Dimethyl sulfone (BioCAD00000010146)
Metabolite Card
Chinese Name: 二甲基砜
Formula: C2H6O2S (94.0088)
SMILES:
CS(C)(=O)=O
Synonyms [en]
dimethyl sulfone; methylsulfonylmethane; Dimethyl sulphone; Sulfonylbismethane; DIMETHYLSULFONE; sulfonyldimethane
Last reviewed on 2026-04-16.
Cite this Page
Dimethyl sulfone. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/Dimethyl_sulfone
(retrieved
2026-08-21) (CAD Registry RN: BioCAD00000010146). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Dimethyl sulfone, also known as sulfonylbismethane or lignisul MSM, belongs to the class of organic compounds known as sulfones. Sulfones are compounds containing a sulfonyl group, which has the general structure RS(=O)2R' (R,R' =alkyl, aryl), attached to two carbon atoms. Dimethyl sulfone (DMSO2) is an organic sulfur compound belonging to a class of chemicals known as sulfones. It derives from dietary sources, from intestinal bacterial metabolism and from human endogenous methanethiol metabolism. DMSO2 reflects its close chemical relationship to dimethyl sulfoxide (DMSO), which differs only in the oxidation state of the sulfur atom. Dimethyl sulfone is possibly neutral. Dimethyl sulfone exists in all living organisms, ranging from bacteria to humans. DMSO2 is the primary metabolite of DMSO in humans, and it shares some of the properties of DMSO. Dimethyl sulfone is sulfurous tasting compound. dimethyl sulfone is found on average in the highest concentration in milk (cow). Dimethyl sulfone has also been detected, but not quantified in asparagus and guava. This could make dimethyl sulfone a potential biomarker for the consumption of these foods. Dimethyl sulfone can be found in Afipia. It occurs naturally in some primitive plants and is present in small amounts in many foods and beverages. Dimethyl sulfone can be found in plasma and CSF of normal humans.
DBLinks
- CAS Registry Number: 67-71-0
- PubChem CID: 6213
- ChEBI: 9349
- HMDB: HMDB0004983
- LipidMaps:
- KEGG: C11142
- BioCyc: CPD-10437
- NCBI MeSH: dimethyl sulfone
- Wikipedia: Methylsulfonylmethane
Other DBLinks
- CAS Registry Number: 67-71-0
- PubChem: 6213
- ChEBI: ChEBI:9349
- HMDB: HMDB0004983
- HMDB: HMDB04983
- KEGG: C11142
- BioCyc: CPD-10437
- NCBI MeSH: dimethyl sulfone
- Wikipedia: Methylsulfonylmethane
- DrugBank: DB14090
- RefMet: RM0136279
- MoNA: HMDB0004983_ms_ms_2421
- MoNA: HMDB0004983_ms_ms_2422
- MoNA: HMDB0004983_ms_ms_2423
- Metlin: METLIN_7236
- Coconut NaturalProduct: CNP0605129.0
- PMHub: MS000022138
- metaboanalyst: 4c6065745d1c7768952fb4bf0de9dbc9
- metaboanalyst: 921672159f340ef39322732e612ce5cf
- metaboanalyst: cdb784f018d2d23b6c3a4c59439a7439
- HERB: HBIN034809
Class / Ontology
- WishartLab ClassyFire: [Sulfones] Sulfones
- RefMet: [Sulfones] Sulfones
- ChEBI: [CHEBI:9349] sulfonyldimethane
| ID | EC Number | Name |
|---|---|---|
| KEGG:R09498 | 1.8.1.17 | dimethylsulfone reductase |
