Atractylenolide I - analytical standard , CAS No.73069-13-3

CAS: 73069-13-3 Cat. No.: A304497 Formule: C₁₅H₁₈O₂ Poids moléculaire: 230.3

QUALITÉ & PURETÉ Analytical standard

Synonyms

Atractylenolide I|(4aS,8aS)-3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a-hexahydronaphtho[2,3-b]furan-2(4H)-one|8,9-dehydroasterolide|(4aS,8aS)-3,8a-dimethyl-5-methylidene-4a,6,7,8-tetrahydro-4H-benzo[f][1]benzofuran-2-one|8,12-EPOXYEUDESMA-4(14),7(11),8-TRIEN-12-ONE|Atractylenolide 1|Atractylenolide-1|AtractylenolideI|Atractylenolide-I

Storage

Store at 2-8°C,Protected from light,Desiccated

Shipped In

Wet ice

Vue d’ensemble

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.

Spécifications

Synonymes

Atractylenolide I | (4aS,8aS)-3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a-hexahydronaphtho[2,3-b]furan-2(4H)-one | 8,9-dehydroasterolide | (4aS,8aS)-3,8a-dimethyl-5-methylidene-4a,6,7,8-tetrahydro-4H-benzo[f][1]benzofuran-2-one | 8,12-EPOXYEUDESMA-4(14),7(11),8-TRIEN-12-ONE | Atractylenolide 1 | Atractylenolide-1 | AtractylenolideI | Atractyl Afficher plus

Spécifications et pureté

analytical standard

Mécanismes biochimiques et physiologiques

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

Conditions de stockage de stockage

Store at 2-8°C,Protected from light,Desiccated

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Étalon d'analyse

Noms et identifiants

Pubchem Sid

504763600

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504763600

Sourires canoniques

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

Isomères SMILES

CC1=C2C[C@H]3C(=C)CCC[C@@]3(C=C2OC1=O)C

Poids moléculaire

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
    • Classe Naphthofurans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: 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

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Mécanismes d'action

Propriétés chimiques et physiques

• Point d'éclair (°C): 170℃
• Point d'ébullition (°C): 405.0±44.0 °C
• Point de fusion (°C): 121-123 °C
• Poids moléculaire: 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