CAS 7562-61-0|Usnic acid

Introduction:Basic information about CAS 7562-61-0|Usnic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameUsnic acid
CAS Number7562-61-0Molecular Weight344.315
Density1.5±0.1 g/cm3Boiling Point638.2±55.0 °C at 760 mmHg
Molecular FormulaC18H16O7Melting Point201-203 °C(lit.)
MSDSUSAFlash Point236.0±25.0 °C
Symbol
GHS07
Signal WordWarning

Names

Name(+)-usnic acid
SynonymMore Synonyms

Usnic acid BiologicalActivity

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 CatalogSignaling Pathways >>PI3K/Akt/mTOR >>mTORResearch Areas >>Cancer
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

Density1.5±0.1 g/cm3
Boiling Point638.2±55.0 °C at 760 mmHg
Melting Point201-203 °C(lit.)
Molecular FormulaC18H16O7
Molecular Weight344.315
Flash Point236.0±25.0 °C
Exact Mass344.089600
PSA121.13000
LogP2.30
Vapour Pressure0.0±2.0 mmHg at 25°C
Index of Refraction1.679
InChIKeyWEYVVCKOOFYHRW-UHFFFAOYSA-N
SMILESCC(=O)C1=C(O)C=C2Oc3c(C(C)=O)c(O)c(C)c(O)c3C2(C)C1=O
Storage condition2~8°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
Signal WordWarning
Hazard StatementsH302
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXn
Risk PhrasesR22
Safety PhrasesS36
RIDADRNONH for all modes of transport
WGK Germany3
RTECSHP5295050
HS Code2917399090

Customs

HS Code2917399090
Summary2917399090 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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