of an autologous bone marrow transplant the DMSO is re-infused along with the patients own hematopoietic stem cell. Dimethyl sulfoxide is a by-product of wood pulping. One of the leading suppliers of DMSO is the Gaylord company in the USA. DMSO is frequently used as solvent in a number of chemical reactions. In particular it is an excellent reaction solvent for SN2 alkylations: it is possible to alkylate indoles with very high yields using potassium hydroxide as the base and a similar reaction also occurs with phenols. DMSO can be reacted with methyl iodide to form a sulfoxonium ion which can be reacted with sodium hydride to form a sulfur ylide. The methyl groups of DMSO are somewhat acidic in character (pKa=35) due to the stabilization of the resultant anions by the sulfoxide group. M - Musculo-skeletal system > M02 - Topical products for joint and muscular pain > M02A - Topical products for joint and muscular pain Found in broad bean Phaseolus vulgaris, alfalfa Medicago sativa and many other plants. Flavouring agent G - Genito urinary system and sex hormones > G04 - Urologicals > G04B - Urologicals D020011 - Protective Agents > D003451 - Cryoprotective Agents D000975 - Antioxidants > D016166 - Free Radical Scavengers D020011 - Protective Agents > D000975 - Antioxidants D012997 - Solvents Same as: D01043
Ajoene
Ajoene is found in onion-family vegetables. Ajoene is isolated from garlic (Allium sativum) extracts. Nutriceutical with anti-cancer properties Ajoene is a chemical compound available from garlic (Allium sativum). The name (and pronunciation) is derived from "ajo", the Spanish word for garlic. It is found as a mixture of two isomers, E-, and Z- 4,5,9-trithiadodeca-1,6,11-triene 9-oxide. Ajoene, an unsaturated disulfide, is formed from the bonding of three allicin molecules. Allicin is a sulfinyl compound that gives garlic its strong odor and flavor. The release of allicin occurs after a garlic clove is crushed or finely chopped. Subsequent formation of ajoene occurs when allicin is dissolved in various solvents including edible oils. Ajoene is also found in garlic extract. Ajoene is most stable and most abundant in macerate of garlic (chopped garlic in edible oil) Ajoene is a member of the class of compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R (R,R not H). Ajoene is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Ajoene can be found in garlic, onion-family vegetables, and soft-necked garlic, which makes ajoene a potential biomarker for the consumption of these food products. The name (and pronunciation) is derived from "ajo", the Spanish word for garlic. It is found as a mixture of up to four isomers, which differ in terms of the stereochemistry of central alkene (E- vs Z-) and the chirality of the sulfoxide . D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors D000890 - Anti-Infective Agents > D000935 - Antifungal Agents D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D004791 - Enzyme Inhibitors
(R)-(E)-Sulforaphene
Mustard oil from Glucoraphenin (see 4-(Methylthio)-3-butenyl glucosinolate
3-Methylsulfinylpropyl isothiocyanate
Consumption of broccoli sprouts has shown to be effective at inhibiting Helicobacter pylori growth with sulforaphane being at least one of the active agents. Sulforaphane is an anticancer and antimicrobial compound which can be obtained by eating cruciferous vegetables such as brussel sprouts, broccoli, cauliflower, bok choy, kale, collards, arugula, broccoli sprouts, chinese broccoli, broccoli raab, kohlrabi, mustard, turnip, radish, watercress and cabbage. The enzyme myrosinase transforms glucoraphanin (a glucosinolate) into sulforaphane upon damage to the plant (such as from chewing). The young sprouts of broccoli and cauliflower are particularly rich in glucoraphanin. Iberin is an isothiocyanate that is 1-isothiocyanatopropane in which a hydrogen at position 3 has been replaced by a methylsulfinyl group. A glucosinolate hydrolysis product found in many members of the Brassicaceae family, it is a quorum-sensing inhibitor (QSI) of the bacterial pathogen Pseudomonas aeruginosa. It has a role as a quorum sensing inhibitor, a plant metabolite and an apoptosis inducer. It is a sulfoxide and an isothiocyanate. Iberin is a natural product found in Arabidopsis thaliana, Brassica, and Brassica oleracea with data available. An isothiocyanate that is 1-isothiocyanatopropane in which a hydrogen at position 3 has been replaced by a methylsulfinyl group. A glucosinolate hydrolysis product found in many members of the Brassicaceae family, it is a quorum-sensing inhibitor (QSI) of the bacterial pathogen Pseudomonas aeruginosa.
