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Atractylenolide III - 10mM in DMSO, high purity , CAS No.73030-71-4(DMSO)

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
A580302
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A580302-1ml
1ml
Available within 8-12 weeks(?)
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$77.90
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Compound libraries (12325)

Basic Description

Synonyms Atractylenolide III | 73030-71-4 | AtractylenolideIII | Codonolactone | 8-Hydroxyasterolide | CHEMBL486961 | CHEBI:69958 | (4aS,8aR,9aS)-9a-hydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one | 8beta-Hydroxyasterolide | Naphtho[2,3-b]furan
Specifications & Purity 10mM in DMSO
Biochemical and Physiological Mechanisms Atractylenolide III has been shown to possess anti-inflammatory effects and also offers gastroprotection. It also shows acaricidal properties and hence has the potential to be used as an agent for the control of dust mites. Atractylenolide III is capable
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

General description:

Atractylenolide III is a biologically active sesquiterpene compound, extracted from the roots of Atractylodes macrocephala Koidzumi.


Application:

Atractylenolide III has been used to examine its effects on the energy metabolism in the skeletal muscles of mouse.

Atractylenolide III, a sesquiterpenoid, is a phytochemical that may be used to study its anti-inflammatory and anti-angiogenesis activities. Atractylenolide III may be used and studied as an inhibitor of aromatases and inducer of apoptosis. Atractylenolide III may be used to study its sonic hedgehog pathway dependent mechanism of action as an inducer of chondrogenic differentiation. Atractylenolide III may be used as a reference material in assays to detect its presence in plant root extracts and biological milieu such as plasma.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Terpene lactones
Intermediate Tree Nodes Sesquiterpene lactones
Direct Parent Eudesmanolides, secoeudesmanolides, and derivatives
Alternative Parents Sesquiterpenoids  Naphthofurans  Butenolides  Enoate esters  Lactones  Hemiacetals  Cyclic alcohols and derivatives  Oxacyclic compounds  Monocarboxylic acids and derivatives  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents Eudesmanolide - Sesquiterpenoid - Naphthofuran - 2-furanone - Cyclic alcohol - Dihydrofuran - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Lactone - Hemiacetal - Carboxylic acid ester - Monocarboxylic acid or derivatives - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton.
External Descriptors naphthofuran

Associated Targets(Human)

PGR Tclin Progesterone receptor (8562 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TYR Tclin Tyrosinase (717 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SOAT2 Tchem Acyl coenzyme A:cholesterol acyltransferase 2 (288 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Soat1 Acyl coenzyme A:cholesterol acyltransferase 1 (295 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CHO-K1 (1115 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PC-12 (7051 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (4aS,8aR,9aS)-9a-hydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one
INCHI InChI=1S/C15H20O3/c1-9-5-4-6-14(3)8-15(17)12(7-11(9)14)10(2)13(16)18-15/h11,17H,1,4-8H2,2-3H3/t11-,14+,15-/m0/s1
InChIKey FBMORZZOJSDNRQ-GLQYFDAESA-N
Smiles CC1=C2CC3C(=C)CCCC3(CC2(OC1=O)O)C
Isomeric SMILES CC1=C2C[C@H]3C(=C)CCC[C@@]3(C[C@@]2(OC1=O)O)C
Molecular Weight 248.32
Reaxy-Rn 38117131
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=38117131&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Molecular Weight 248.320 g/mol
XLogP3 2.100
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 0
Exact Mass 248.141 Da
Monoisotopic Mass 248.141 Da
Topological Polar Surface Area 46.500 Ų
Heavy Atom Count 18
Formal Charge 0
Complexity 476.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
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

Solution Calculators

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