329967

(+)-Usnic acid

98%

• Synonym(s): (+)-Usnic acid from Usnea dasypoga, 2,6-Diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3(2H,9bH)-dione
• Empirical Formula (Hill Notation): C₁₈H₁₆O₇
• CAS Number: 7562-61-0
• Molecular Weight: 344.32
• Beilstein: 96698
• EC Number: 231-456-0
• MDL number: MFCD00191041
• UNSPSC Code: 12352106
• PubChem Substance ID: 24859825
• NACRES: NA.22

Properties

• Assay: 98%
• form: powder
• optical activity: [α]25/D +488°, c = 0.7% in chloroform
• mp: 201-203 °C (lit.)
• functional group: ketone
• SMILES string: C[C@](C1=C(O)C(C)=C(O)C(C(C)=O)=C1O2)(C(C3C(C)=O)=O)C2=CC3=O
• InChI: 1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,22-24H,1-4H3/t18-/m1/s1
• InChI key: ICTZCAHDGHPRQR-GOSISDBHSA-N

Description

General description

(+)-Usnic acid is a bioactive compound mainly found as a secondary metabolite in lichens.

Application

(+)-Usnic acid has been used to study the following:

• The mechanism of its antimicrobial activity in bacterial cells.
• Its ability as an antibiofilm agent against Group A Streptococci (GAS).
• Its ability as a potent anti-virulent compound against Candida albicans.
• The mechanism of its toxic effect on hepatocytes.
• Its ability to inhibit the motility of human lung cancer cells.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves