Macelignan

Macelignan (Anwulignan) is a lignan. It can be found in Myristica fragrans, the nutmeg.

Macelignan

Chemical structure of macelignan
Names
IUPAC name (8S,8′R)-3-Methoxy-3′,4′-[methylenebis(oxy)]lignan-4-ol
Systematic IUPAC name 4-[(2S,3R)-4-(2H-1,3-Benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol
Other names Anwulignan
Identifiers
CAS Number	107534-93-0 N
3D model (JSmol)	Interactive image
ChemSpider	8579683 Y
PubChem CID	10404245
UNII	8PP3614Z43
CompTox Dashboard (EPA)	DTXSID00148077
InChI InChI=1S/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1 N Key: QDDILOVMGWUNGD-UONOGXRCSA-N N InChI=1/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1 Key: QDDILOVMGWUNGD-UONOGXRCBH
SMILES C[C@H](CC1=CC2=C(C=C1)OCO2)[C@@H](C)CC3=CC(=C(C=C3)O)OC
Properties
Chemical formula	C20H24O4
Molar mass	328.40 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

Medical research

One study has shown that macelignan may exert antimicrobial and anticariogenic activity against Streptococcus mutans, but this is not a currently used treatment.^[1][2]

Macelignan may also act as an antidiabetic molecule via PPAR signaling^[3] and upregulate adipocyte gene expression^[4]

Macelignan may contain antioxidant and anti-inflammatory properties^[5][4] and is marketed in breast enhancement creams for its anti-aging properties.^[6]