Hirsutin
8-(methylsulfinyl)octyl isothiocyanate is a member of the class of isothiocyanates that is octyl isothiocyanate in which one of the methyl hydrogens at position 8 has been replaced by a methylsulfinyl group. It has a role as a plant metabolite and an allelochemical. It is an isothiocyanate and a sulfoxide. It derives from a hydride of an octane. 8-Methylsulfinyloctyl isothiocyanate is a natural product found in Arabidopsis thaliana, Rorippa indica, and Rorippa sylvestris with data available. Hirsutin inhibits germination of lettuce seeds and affects the growth of the roots of lettuce seedling Inhibits germination of lettuce seeds and affects the growth of the roots of lettuce seedlings
Sulforaphane
Sulforaphane (SFN) is the most characterized isothiocyanate. SFN has received a great deal of attention because of its ability to simultaneously modulate multiple cellular targets involved in cancer development, including: (i) DNA protection by modulating carcinogen-metabolizing enzymes and blocking the action of mutagens; (ii) inhibition of cell proliferation and induction of apoptosis, thereby retarding or eliminating clonal expansion of initiated, transformed, and/or neoplastic cells; (iii) inhibition of neoangiogenesis, progression of benign tumors to malignant tumors, and metastasis formation. SFN is therefore able to prevent, delay, or reverse preneoplastic lesions, as well as to act on cancer cells as a therapeutic agent. Taking into account this evidence and its favorable toxicological profile, SFN can be viewed as a conceptually promising agent in cancer prevention and/or therapy. SFN is the hydrolysis product of glucoraphanin, particularly high in the young sprouts of broccoli and cauliflower. SFN can also be obtained by eating cruciferous vegetables such as brussel sprouts, broccoli, cauliflower, bok choy, kale, collards, arugula, broccoli sprouts, chinese broccoli, broccoli raab, kohlrabi, mustard, turnip, radish, watercress and cabbage (PMID:17134937). Sulforaphane is an isothiocyanate having a 4-(methylsulfinyl)butyl group attached to the nitrogen. It has a role as an antineoplastic agent, a plant metabolite, an antioxidant and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a sulfoxide and an isothiocyanate. Sulforaphane is a natural product found in Brassica oleracea var. sabauda, Arabidopsis thaliana, and other organisms with data available. Sulforaphane is a naturally-occurring phytochemical belonging to the class of isothiocyanates. As the aglycone metabolite of glucosinolate glucoraphanin (sulforaphane glucosinolate), sulforaphane acts as an antioxidant and potent stimulator of endogenous detoxifying enzymes. This agent displays anticarcinogenic properties due to its ability to induce phase II detoxification enzymes, such as glutathione S-transferase and quinone reductase, thereby providing protection against certain carcinogens and toxic, reactive oxygen species. Broccoli sprouts contain large amounts of sulforaphane, which is also found in other cruciferous vegetables including cabbage and kale. (NCI04) Present in brassicas. Potential nutriceutical. (R)-Sulforaphane is found in brassicas. An isothiocyanate having a 4-(methylsulfinyl)butyl group attached to the nitrogen. D020011 - Protective Agents > D016588 - Anticarcinogenic Agents D000970 - Antineoplastic Agents
1-Isothiocyanato-7-(methylsulfinyl)heptane
1-Isothiocyanato-7-(methylsulfinyl)heptane is found in brassicas. 1-Isothiocyanato-7-(methylsulfinyl)heptane is a flavour component of Japanese horseradish (Wasabia japonica). Flavour component of Japanese horseradish (Wasabia japonica). 1-Isothiocyanato-7-(methylsulfinyl)heptane is found in brassicas.
1-Isothiocyanato-6-(methylsulfinyl)hexane
1-Isothiocyanato-6-(methylsulfinyl)hexane is found in brassicas. Mustard oil from dames violet (Hesperis matronalis). 1-Isothiocyanato-6-(methylsulfinyl)hexane is a flavour component of Japanese horseradish (Wasabia japonica). Mustard oil from dames violet (Hesperis matronalis). Flavour component of Japanese horseradish (Wasabia japonica). 1-Isothiocyanato-6-(methylsulfinyl)hexane is found in brassicas.
