Atractylenolide I - 10mM in DMSO , CAS No.73069-13-3

CAS: 73069-13-3 Cat. No.: A425701 Molecular Weight: 230.3

GRADE & PURITY 10mM in DMSO

Synonyms

HMS3886N08 | Atractylenolide I | Atractylenolide I, >=98% (HPLC) | s8291 | (4aS,8aS)-3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a-hexahydronaphtho[2,3-b]furan-2(4H)-one | SCHEMBL1898423 | 8,9-dehydroasterolide | BDBM50241939 | HY-N0201 | (4aS,8aS)-3,8a-dimethy

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Atractylenolide I is the major sesquiterpenoid of the rhizome of A. macrocephala and shows a wide spectrum of pharmacological activities such as antiinflammatory, digestion promoting, and antioxidant effects.
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.

Specifications

Synonyms

HMS3886N08 | Atractylenolide I | Atractylenolide I, >=98% (HPLC) | s8291 | (4aS, 8aS)-3, 8a-dimethyl-5-methylene-4a, 5, 6, 7, 8, 8a-hexahydronaphtho[2, 3-b]furan-2(4H)-one | SCHEMBL1898423 | 8, 9-dehydroasterolide | BDBM50241939 | HY-N0201 | (4aS, 8aS)-3, 8a-dimethy

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Phytochemical from Traditional Chinese Medicine herbal preparations. Atractylenolide I is an anti-inflammatory that is reported to inhibit angiogenesis.

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Names and Identifiers

• Canonical Smiles: CC1=C2CC3C(=C)CCCC3(C=C2OC1=O)C
• IUPAC Name: (4aS,8aS)-3,8a-dimethyl-5-methylidene-4a,6,7,8-tetrahydro-4H-benzo[f][1]benzofuran-2-one
• InChIKey: ZTVSGQPHMUYCRS-SWLSCSKDSA-N
• 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
• Isomeric SMILES: CC1=C2C[C@H]3C(=C)CCC[C@@]3(C=C2OC1=O)C
• Molecular Weight: 230.3
• Reaxy-Rn: 2655855
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2655855&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Naphthofurans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Naphthofurans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthofurans
• Alternative Parents: Butenolides Enol esters Enoate esters Lactones Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Naphthofuran - 2-furanone - Dihydrofuran - Enol ester - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Lactone - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organooxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthofurans. These are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

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K562 (73714 Activities)

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U-937 (7138 Activities)

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HepG2 (196354 Activities)

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Jurkat (10389 Activities)

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Associated Targets(non-human)

PC-12 (7051 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Flash Point(°C): 170℃
• Boil Point(°C): 405.0±44.0 °C
• Melt Point(°C): 121-123 °C
• Molecular Weight: 230.300 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 230.131 Da
• Monoisotopic Mass: 230.131 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 481.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1