Dihydromethysticin

Dihydromethysticin
Names
	IUPAC name (2S)-2-[2-(1,3-benzodioxol-5-yl)ethyl]-4-methoxy-2,3-dihydropyran-6-one
Identifiers
CAS Number	19902-91-1 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1510786 ;
ChemSpider	200147 ;
MeSH	C107882
PubChem CID	88308;
UNII	FZ66MQ73GS ;
CompTox Dashboard (EPA)	DTXSID601314143 ;
	InChI InChI=1S/C15H16O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h3,5-6,8,11H,2,4,7,9H2,1H3 Key: RSIWXFIBHXYNFM-UHFFFAOYSA-N;
	SMILES COC1=CC(=O)OC(C1)CCC2=CC3=C(C=C2)OCO3;
Properties
Chemical formula	C15H16O5
Molar mass	276.28 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Dihydromethysticin is one of the six major kavalactones found in the kava plant.^[1]

Pharmacology

Dihydromethysticin has marked activity on the induction of CYP3A23, as does the related chemical desmethoxyyangonin.^[2]

Both dihydromethysticin and methysticin induce the hepatic enzyme CYP1A1, which increases the amount of the very highly carcinogenic benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide in the body (via the metabolism of benzo[a]pyrene) and may be responsible for some of the toxic effects associated with kava consumption.^{[citation needed]}

Names


IUPAC name (2S)-2-[2-(1,3-benzodioxol-5-yl)ethyl]-4-methoxy-2,3-dihydropyran-6-one
Identifiers
CAS Number	19902-91-1^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1510786^N
ChemSpider	200147^N
MeSH	C107882
PubChem CID	88308
UNII	FZ66MQ73GS^Y
CompTox Dashboard (EPA)	DTXSID601314143
InChI InChI=1S/C15H16O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h3,5-6,8,11H,2,4,7,9H2,1H3 Key: RSIWXFIBHXYNFM-UHFFFAOYSA-N
SMILES COC1=CC(=O)OC(C1)CCC2=CC3=C(C=C2)OCO3
Properties
Chemical formula	C₁₅H₁₆O₅
Molar mass	276.28 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references