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Merck
CN

SMB01008

Aschantin

≥90% (LC/MS-ELSD)

Synonym(s):

(+)-Aschantin, 5-[(3S,3aR,6S,6aR)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-1,3-benzodioxole

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About This Item

Empirical Formula (Hill Notation):
C22H24O7
CAS Number:
13060-15-6
Molecular Weight:
400.42
UNSPSC Code:
12352205
NACRES:
NA.25

Key Documents

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SMILES string

O1[C@@H]([C@@H]3[C@@H]([C@H](OC3)c4cc5c(cc4)OCO5)C1)c2cc(c(c(c2)OC)OC)OC

InChI

1S/C22H24O7/c1-23-18-7-13(8-19(24-2)22(18)25-3)21-15-10-26-20(14(15)9-27-21)12-4-5-16-17(6-12)29-11-28-16/h4-8,14-15,20-21H,9-11H2,1-3H3/t14-,15-,20+,21+/m0/s1

InChI key

ONDWGDNAFRAXCN-VUEDXXQZSA-N

biological source

plant

assay

≥90% (LC/MS-ELSD)

form

solid

mol wt

400.42

solubility

water: slightly soluble

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

Related Categories

General description

Aschantin, a bioactive lignan, is a natural product commonly available from Magnolia Sp, and Artemisia Sp. plants. This secondary metabolite derived from plant sources exhibits various biological activities such as anti-inflammatory, antioxidant, and anticancer activities.

Application

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Biochem/physiol Actions

Aschantin has various biological activities including peroxynitrite scavenging capacity, inhibition of inducible NO synthetase, antiplasmodial activity, Ca2+-antagonistic activity, platelet activating factor-antagonistic activity, and chemo-preventative or therapeutic activity mediated via inhibition of mTOR kinase.
The anticancer activity of aschantin is achieved by inhibiting Akt, a protein that plays a crucial role in promoting cancer cell growth and proliferation. By blocking Akt, aschantin disrupts multiple signaling pathways that are essential for cancer cells to thrive and multiply. This disruption ultimately leads to the suppression of cancer cell proliferation, making it an effective strategy for combating cancer.

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Other Notes

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Soon-Sang Kwon et al.
Molecules (Basel, Switzerland), 21(5) (2016-04-30)
Aschantin is a bioactive neolignan found in Magnolia flos with antiplasmodial, Ca(2+)-antagonistic, platelet activating factor-antagonistic, and chemopreventive activities. We investigated its inhibitory effects on the activities of eight major human cytochrome P450 (CYP) and uridine 5'-diphospho-glucuronosyltransferase (UGT) enzymes of human

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