Structure of Usnic acid
CAS No.: 125-46-2
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Usnic acid is a furandione found uniquely in lichen that is used widely in cosmetics, deodorants, toothpaste and medicinal creams as well as some herbal products. It exhibits antiviral, antiprotozoal, antiproliferative, anti-inflammatory and analgesic activity.
Synonyms: NSC 8517; Usniacin
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 125-46-2 |
Formula : | C18H16O7 |
M.W : | 344.32 |
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 |
Synonyms : |
NSC 8517; Usniacin
|
MDL No. : | MFCD00065294 |
InChI Key : | CUCUKLJLRRAKFN-UHFFFAOYSA-N |
Pubchem ID : | 5646 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H335 |
Precautionary Statements: | P261 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
CaCo2 cells | 5 µM | 24 hours | Suppressed cell invasion | JACS Au. 2024 Apr 11;4(4):1521-1537 |
Clostridium perfringens | 3 mM | 48 hours | Inhibited the growth of C. perfringens | J Anim Sci Biotechnol. 2025 May 12;16(1):67 |
HEK293T cells | 5, 10, 20 µM | 48 hours | Suppressed AP-1, STAT3, and NF-κB activity | JACS Au. 2024 Apr 11;4(4):1521-1537 |
H520 cells | 30 µM | 12 hours | Usnic acid dose-dependently increased ROS levels in H520 cells | Int J Mol Sci. 2020 Jan 29;21(3):876 |
HCT116 cells | 5 µM | 24 hours | Suppressed cell invasion | JACS Au. 2024 Apr 11;4(4):1521-1537 |
Streptococcus mutans UA 159 | 0.48 to 250 μg/ml | 1 min | To evaluate the anti-acidogenic and anti-aciduric effects of usnic acid on S. mutans biofilms. Results showed significant inhibition of acid production and ATPase activity in biofilm cells. | Biofilm. 2024 Nov 30;8:100241 |
Ca2+- or Zn2+-loaded liposomes | 20 µM or 40 µM | 10 minutes | Measure the efflux of Ca2+ or Zn2+ induced by usnic acid. Results showed Zn2+ efflux was faster than Ca2+. | Int J Mol Sci. 2022 Dec 19;23(24):16203 |
Calu-1 cells | 30 µM | 12 hours | Usnic acid dose-dependently increased ROS levels in Calu-1 cells | Int J Mol Sci. 2020 Jan 29;21(3):876 |
Sporozoites | 30 µM | 2 hours | Induced apoptosis in sporozoites and lowered mitochondrial membrane potential | J Anim Sci Biotechnol. 2025 May 12;16(1):67 |
Human blood cells | 125 μg/mL | 24 hours | Evaluate the cytotoxic effect of usnic acid on human blood cells, showing a significant decrease in cell viability and induction of early apoptosis | Antioxidants (Basel). 2021 Jul 23;10(8):1171 |
Human blood cells | 75 μg/mL | 24 hours | Evaluate the cytotoxic effect of usnic acid on human blood cells, showing a significant decrease in cell viability and induction of early apoptosis | Antioxidants (Basel). 2021 Jul 23;10(8):1171 |
Human blood cells | 50 μg/mL | 24 hours | Evaluate the cytotoxic effect of usnic acid on human blood cells, showing a significant decrease in cell viability | Antioxidants (Basel). 2021 Jul 23;10(8):1171 |
Human blood cells | 25 μg/mL | 24 hours | Evaluate the cytotoxic effect of usnic acid on human blood cells, showing a slight decrease in cell viability | Antioxidants (Basel). 2021 Jul 23;10(8):1171 |
Mycobacterium tuberculosis H37Ra | 512 μg/ml | 24 hours | To evaluate the effect of usnic acid on Mycobacterium tuberculosis at transcriptomic and metabolomic levels, results showed that usnic acid treatment provoked disturbances of redox state in mycobacterial cells and increased production of structural elements of the cell wall and cell membrane | mSystems. 2021 May 4;6(3):e00097-21 |
Calu-1 cells | 10 to 40 µM | 24 hours | Usnic acid dose-dependently induced apoptosis in Calu-1 cells | Int J Mol Sci. 2020 Jan 29;21(3):876 |
H520 cells | 10 to 40 µM | 24 hours | Usnic acid dose-dependently induced apoptosis in H520 cells | Int J Mol Sci. 2020 Jan 29;21(3):876 |
HepG2 cells | 3.13-50 µM | 24 hours | To investigate the toxic effects of usnic acid on HepG2 cells, including DNA damage, S-phase cell cycle arrest, and oxidative stress. Results showed that usnic acid caused DNA damage and S-phase cell cycle arrest within 24 hours and triggered oxidative stress. | Arch Toxicol. 2017 Mar;91(3):1293-1307 |
Yeast cells | 40 µM | 2-5 minutes | To observe the effect of Usnic acid on nuclear accumulation of Rpl7a-GFP, results showed Rpl7a-GFP accumulated in the nucleus within 2 minutes. | Nat Commun. 2024 Aug 29;15(1):7511 |
HNEpC cells | 75 mcg/mL | 3 hours | Evaluate the blocking effect of UA on VSV-based pseudovirus SARS-CoV-2 infection, results showed UA effectively blocked viral infection. | Int J Mol Sci. 2023 Feb 12;24(4):3695 |
Vero E6 cells | 75 mcg/mL | 3 hours | Evaluate the blocking effect of UA on VSV-based pseudovirus SARS-CoV-2 infection, results showed UA effectively blocked viral infection. | Int J Mol Sci. 2023 Feb 12;24(4):3695 |
Yeast cells | 40 µM | 30 minutes | To observe the effect of Usnic acid on nucleolar accumulation of Rps9-GFP, results showed Rps9-GFP accumulated in the nucleolus within 30 minutes. | Nat Commun. 2024 Aug 29;15(1):7511 |
Coccidian oocysts | 30 µM | 8 hours | Induced apoptosis in coccidian oocysts, lowered mitochondrial membrane potential, and disrupted oocyst structure | J Anim Sci Biotechnol. 2025 May 12;16(1):67 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Caenorhabditis elegans | Wild-type animals and various mutants | Administered via culture medium | 2 mM | Continuous administration starting from L4 larval stage | Usnic Acid extended healthspan and improved neurodegeneration diseases by inhibiting the mTOR/PHA-4 signaling pathway | iScience. 2022 Nov 9;25(12):105539 |
Broiler chickens | Necrotic enteritis model | Oral | 300 mg/kg | Once daily for 42 days | Improved growth performance, reduced intestinal lesion scores, decreased fecal coccidian oocyst counts, and enhanced intestinal barrier function and immune response | J Anim Sci Biotechnol. 2025 May 12;16(1):67 |
Female nude mice | H520 xenograft model | Intraperitoneal injection | 50 mg/kg | Once every two days for four weeks | Usnic acid significantly inhibited H520 xenograft tumor growth | Int J Mol Sci. 2020 Jan 29;21(3):876 |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.90mL 0.58mL 0.29mL |
14.52mL 2.90mL 1.45mL |
29.04mL 5.81mL 2.90mL |
Tags: Usnic acid | Bacterial | secondary | metabolite | skeleton | anticancer | antimicrobial | osteoclast | formation | inhibitor | 125-46-2 |
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P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
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P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
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H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
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Health hazards | |
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H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
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H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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