Usnic acid

Modify Date: 2024-01-02 19:35:59

Usnic acid Structure
Usnic acid structure
 Common Name Usnic acid
CAS Number 7562-61-0 Molecular Weight 344.315
Density 1.5±0.1 g/cm3 Boiling Point 638.2±55.0 °C at 760 mmHg
Molecular Formula C18H16O7 Melting Point 201-203 °C(lit.)
MSDS USA Flash Point 236.0±25.0 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Usnic acid


(+)-Usnic acid is isolated from isolated from lichens, binds at the ATP-binding pocket of mTOR, and inhibits mTORC1/2 activity. (+)-Usnic acid inhibits the phosphorylation of mTOR downstream effectors: Akt (Ser473), 4EBP1, S6K, induces autophay, with anti-cancer activity[1].

 Names

Name (+)-usnic acid
Synonym More Synonyms

 Usnic acid Biological Activity

Description (+)-Usnic acid is isolated from isolated from lichens, binds at the ATP-binding pocket of mTOR, and inhibits mTORC1/2 activity. (+)-Usnic acid inhibits the phosphorylation of mTOR downstream effectors: Akt (Ser473), 4EBP1, S6K, induces autophay, with anti-cancer activity[1].
Related Catalog
Target

mTORC1

mTORC2

References

[1]. Ebrahim HY, et al. Usnic Acid Benzylidene Analogues as Potent Mechanistic Target of Rapamycin Inhibitors for the Control of Breast Malignancies. J Nat Prod. 2017 Apr 28;80(4):932-952.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 638.2±55.0 °C at 760 mmHg
Melting Point 201-203 °C(lit.)
Molecular Formula C18H16O7
Molecular Weight 344.315
Flash Point 236.0±25.0 °C
Exact Mass 344.089600
PSA 121.13000
LogP 2.30
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.679
Storage condition 2~8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HP5295050
CHEMICAL NAME :
3(9bH)-dibenzofuranone, 2,6-diacetyl-1,7,9-trihydroxy-8,9b-dimethyl-, D-
CAS REGISTRY NUMBER :
7562-61-0
LAST UPDATED :
198910
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H16-O7
MOLECULAR WEIGHT :
344.34
WISWESSER LINE NOTATION :
T B656 EV HO BHJ B1 CQ DV1 JV1 KQ L1 MQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
838 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TAKHAA Takeda Kenkyusho Ho. Journal of the Takeda Research Laboratories. (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Yodogawa-ku, Osaka 532, Japan) V.29- 1970- Volume(issue)/page/year: 31,247,1972 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1500 ug/kg
SEX/DURATION :
female 1 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)
REFERENCE :
NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 176,249,1955

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn
Risk Phrases R22
Safety Phrases S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS HP5295050
HS Code 2917399090

 Customs

HS Code 2917399090
Summary 2917399090 aromatic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

 Articles1

More Articles
Proton-shuttling lichen compound usnic acid affects mitochondrial and lysosomal function in cancer cells.

PLoS ONE 7 , e51296, (2012)

The lichen compound usnic acid (UA) is a lipophilic weak acid that acts as a proton shuttle and causes loss of mitochondrial inner membrane potential. In the current study we show that UA treatment in...

 Synonyms

Usnic acid
EINECS 231-456-0
(+)-Usniacin
(9bR)-2,6-Diacetyl-1,7,9-trihydroxy-8,9b-dimethyldibenzo[b,d]furan-3(9bH)-one
3(9bH)-Dibenzofuranone, 2,6-diacetyl-1,7,9-trihydroxy-8,9b-dimethyl-, (9bR)-
MFCD00016878
D-Usnic acid
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Chemsrc provides Usnic acid(CAS#:7562-61-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Usnic acid are included as well.>> amp version: Usnic acid

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