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329967
(+)-Usnic acid
98%
Sinônimo(s):
(+)-Usnic acid from Usnea dasypoga, 2,6-Diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3(2H,9bH)-dione
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5 G
R$ 660,00
25 G
R$ 2.362,00
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5 G
R$ 660,00
25 G
R$ 2.362,00
About This Item
Fórmula empírica (Notação de Hill):
C18H16O7
Número CAS:
Peso molecular:
344.32
Beilstein:
96698
Número CE:
Número MDL:
Código UNSPSC:
12352106
ID de substância PubChem:
NACRES:
NA.22
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Nível de qualidade
Ensaio
98%
Formulário
powder
atividade óptica
[α]25/D +488°, c = 0.7% in chloroform
pf
201-203 °C (lit.)
grupo funcional
ketone
cadeia de caracteres SMILES
C[C@](C1=C(O)C(C)=C(O)C(C(C)=O)=C1O2)(C(C3C(C)=O)=O)C2=CC3=O
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/h5,22-24H,1-4H3/t18-/m1/s1
chave InChI
ICTZCAHDGHPRQR-GOSISDBHSA-N
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Descrição geral
(+)-Usnic acid is a bioactive compound mainly found as a secondary metabolite in lichens.[1]
Aplicação
(+)-Usnic acid has been used to study the following:
- The mechanism of its antimicrobial activity in bacterial cells.[2]
- Its ability as an antibiofilm agent against Group A Streptococci (GAS).[1]
- Its ability as a potent anti-virulent compound against Candida albicans.[3]
- The mechanism of its toxic effect on hepatocytes.[4]
- Its ability to inhibit the motility of human lung cancer cells.[5]
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Acute Tox. 4 Oral
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 1
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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Usnic acid inhibits biofilm formation and virulent morphological traits of Candida albicans.
Nithyanand P, et al.
Microbiological research, 179, 20-28 (2015)
Antibacterial activity of lichen secondary metabolite usnic acid is primarily caused by inhibition of RNA and DNA synthesis.
Maciag-Dorszynska M, et al.
FEMS Microbiology Letters, 353(1), 57-62 (2014)
Xiaoge Geng et al.
Medical science monitor : international medical journal of experimental and clinical research, 24, 556-566 (2018-01-29)
BACKGROUND Usnic acid (UA), a secondary metabolite, is mainly derived from certain lichen species. Growing evidence suggests that UA has antitumor, anti-oxidative, anti-inflammatory, and other activities in a variety of cancer cells. However, the antitumor effect of UA in gastric
Monika Maciąg-Dorszyńska et al.
FEMS microbiology letters, 353(1), 57-62 (2014-02-28)
Usnic acid, a compound produced by various lichen species, has been demonstrated previously to inhibit growth of different bacteria and fungi; however, mechanism of its antimicrobial activity remained unknown. In this report, we demonstrate that usnic acid causes rapid and
Michal Goga et al.
Ecology and evolution, 8(5), 2781-2787 (2018-03-14)
Lichens and mosses often share the same environmental conditions where they compete for substrate and other essential factors. Lichens use secondary metabolites as allelochemicals to repel surrounding plants and potential rivals. In mosses, endoreduplication leads to the occurrence of various
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Do you offer any interpretation of the IR spectrum of Product 329967, (+)-Usnic acid?
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Although we do not perform any detailed analysis of IR spectrum as part of our routine QC testing for this product, we can say that the broad stretch around 3000 cm-1is due to hydrogen-bonded hydroxyl (OH) groups and the band at 1700 cm-1 is due to the carbonyl (C=O).
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