Licarin B - Moligand™,≥99% , CAS No.51020-87-2

CAS: 51020-87-2 Cat. No.: L651454 Molecular Weight: 324.37

GRADE & PURITY Moligand™, ≥99%

Synonyms

BDBM50303148 | Q-100947 | 5-((2R,3R)-7-methoxy-3-methyl-5-((E)-prop-1-en-1-yl)-2,3-dihydrobenzofuran-2-yl)benzo[d][1,3]dioxole | AKOS030632872 | NSC 370990 | HY-N0479 | licarine B | SCHEMBL12604783 | (+)-licarin B | DTXSID601317642 | AC-34420 | licarinB |

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

Licarin B, a nitric oxide production inhibitor extracted from the component of the seeds of Myristica fragrans , improves insulin sensitivity via PPARγ and activation of GLUT4 in the IRS-1/PI3K/AKT pathway

In Vitro

Licarin B (5 μM, 10 μM, 15 μM. 8 days) moderately increases TG accumulation during adipogenic differentiation and showed partial PPARg agonist activity in 3T3-L1 preadipocytes. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: 3T3-L1 cell. Concentration: 1-500 μM. Incubation Time: 48 h. Result: Did not cause significant cell death up to 500 μM concentration. Cell Viability AssayCell Line: 3T3-L1 cell. Concentration: 5 μM, 10 μM, 15 μM. Incubation Time: 8 days (replaced every 2 days). Result: LB at 15 μM concentration significantly promoted adipocyte differentiation and caused intracellular TG accumulation.

Form:Solid

IC50& Target:PPARγ GLUT4

Specifications

Synonyms

BDBM50303148 | Q-100947 | 5-((2R, 3R)-7-methoxy-3-methyl-5-((E)-prop-1-en-1-yl)-2, 3-dihydrobenzofuran-2-yl)benzo[d][1, 3]dioxole | AKOS030632872 | NSC 370990 | HY-N0479 | licarine B | SCHEMBL12604783 | (+)-licarin B | DTXSID601317642 | AC-34420 | licarinB |

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Licarin B, a nitric oxide production inhibitor extracted from the component of the seeds of Myristica fragrans , improves insulin sensitivity via PPARγ and activation of GLUT4 in the IRS-1/PI3K/AKT pathway.

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

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

Grade

Moligand™

Action Type

ACTIVATOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC4=C(C=C3)OCO4
• IUPAC Name: 5-[(2R,3R)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]-1,3-benzodioxole
• InChIKey: DMMQXURQRMNSBM-YZAYTREXSA-N
• INCHI: 1S/C20H20O4/c1-4-5-13-8-15-12(2)19(24-20(15)18(9-13)21-3)14-6-7-16-17(10-14)23-11-22-16/h4-10,12,19H,11H2,1-3H3/b5-4+/t12-,19-/m1/s1
• Isomeric SMILES: C/C=C/C1=CC2=C(C(=C1)OC)O[C@H]([C@@H]2C)C3=CC4=C(C=C3)OCO4
• Alternate CAS: 51020-87-2
• MeSH Entry Terms: licarin B
• Molecular Weight: 324.37

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class 2-arylbenzofuran flavonoids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: 2-arylbenzofuran flavonoids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: 2-arylbenzofuran flavonoids
• Alternative Parents: Lignans, neolignans and related compounds Coumarans Benzofurans Benzodioxoles Styrenes Anisoles Alkyl aryl ethers Oxacyclic compounds Acetals Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-arylbenzofuran flavonoid - Neolignan skeleton - Coumaran - Benzodioxole - Benzofuran - Anisole - Styrene - Alkyl aryl ether - Benzenoid - Acetal - Oxacycle - Organoheterocyclic compound - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
• 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)

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Toxoplasma gondii (4585 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (308.29 mM; Need ultrasonic)
• Molecular Weight: 324.400 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 324.136 Da
• Monoisotopic Mass: 324.136 Da
• Topological Polar Surface Area: 36.900 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 465.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1