MedKoo Cat#: 592200 | Name: Usnic acid
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Usnic acid is an Anti-Infective and antifungal agent.

Chemical Structure

Usnic acid
Usnic acid
CAS#125-46-2

Theoretical Analysis

MedKoo Cat#: 592200

Name: Usnic acid

CAS#: 125-46-2

Chemical Formula: C18H16O7

Exact Mass: 344.0896

Molecular Weight: 344.32

Elemental Analysis: C, 62.79; H, 4.68; O, 32.53

Price and Availability

Size Price Availability Quantity
1g USD 230.00 2 Weeks
5g USD 460.00 2 Weeks
10g USD 700.00 2 Weeks
25g USD 980.00 2 Weeks
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Related CAS #
No Data
Synonym
Usnic acid; NSC 8517; NSC-8517; NSC8517
IUPAC/Chemical Name
1,3(2H,9bH)-Dibenzofurandione, 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl-
InChi Key
CUCUKLJLRRAKFN-UHFFFAOYSA-N
InChi Code
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/h5,11,22-23H,1-4H3
SMILES Code
O=C(C1(C)C(OC2=C(C(C)=O)C(O)=C(C)C(O)=C12)=C3)C(C(C)=O)C3=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Solvent mg/mL mM
Solubility
DMF 2.5 7.26
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 344.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Pyrczak-Felczykowska A, Kaczorowska AK, Giełdoń A, Braczko A, Smoleński RT, Antosiewicz J, Reekie TA, Herman-Antosiewicz A. Natural product as a lead for impairing mitochondrial respiration in cancer cells. J Enzyme Inhib Med Chem. 2025 Dec;40(1):2465575. doi: 10.1080/14756366.2025.2465575. Epub 2025 Feb 27. PMID: 40013402; PMCID: PMC11869345. 2: Tabassum N, Khan F, Jeong GJ, Oh DK, Kim YM. Controlling Oral Polymicrobial Biofilm Using Usnic Acid on the Surface of Titanium in the Artificial Saliva Media. Antibiotics (Basel). 2025 Jan 22;14(2):115. doi: 10.3390/antibiotics14020115. PMID: 40001359; PMCID: PMC11852094. 3: Ferreira LA, Ferreira DDS, Tozatti MG, Silva MCA, Groppo M, Guidi Magalhães L, Andrade E Silva ML, Januário AH, Pauletti PM, Verly LB, Santos MFC, Cunha WR. In vitro and in vivo evaluation of the trypanocidal activity of the acetone extract of lichen Usnea steineri and its chemical constituents. Nat Prod Res. 2025 Feb 20:1-6. doi: 10.1080/14786419.2025.2469307. Epub ahead of print. PMID: 39980171. 4: Pulat S, Paguiri JAG, Gamage CDB, Varlı M, Zhou R, Park SY, Hur JS, Kim H. Lobaric acid suppresses the stemness potential of colorectal cancer cells through mTOR/AKT. Biofactors. 2025 Jan-Feb;51(1):e70002. doi: 10.1002/biof.70002. PMID: 39874220. 5: Castellacci R, Sacco C, Donato R, Salvatici MC, Bilia AR, Bergonzi MC. Nanocomposite gel containing usnic acid: Characterization and evaluation of the antibacterial efficacy on Staphylococcus epidermidis. Int J Pharm. 2025 Feb 25;671:125232. doi: 10.1016/j.ijpharm.2025.125232. Epub 2025 Jan 16. PMID: 39826783. 6: Bergel CC, Eryilmaz IE, Bulut E, Balaban RF, Egeli U, Cecener G. Synergistic Anti-tumorigenic Effects of Cabazitaxel and Usnic Acid Combination on Metastatic Castration-Resistant Prostate Cancer Cells. Anticancer Agents Med Chem. 2025 Jan 10. doi: 10.2174/0118715206336754241015062614. Epub ahead of print. PMID: 39810522. 7: Routray D, Petijová L, Sabovljević M, Lang I, Afjehi-Sadat L, Demko V, Goga M. Allelopathic influence of usnic acid on Physcomitrium patens: A proteomics approach. Plant Physiol Biochem. 2025 Feb;219:109400. doi: 10.1016/j.plaphy.2024.109400. Epub 2024 Dec 13. PMID: 39719775. 8: Pandit S, Kim MA, Jung JE, Choi HM, Jeon JG. Usnic acid brief exposure suppresses cariogenic properties and complexity of Streptococcus mutans biofilms. Biofilm. 2024 Nov 30;8:100241. doi: 10.1016/j.bioflm.2024.100241. PMID: 39698471; PMCID: PMC11652789. 9: Roney M, Wong KKV, Uddin MN, Rullah K, Septama AW, Antika LD, Mohd Aluwi MFF. Design, synthesis, structural characterization, cytotoxicity and computational studies of Usnic acid derivative as potential anti-breast cancer agent against MCF7 and T47D cell lines. Comput Biol Chem. 2025 Apr;115:108303. doi: 10.1016/j.compbiolchem.2024.108303. Epub 2024 Dec 2. PMID: 39657281. 10: Millot M, Imbert C, Pouget C, Girardot M, Mambu L. Lichen and Its Microbiome as an Untapped Source of Anti-Biofilm Compounds. Chem Biodivers. 2024 Nov 27:e202401557. doi: 10.1002/cbdv.202401557. Epub ahead of print. PMID: 39602230. 11: O'Flaherty S, Luzina OA, Dyrkheeva NS, Krier Y, Leprince J, Zakharenko AL, Pokrovsky MA, Pokrovsky AG, Lavrik OI, Salakhutdinov NF, Varbanov M, Devocelle M, Volcho KP. Novel Peptide-Drug Conjugates with Dual Anticancer Activity. Int J Mol Sci. 2024 Nov 19;25(22):12411. doi: 10.3390/ijms252212411. PMID: 39596476; PMCID: PMC11594562. 12: Łaska G, Sieniawska E, Świątek Ł, Czapiński J, Rivero-Müller A, Kiercul S, Tekwani BL, Pasco DS, Balachandran P. Evaluating the impact of Xanthoparmelia conspersa extracts on signaling in HeLa cells and exploring their diverse biological activities. Sci Rep. 2024 Nov 18;14(1):28531. doi: 10.1038/s41598-024-73599-y. PMID: 39557857; PMCID: PMC11574082. 13: Mariraj M, Gundappa M, Velayuthaprabhu S, Shah K, Ponnuchamy P, Mendem SK, Singh PS, Chauhan NS. In vitro, in vivo and in silico anticancer activity and toxicity of Usnic acid extracted from the mycobiont culture of Usnea baileyi. Naunyn Schmiedebergs Arch Pharmacol. 2024 Nov 9. doi: 10.1007/s00210-024-03584-9. Epub ahead of print. PMID: 39520556. 14: Carrasco F, Hernández W, Castro N, Guerrero M, Tamariz-Angeles C, Olivera- Gonzales P, Echevarría-Rodríguez D, Raposo C, Silva LA, Rodilla JM. Identification and determination of usnic acid and fatty acid from various lichen species in arequipa, Peru, as well as antibacterial and antioxidant capacity. Heliyon. 2024 Oct 22;10(21):e39703. doi: 10.1016/j.heliyon.2024.e39703. PMID: 39512456; PMCID: PMC11539319. 15: de la Cabeza Fernández M, Sánchez M, Lozano-Chamizo L, Cristina Abreu A, Anguís-Morillas A, Divakar PK, Marciello M, Filice M, Gonzalez-Rumayor V, Fernández I, Contreras-Cáceres R, Gómez-Serranillos P. Electrospun nanofibers for localized drug release of a neuroprotective natural extract of Usnea ghattensis. Eur J Pharm Biopharm. 2024 Dec;205:114552. doi: 10.1016/j.ejpb.2024.114552. Epub 2024 Oct 28. PMID: 39477028. 16: Zhao L, Li B, Zheng L. Usnic Acid Derivatives as Multi-Target Anti- Alzheimer's Disease Agents: Design, Synthesis, X-Ray Single Crystal Structure of Zn(II) Complex and Biological Activities. Chem Biodivers. 2025 Mar;22(3):e202401548. doi: 10.1002/cbdv.202401548. Epub 2024 Nov 18. PMID: 39474647. 17: Büyük BP, Cansaran Duman D, Duman T. BRAF inhibitor candidate molecule usnic acid might use both intrinsic and extrinsic pathways of apoptosis. Turk J Med Sci. 2024 Aug 9;54(5):1116-1126. doi: 10.55730/1300-0144.5890. PMID: 39473730; PMCID: PMC11518357. 18: Gimła M, Herman-Antosiewicz A. Multifaceted Properties of Usnic Acid in Disrupting Cancer Hallmarks. Biomedicines. 2024 Sep 26;12(10):2199. doi: 10.3390/biomedicines12102199. PMID: 39457512; PMCID: PMC11505503. 19: Muhoro AM, Ochomo EO, Kinyua IN, Kosgei JJ, Rasaki LA, Farkas E. A study on the effectiveness of (+)-usnic acid as oral toxic sugar bait against adult male and female Anopheles gambiae. Malar J. 2024 Oct 17;23(1):311. doi: 10.1186/s12936-024-05141-4. PMID: 39420395; PMCID: PMC11487889. 20: Bačkor M, Kecsey D, Drábová B, Urminská D, Šemeláková M, Goga M. Secondary Metabolites from Australian Lichens Ramalina celastri and Stereocaulon ramulosum Affect Growth and Metabolism of Photobiont Asterochloris erici through Allelopathy. Molecules. 2024 Sep 29;29(19):4620. doi: 10.3390/molecules29194620. PMID: 39407550; PMCID: PMC11477754.