3 3 Dimethyl 1 Butanol

3,3-Dimethyl-i-butanol
Names

Preferred IUPAC name iii,3-Dimethylbutan-1-ol
Other names 3,3-Dimethyl-i-butanol
Identifiers
CAS Number	624-95-3 ^Y
3D model (JSmol)	Interactive image
ChemSpider	11732
ECHA InfoCard	100.009.884
PubChem CID	12233
UNII	543OYD666T ^Y
CompTox Dashboard (EPA)	DTXSID3060796
InChI InChI=1S/C6H14O/c1-6(two,three)4-5-7/h7H,4-5H2,1-3H3 Key: DUXCSEISVMREAX-UHFFFAOYSA-N InChI=1/C6H14O/c1-vi(2,3)four-5-7/h7H,iv-5H2,ane-3H3 Key: DUXCSEISVMREAX-UHFFFAOYAW
SMILES CC(C)(C)CCO
Properties
Chemic formula	C ₆ H ₁₄ O
Molar mass	102.177 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemic chemical compound

3,three-Dimethyl-1-butanol (DMB) is a structural analog of choline.^[1]

Effects [edit]

DMB inhibits microbial trimethylamine (TMA) formation in mice and in human feces, thereby reducing plasma trimethylamine N-oxide (TMAO) levels after choline or carnitine supplementation.^[1] It consequently inhibited choline-enhanced endogenous macrophage foam jail cell formation and atherosclerotic lesion development in mice without alterations in circulating cholesterol levels.^[1]

While mice placed on a choline supplemented diet showed an increase in the proportions of the bacterial taxon Clostridiales in the gut, DMB induced a subtract in the proportions of this taxon.^[1]

Mice showed no evidence of toxicity to chronic (16-week) DMB exposure.^[1]

Occurrence [edit]

DMB is found in some balsamic vinegars, red wines, and some common cold-pressed extra virgin olive oils and grapeseed oils.^[1]

References [edit]

^ ^a ^b ^c ^d ^e ^f Wang, Zeneng; Roberts, Adam B.; Buffa, Jennifer A.; Levison, Bruce S.; Zhu, Weifei; Org, Elin; Gu, Xiaodong; Huang, Ying; Zamanian-Daryoush, Maryam; Culley, Miranda G.; DiDonato, Anthony J.; Fu, Xiaoming; Hazen, Jennie East.; Krajcik, Daniel; DiDonato, Joseph A.; Lusis, Aldons J.; Hazen, Stanley L. (December 2015). "Non-lethal Inhibition of Gut Microbial Trimethylamine Production for the Treatment of Atherosclerosis". Prison cell. 163 (7): 1585–1595. doi:10.1016/j.jail cell.2015.eleven.055. PMC4871610. PMID 26687352.