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A2737

Sigma-Aldrich

Atractylenolide I

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C15H18O2
CAS Number:
Molecular Weight:
230.30
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.25

Assay

≥98% (HPLC)

form

powder or crystals

solubility

methanol: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

C=C1CCC[C@@](C=C2O3)(C)[C@@]1([H])CC2=C(C)C3=O

InChI

1S/C15H18O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h8,12H,1,4-7H2,2-3H3/t12-,15+/m0/s1

InChI key

ZTVSGQPHMUYCRS-SWLSCSKDSA-N

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General description

Atractylenolide I is one of the active ingredients of Rhizoma Atractylodes macrocephala which is obtained from the dried root and stem of Atractylodes Macrocephala Koidz. It is a sesquiterpene compound of hydrophobic nature.

Application

Atractylenolide I is a phytochemical that may be used to study its anti-inflammatory and anti-angiogenesis activities. Atractylenolide I may be used and studied as a postitive modulator of GABA-induced chloride currents I(GABA) and as an inhibitor of aromatases. Atractylenolide I may be used as a reference material in assays to detect its presence in plant root extracts and biological milieu such as plasma.

Biochem/physiol Actions

Atractylenolide I has been reported to have an anti-inflammatory activity due to its inhibitory effect on tumor necrosis factor-α (TNF-α) and the production of nitric oxide (NO). It also shows anti-cancer nature, thereby being used in the management of gastric cancer cachexia symptoms. Additionally, it has anti-angiogenic, pro-oxidative and cytotoxic characteristics.
Phytochemical from Traditional Chinese Medicine herbal preparations. Atractylenolide I is an anti-inflammatory that is reported to inhibit angiogenesis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

339.6 °F

Flash Point(C)

170.87 °C


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jian-Ming Huang et al.
Scientific reports, 4, 3840-3840 (2014-01-24)
Paclitaxel, a known TLR4 ligand, leads to activation of TLR4/MyD88-dependent pathway that mediates chemoresistance and tumor progression in epithelial ovarian carcinoma (EOC). Atractylenolide-I (AO-I), a novel TLR4-antagonizing agent, inhibits TLR4 signaling by interfering with the binding of LPS or paclitaxel
Yujuan Li et al.
Journal of pharmaceutical and biomedical analysis, 58, 172-176 (2011-10-22)
A new high-performance liquid chromatography/tandem mass spectrometry (LC-MS/MS) was developed for quantitative analysis of atractylenolide I in rat plasma using buspirone as internal standard (I.S.). Rat plasma samples were deproteined with methanol and acetonitrile (1:1, v/v). Atractylenolide I and I.S.
Hai Jiang et al.
Molecules (Basel, Switzerland), 16(4), 3146-3151 (2011-04-16)
Ten compounds were isolated from the dichloromethane extract of Atractylodes macrocephala and their aromatase inhibiting activities were tested using an in vitro fluorescent-based aromatase assay. The results indicated that atractylenolide I, atractylenolide II and atractylenolide III had inhibition ratios of
Hyun Young Park et al.
Planta medica, 77(13), 1528-1530 (2011-02-25)
The roots of Cyathula officinalis Kuan are widely used in Chinese medicine for the treatment of inflammatory disorders. Here, the ability of C. officinalis Kuan to downregulate matrix metalloproteinase (MMP)-13 was examined since MMP-13 is an important enzyme for the
Yi Liu et al.
Evidence-based complementary and alternative medicine : eCAM, 5(3), 337-344 (2008-10-03)
We determined the therapeutic efficacy of atractylenolide I (ATR), extracted from largehead atractylodes rhizome, in managing gastric cancer cachexia (GCC), and interpreted its probable pharmacological mechanism via investigating tumor necrosis factor alpha (TNF-alpha), interleukin-1 (IL-1), interleukin-6 (IL-6) and proteolysis-inducing factor

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