Inulicin - Moligand™,≥99% , CAS No.33627-41-7

CAS: 33627-41-7 Cat. No.: I649304 Molecular Weight: 308.37 EC Number: 112-420-2 PubChem CID: 75528891

GRADE & PURITY Moligand™, ≥99%

Synonyms

1-O-Acetyl britannilactone | 2H-Cyclohepta(b)furan-2-one, 3,3a,4,5,8,8a-hexahydro-4-hydroxy-6-(3-hydroxypropyl)-5,7-dimethyl-3-methylene-, 6-acetate, (+)- | MS-24472 | Inulicin | 1-O-Acetylbritannilactone1-O-Acetylbritannilactone | NCGC00385881-01 | 1-O-A

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Specifications

Synonyms

1-O-Acetyl britannilactone | 2H-Cyclohepta(b)furan-2-one, 3, 3a, 4, 5, 8, 8a-hexahydro-4-hydroxy-6-(3-hydroxypropyl)-5, 7-dimethyl-3-methylene-, 6-acetate, (+)- | MS-24472 | Inulicin | 1-O-Acetylbritannilactone1-O-Acetylbritannilactone | NCGC00385881-01 | 1-O-A

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Inulicin (1-O-Acetylbritannilactone) is an active compound that inhibits VEGF-mediated activation of Src and FAK . Inulicin (1-O-Acetylbritannilactone) inhibits LPS-induced PGE 2 production and COX-2 expression, and NF-κB activation and translocation.

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

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

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC1=C(C(C2C(C1)OC(=O)C2=C)O)C(C)CCCOC(=O)C
• IUPAC Name: [(4S)-4-[(3aS,4S,7aR)-4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl] acetate
• InChIKey: QKUFZFLZBUSEHN-CZLJMHDISA-N
• INCHI: 1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3/t9-,13+,15+,16+/m0/s1
• Isomeric SMILES: CC1=C([C@H]([C@H]2[C@@H](C1)OC(=O)C2=C)O)[C@@H](C)CCCOC(=O)C
• PubChem CID: 75528891
• Molecular Weight: 308.37

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Terpene lactones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Terpene lactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Terpene lactones
• Alternative Parents: Sesquiterpenoids Benzofurans Gamma butyrolactones Dicarboxylic acids and derivatives Tetrahydrofurans Enoate esters Secondary alcohols Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Terpene lactone - Sesquiterpenoid - Benzofuran - Dicarboxylic acid or derivatives - Gamma butyrolactone - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Tetrahydrofuran - Carboxylic acid ester - Lactone - Secondary alcohol - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Alcohol - Carbonyl group - Organic oxygen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
• 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)

HCT-116 (91556 Activities)

Explore this target

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

Associated Targets(non-human)

BV-2 (3710 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 (324.29 mM; Need ultrasonic) Ethanol : 50 mg/mL (162.14 mM; Need ultrasonic)
• Sensitivity: Light sensitive
• Flash Point(°F): Not applicable
• Flash Point(°C): Not applicable
• Molecular Weight: 308.400 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 308.162 Da
• Monoisotopic Mass: 308.162 Da
• Topological Polar Surface Area: 72.800 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 519.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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