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SML1519

Macelignan

≥98% (HPLC)

Synonym(s):

(+)-Anwulignan, 4-[(2S,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxy-phenol, Anwulignan

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About This Item

Empirical Formula (Hill Notation):
C20H24O4
CAS Number:
107534-93-0
Molecular Weight:
328.40
NACRES:
NA.77
PubChem Substance ID:
329825936
UNSPSC Code:
12352200
MDL number:
MFCD09953803
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC1=C(OC)C=C(C[C@H](C)[C@H](C)CC2=CC=C(OCO3)C3=C2)C=C1

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

InChI key

QDDILOVMGWUNGD-UONOGXRCSA-N

General description

Macelignan is a naturally occurring compound that has scavenging effects on free-radicals and inhibits prostaglandin. It also exhibits antioxidant and anti-inflammatory effects.

Biochem/physiol Actions

Macelignan is a neuroprotective lingan isolated from nutmeg (Myristica fragrans) that protects dopaminergic neurons from inflammatory degeneration. Apparently, the neuroprotective effect of macelignan is mediated by PPARγ activation and arginase-1 expression. Macelignan inhibits LPS induced production of NO as well and inflammatory cytokines including TNF and IL- 1β in primary cultures of microglia.
Macelignan is a neuroprotective lingan isolated from nutmeg.

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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