| KEGG:R10203 | 1.14.14.35 | C11142 + 2 C01847 + 2 C00007<=>C11145 + C00067 + 2 C00061 + 2 C00001 |
| KEGG:R11457 | 1.14.14.35 | dimethyl sulfone,FMNH2:oxygen oxidoreductase |
| KEGG:R12320 | 1.14.13.245 | dimethyl sulfoxide,NADH:oxygen oxidoreductase (S-oxidizing) |
| Rhea:RHEA:30220 | 1.8.1.17 | dimethyl sulfoxide + NAD+ + H2O => dimethyl sulfone + NADH + H+ |
| Rhea:RHEA:30221 | 1.8.1.17 | dimethyl sulfone + NADH + H+ => dimethyl sulfoxide + NAD+ + H2O |
| Rhea:RHEA:30222 | 1.8.1.17 | dimethyl sulfoxide + NAD+ + H2O <=> dimethyl sulfone + NADH + H+ |
| Rhea:RHEA:50717 | 1.14.14.35 | dimethyl sulfone + FMNH2 + O2 => methanesulfinate + FMN + formaldehyde + H2O + 2 H+ |
| Rhea:RHEA:50718 | 1.14.14.35 | methanesulfinate + FMN + formaldehyde + H2O + 2 H+ => dimethyl sulfone + FMNH2 + O2 |
| Rhea:RHEA:50719 | 1.14.14.35 | dimethyl sulfone + FMNH2 + O2 <=> methanesulfinate + FMN + formaldehyde + H2O + 2 H+ |
| Rhea:RHEA:57957 | 1.14.13.245 | dimethyl sulfoxide + NADH + O2 + H+ => dimethyl sulfone + NAD+ + H2O |
| Rhea:RHEA:57958 | 1.14.13.245 | dimethyl sulfone + NAD+ + H2O => dimethyl sulfoxide + NADH + O2 + H+ |
| Rhea:RHEA:57959 | 1.14.13.245 | dimethyl sulfoxide + NADH + O2 + H+ <=> dimethyl sulfone + NAD+ + H2O |
| BioCyc:RXN-14709 | 1.14.14.35 | CPD-10437 + OXYGEN-MOLECULE + FMNH2 --> WATER + CPD-15551 + FORMALDEHYDE + FMN + 2 PROTON |
| BioCyc:RXN-9767 | 1.14.13.245 | dimethylsulfoxide hydroxylase |
| BioCyc:RXN-9762 | 1.8.1.17 | CPD-10437 + NADH + PROTON --> DMSO + WATER + NAD |
| Rhea:RHEA:30219 | [30219] dimethyl sulfoxide + NAD(+) + H2O = dimethyl sulfone + NADH + H(+) | |
| Rhea:RHEA:50716 | [50716] dimethyl sulfone + FMNH2 + O2 = methanesulfinate + FMN + formaldehyde + H2O + 2 H(+) | |
| Rhea:RHEA:57956 | [57956] dimethyl sulfoxide + NADH + O2 + H(+) = dimethyl sulfone + NAD(+) + H2O |
Taxonomy Source
- Aloe africana [ncbi taxid: 1080010]
- Aloe ferox [ncbi taxid: 117798]
- Aloe spicata [ncbi taxid: 992642]
- Aloe vera [ncbi taxid: 34199]
- Angelica sinensis [ncbi taxid: 165353]
- Bos indicus [ncbi taxid: 9915]
- Chondromyces robustus [ncbi taxid: 83448]
- Equisetum hiemale [ncbi taxid: ]
- Equisetum hyemale [ncbi taxid: 3262]
- Euonymus alatus [ncbi taxid: 4307]
- Glaucium leiocarpum [ncbi taxid: 2778768]
- Hericium erinaceus [ncbi taxid: 91752]
- Homo sapiens [ncbi taxid: 9606]
- Laurus nobilis [ncbi taxid: 85223]
- Lemnalia nitida [ncbi taxid: ]
- Meconopsis punicea [ncbi taxid: 248846]
- Narcissus cyclamineus [ncbi taxid: 253461]
- Oroxylum indicum [ncbi taxid: 83951]
- Papaver bracteatum [ncbi taxid: 215227]
- Salvia multicaulis [ncbi taxid: 1685714]
- Tanaecium jaroba [ncbi taxid: 3003609]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:META_PWY-6058 | dimethyl sulfone degradation |
| BioCyc:META_PWY-6059 | dimethyl sulfide degradation II (oxidation) |
| BioCyc:META_PWY-6072 | superpathway of dimethylsulfone degradation |