(Z)-[3-(Methylsulfinyl)-1-propenyl] 2-propenyl disulfide
(Z)-[3-(Methylsulfinyl)-1-propenyl] 2-propenyl disulfide is found in onion-family vegetables. (Z)-[3-(Methylsulfinyl)-1-propenyl] 2-propenyl disulfide is isolated from garlic oil (Allium sativum Isolated from garlic oil (Allium sativum). (Z)-[3-(Methylsulfinyl)-1-propenyl] 2-propenyl disulfide is found in garlic and onion-family vegetables.
1-(Methylsulfinyl)propyl 1-propenyl disulfide
Constituent of Allium cepa (onion) and Allium tricoccum (wood leek). 1-(Methylsulfinyl)propyl 1-propenyl disulfide is found in garden onion. 1-(Methylsulfinyl)propyl 1-propenyl disulfide is a constituent of Allium cepa (onion) and Allium tricoccum (wood leek).
1-Propenyl 1-(1-propenylsulfinyl)propyl disulfide
1-Propenyl 1-(1-propenylsulfinyl)propyl disulfide is found in onion-family vegetables. 1-Propenyl 1-(1-propenylsulfinyl)propyl disulfide is isolated from onion (Allium cepa). Isolated from onion (Allium cepa). 1-Propenyl 1-(1-propenylsulfinyl)propyl disulfide is found in garden onion and onion-family vegetables.
1-(1-Propenylsulfinyl)propyl propyl disulfide
1-(1-Propenylsulfinyl)propyl propyl disulfide is found in onion-family vegetables. 1-(1-Propenylsulfinyl)propyl propyl disulfide is a constituent of Allium cepa (onion) and Allium tricoccum (wood leek). Constituent of Allium cepa (onion) and Allium tricoccum (wood leek). 1-(1-Propenylsulfinyl)propyl propyl disulfide is found in garden onion and onion-family vegetables.
1-(Methylsulfinyl)propyl propyl disulfide
1-(Methylsulfinyl)propyl propyl disulfide is found in onion-family vegetables. 1-(Methylsulfinyl)propyl propyl disulfide is a constituent of Allium cepa (onion) juice and Allium tricoccum (wood leek). Constituent of Allium cepa (onion) juice and Allium tricoccum (wood leek). 1-(Methylsulfinyl)propyl propyl disulfide is found in garden onion and onion-family vegetables.
Methyl 1-(methylsulfinyl)propyl disulfide
Methyl 1-(methylsulfinyl)propyl disulfide is found in onion-family vegetables. Methyl 1-(methylsulfinyl)propyl disulfide is a constituentof Allium cepa (onion) juice and Allium tricoccum (wood leek). Constituentof Allium cepa (onion) juice and Allium tricoccum (wood leek). Methyl 1-(methylsulfinyl)propyl disulfide is found in garden onion and onion-family vegetables.
(Z)-Methyl 3-(methylsulfinyl)-1-propenyl disulfide
(Z)-Methyl 3-(methylsulfinyl)-1-propenyl disulfide is found in onion-family vegetables. (Z)-Methyl 3-(methylsulfinyl)-1-propenyl disulfide is a constituent of Allium sativum (garlic) and Allium ursinum (ramsons) Constituent of Allium sativum (garlic) and Allium ursinum (ramsons). (E)-Methyl 3-(methylsulfinyl)-1-propenyl disulfide is found in garlic and onion-family vegetables.
1-(Methylsulfinyl)propyl 2-propenyl disulfide
1-(Methylsulfinyl)propyl 2-propenyl disulfide is found in onion-family vegetables. 1-(Methylsulfinyl)propyl 2-propenyl disulfide is a constituent of Allium tricoccum (wood leek). Constituent of Allium tricoccum (wood leek). 1-(Methylsulfinyl)propyl 2-propenyl disulfide is found in onion-family vegetables.
2-Propenyl 1-(2-propenylsulfinyl)propyl disulfide
2-Propenyl 1-(2-propenylsulfinyl)propyl disulfide is found in onion-family vegetables. 2-Propenyl 1-(2-propenylsulfinyl)propyl disulfide is a constituent of Allium tricoccum (wood leek). Constituent of Allium tricoccum (wood leek). 2-Propenyl 1-(2-propenylsulfinyl)propyl disulfide is found in onion-family vegetables.
