SML0772

Curvularin

from Penicillium citrinum, ≥98% (HPLC)

• Synonym(s): 2H-3-Benzoxacyclododecin-2,10(1H)-dione, 4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-,(4S)-
• Empirical Formula (Hill Notation): C₁₆H₂₀O₅
• CAS Number: 10140-70-2
• Molecular Weight: 292.33
• NACRES: NA.77
• PubChem Substance ID: 329825596
• UNSPSC Code: 51111800
• MDL number: MFCD09752718
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• biological source: Penicillium citrinum
• Quality Segment: 200
• assay: ≥98% (HPLC)
• form: powder
• solubility: DMSO: 1 mg/mL
• storage temp.: −20°C
• SMILES string: OC1=C(C(CCCCC[C@H](C)O2)=O)C(CC2=O)=CC(O)=C1
• InChI: 1S/C16H20O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h7,9-10,17,19H,2-6,8H2,1H3/t10-/m0/s1
• InChI key: VDUIGYAPSXCJFC-JTQLQIEISA-N

Description

Biochem/physiol Actions

S - Curvularin is a macrocyclic lactone with cytotoxic activity. Curvularin inhibits cell division as well as expression of human inducible nitric oxide synthase (iNOS), an enzyme critically involved in pro-inflammatory immune processes. Curvularin anti-inflammatory activity was demonstrated in chronic inflammatory disease models in mice such as Chronic Induced Arthritis (CIA) as well as in human alveolar epithelial A549/8 cells.

Curvularin is a macrocyclic lactone with cytotoxic activity.

Preparation Note

Soluble in DMSO (1 mg/mL), Chloroform (3 mg/mL) and Dichloromethane (3 mg/mL). Note: Insoluble in water.

Other Notes

Store the product sealed at −20 °C. Under these conditions the product is stable for at least 5 years.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable