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Chemical structure of (+)-Usniacin

GC17330

(+)-Usniacin

Also known as (9bS)-2,6-diacetyl-3,7,9-trihydroxy-8,9b-dimethyldibenzofuran-1-one

(+)-Usniacin is isolated from isolated from lichens, binds at the ATP-binding pocket of mTOR, and inhibits mTORC1/2 activity· (+)-Usniacin inhibits the phosphorylation of mTOR downstream effectors: Akt (Ser473), 4EBP1, S6K, induces autophay, with anti-cancer activity· (+)-Usniacin possesses antimicrobial activity against a number of planktonic gram-positive bacteria, including Staphylococcus aureus, Enterococcus faecalis, and Enterococcus faecium

ChemicalCAS7562-61-0MW344.32FormulaC18H16O7
CAS number
7562-61-0
Molecular weight
344.32
Formula
C18H16O7
Solubility
≥ 8·0mg/mL in DMSO with gentle warming
InChIKey
WEYVVCKOOFYHRW-GOSISDBHSA-N
Catalogue number
GC17330
Brand
GLPBIO
Computed properties PubChem CID 442614 · XLogP 2.1 · TPSA 121 Ų · H-bond donors 3
XLogP
2.1
TPSA
121 Ų
H-bond donors
3
H-bond acceptors
7
Rotatable bonds
2
Heavy atoms
25

SMILES CC1=C(C(=C2C(=C1O)[C@]3(C(=CC(=C(C3=O)C(=O)C)O)O2)C)C(=O)C)O

Computed descriptors from PubChem (CID 442614), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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