CAS 107534-93-0|Anwulignan

Introduction：Basic information about CAS 107534-93-0|Anwulignan, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Anwulignan BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles1
6. Synonyms

Common Name	Anwulignan
CAS Number	107534-93-0	Molecular Weight	328.402
Density	1.159	Boiling Point	467.0±40.0 °C at 760 mmHg
Molecular Formula	C₂₀H₂₄O₄	Melting Point	70-71℃
MSDS	ChineseUSA	Flash Point	236℃

Names

Name	4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol
Synonym	More Synonyms

Anwulignan BiologicalActivity

Description	Macelignan(Anwuligan) is a natural compound isolated from Myristica fragrans Houtt; possesses therapeutic potentials against neurodegenerative diseases with oxidative stress and neuroinflammation.IC50 value:Target: in vitro: Macelignan significantly attenuated the ROS production and neurotoxicity induced by glutamate in HT22 cell [1]. At 24 h of biofilm growth, S. mutans, A. viscosus and S. sanguis biofilms were reduced by up to 30%, 30% and 38%, respectively, after treatment with 10 microg/mL macelignan for 5 min [2]. Cisplatin-induced phosphorylation of c-Jun N-terminal kinase1/2 (JNK1/2) and extracellular signal-regulated kinase1/2 (ERK1/2) was abrogated by pretreatment with macelignan, however, that of p38 was not significantly affected [3].in vivo: Macelignan attenuated the expression of phosphorylated c-Jun in cisplatin-treated mice [3]. Daily administration of macelignan reduced the spatial memory impairments induced by the chronic LPS infusions [4].
Related Catalog	Signaling Pathways >>Others >>OthersResearch Areas >>Neurological DiseaseNatural Products >>Phenylpropanoids
References	[1]. Jin DQ, et al. Anti-oxidant and anti-inflammatory activities of macelignan in murine hippocampal cell line and primary culture of rat microglial cells. Biochem Biophys Res Commun. 2005 Jun 17;331(4):1264-9. [2]. Yanti, et al. In vitro anti-biofilm activity of macelignan isolated from Myristica fragrans Houtt. against oral primary colonizer bacteria. Phytother Res. 2008 Mar;22(3):308-12. [3]. Sohn JH, et al. Protective Effects of macelignan on cisplatin-induced hepatotoxicity is associated with JNK activation. Biol Pharm Bull. 2008 Feb;31(2):273-7. [4]. Cui CA, et al. Macelignan attenuates LPS-induced inflammation and reduces LPS-induced spatial learning impairments in rats. Neurosci Lett. 2008 Dec 19;448(1):110-4.

Description

Macelignan(Anwuligan) is a natural compound isolated from Myristica fragrans Houtt; possesses therapeutic potentials against neurodegenerative diseases with oxidative stress and neuroinflammation.IC50 value:Target: in vitro: Macelignan significantly attenuated the ROS production and neurotoxicity induced by glutamate in HT22 cell [1]. At 24 h of biofilm growth, S. mutans, A. viscosus and S. sanguis biofilms were reduced by up to 30%, 30% and 38%, respectively, after treatment with 10 microg/mL macelignan for 5 min [2]. Cisplatin-induced phosphorylation of c-Jun N-terminal kinase1/2 (JNK1/2) and extracellular signal-regulated kinase1/2 (ERK1/2) was abrogated by pretreatment with macelignan, however, that of p38 was not significantly affected [3].in vivo: Macelignan attenuated the expression of phosphorylated c-Jun in cisplatin-treated mice [3]. Daily administration of macelignan reduced the spatial memory impairments induced by the chronic LPS infusions [4].

Related Catalog

Signaling Pathways >>Others >>OthersResearch Areas >>Neurological DiseaseNatural Products >>Phenylpropanoids

References

[1]. Jin DQ, et al. Anti-oxidant and anti-inflammatory activities of macelignan in murine hippocampal cell line and primary culture of rat microglial cells. Biochem Biophys Res Commun. 2005 Jun 17;331(4):1264-9.

[2]. Yanti, et al. In vitro anti-biofilm activity of macelignan isolated from Myristica fragrans Houtt. against oral primary colonizer bacteria. Phytother Res. 2008 Mar;22(3):308-12.

[3]. Sohn JH, et al. Protective Effects of macelignan on cisplatin-induced hepatotoxicity is associated with JNK activation. Biol Pharm Bull. 2008 Feb;31(2):273-7.

[4]. Cui CA, et al. Macelignan attenuates LPS-induced inflammation and reduces LPS-induced spatial learning impairments in rats. Neurosci Lett. 2008 Dec 19;448(1):110-4.

Chemical & Physical Properties

Density	1.159
Boiling Point	467.0±40.0 °C at 760 mmHg
Melting Point	70-71℃
Molecular Formula	C₂₀H₂₄O₄
Molecular Weight	328.402
Flash Point	236℃
Exact Mass	328.167450
PSA	47.92000
LogP	5.22
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.574
InChIKey	QDDILOVMGWUNGD-UONOGXRCSA-N
SMILES	COc1cc(CC(C)C(C)Cc2ccc3c(c2)OCO3)ccc1O
Storage condition	-20°C

Safety Information

RIDADR	NONH for all modes of transport
HS Code	29329990

Articles1

Macelignan attenuates LPS-induced inflammation and reduces LPS-induced spatial learning impairments in rats.

Neurosci. Lett. 448(1) , 110-4, (2008)

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 hip...

Synonyms

Phenol, 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxy-

HMS2219A18

(+)-Anwulignan

Macelignan

4-[(2S,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol

UNII-8PP3614Z43

austrobailignan 6

Anwuligan

Macelignan, (+)-

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