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SML1519

Sigma-Aldrich

Macelignan

≥98% (HPLC)

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Synonym(s):
(+)-Anwulignan, 4-[(2S,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxy-phenol, Anwulignan
Empirical Formula (Hill Notation):
C20H24O4
CAS Number:
Molecular Weight:
328.40
MDL number:
PubChem Substance ID:

Quality Level

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

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This Item
PHL83522A2731SML1766
Macelignan ≥98% (HPLC)

Sigma-Aldrich

SML1519

Macelignan

Macelignan phyproof® Reference Substance

PHL83522

Macelignan

AMG 9810 ≥98% (HPLC), powder

Sigma-Aldrich

A2731

AMG 9810

Diphyllin ≥98% (HPLC)

Sigma-Aldrich

SML1766

Diphyllin

form

powder

form

-

form

powder

form

powder

color

white to beige

color

-

color

white to beige

color

white to light brown

solubility

DMSO: 20 mg/mL, clear

solubility

-

solubility

DMSO: >5 mg/mL

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Chun-Ai Cui et al.
Neuroscience letters, 448(1), 110-114 (2008-10-23)
Previous studies have shown that macelignan has anti-inflammatory and neuroprotective effects. Subsequently, in the current study, we demonstrate that oral administrations of macelignan reduce the hippocampal microglial activation induced by chronic infusions of lipopolysaccharide (LPS) into the fourth ventricle of

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