Propyl 1-(propylsulfinyl)propyl disulfide
Propyl 1-(propylsulfinyl)propyl disulfide is found in onion-family vegetables. Propyl 1-(propylsulfinyl)propyl disulfide is a constituent of Allium tricoccum (wood leek). Constituent of Allium tricoccum (wood leek). Propyl 1-(propylsulfinyl)propyl disulfide is found in onion-family vegetables.
1-Propenyl 1-(propylsulfinyl)propyl disulfide
1-Propenyl 1-(propylsulfinyl)propyl disulfide is found in onion-family vegetables. 1-Propenyl 1-(propylsulfinyl)propyl disulfide is a constituent of Allium tricoccum (wood leek). Constituent of Allium tricoccum (wood leek). 1-Propenyl 1-(propylsulfinyl)propyl disulfide is found in onion-family vegetables.
Methyl 1-(2-propenylsulfinyl)propyl disulfide
Methyl 1-(2-propenylsulfinyl)propyl disulfide is found in onion-family vegetables. Methyl 1-(2-propenylsulfinyl)propyl disulfide is a constituent of Allium tricoccum (wood leek). Constituent of Allium tricoccum (wood leek). Methyl 1-(2-propenylsulfinyl)propyl disulfide is found in onion-family vegetables.
Methyl 1-(1-propenylsulfinyl)propyl disulfide
Methyl 1-(1-propenylsulfinyl)propyl disulfide is found in onion-family vegetables. Methyl 1-(1-propenylsulfinyl)propyl disulfide is a constituent of Allium tricoccum (wood leek). Constituent of Allium tricoccum (wood leek). Methyl 1-(1-propenylsulfinyl)propyl disulfide is found in onion-family vegetables.
1-(2-Propenylsulfinyl)propyl propyl disulfide
1-(2-Propenylsulfinyl)propyl propyl disulfide is found in onion-family vegetables. 1-(2-Propenylsulfinyl)propyl propyl disulfide is a constituent of Allium sp Constituent of Allium species 1-(2-Propenylsulfinyl)propyl propyl disulfide is found in onion-family vegetables.
1-Propenyl 1-(2-propenylsulfinyl)propyl disulfide
1-Propenyl 1-(2-propenylsulfinyl)propyl disulfide is found in onion-family vegetables. 1-Propenyl 1-(2-propenylsulfinyl)propyl disulfide is a constituent of Allium sp Constituent of Allium species 1-Propenyl 1-(2-propenylsulfinyl)propyl disulfide is found in onion-family vegetables.
2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide
2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide is found in onion-family vegetables. 2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide is a constituent of Allium species Constituent of Allium subspecies 2-Propenyl 1-(1-propenylsulfinyl)propyl disulfide is found in onion-family vegetables.
Methyl 1-(propylsulfinyl)propyl disulfide
Methyl 1-(propylsulfinyl)propyl disulfide is found in onion-family vegetables. Methyl 1-(propylsulfinyl)propyl disulfide is a constituent of Allium sp Constituent of Allium species Methyl 1-(propylsulfinyl)propyl disulfide is found in onion-family vegetables.
2-Propenyl 1-(propylsulfinyl)propyl disulfide
2-Propenyl 1-(propylsulfinyl)propyl disulfide is found in onion-family vegetables. 2-Propenyl 1-(propylsulfinyl)propyl disulfide is a constituent of Allium sp Constituent of Allium species 2-Propenyl 1-(propylsulfinyl)propyl disulfide is found in onion-family vegetables.
Camelinin
Camelinin is found in fats and oils. Camelinin is isolated from seeds of Camelina sativa (false flax). Isolated from seeds of Camelina sativa (false flax). Camelinin is found in fats and oils.
Methyl-N,N-diethylthiocarbamate
Methyl-N,N-diethylthiocarbamate belongs to the class of organic compounds known as organic thiocarbonic acid derivatives. These are organic compounds containing the thiocarbonic acid structure or a derivative thereof.
Allyl methyl sulfoxide
Allyl methyl sulfoxide is an odourless garlic-derived metabolite found in human breast milk and urine. It is likely the oxidation product of allyl methyl sulfide (AMS) otherwise known as 3-(methylthio)-1-propene.
