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).
329967
(+)-Usnic acid
98%
Synonym(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
€59.50
25 G
€104.00
About This Item
Empirical Formula (Hill Notation):
C18H16O7
CAS Number:
Molecular Weight:
344.32
Beilstein:
96698
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
98%
form
powder
optical activity
[α]25/D +488°, c = 0.7% in chloroform
mp
201-203 °C (lit.)
functional group
ketone
SMILES string
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
InChI key
ICTZCAHDGHPRQR-GOSISDBHSA-N
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General description
(+)-Usnic acid is a bioactive compound mainly found as a secondary metabolite in lichens.[1]
Application
(+)-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]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
Kunal Kumar et al.
Chemico-biological interactions, 315, 108898-108898 (2019-11-13)
Usnic acid, a dibenzofuran derivative found in many lichen species, is reported to have anticancer activity against human gastric cancer. We investigated the molecular alterations associated with anticancer effects of usnic acid against human gastric adenocarcinoma AGS and gastric carcinoma
Inhibitory Activity of (+)-Usnic Acid against Non-Small Cell Lung Cancer Cell Motility.
Yang Y, et al.
PLoS ONE, 11(1), e0146575-e0146575 (2016)
Sohaila Erfani et al.
Iranian journal of basic medical sciences, 23(9), 1225-1231 (2020-09-24)
Cerebral ischemia/reperfusion causes complex pathological mechanisms that lead to brain tissue damage. Usnic acid is a lichen secondary metabolite that has many different biological properties including anti-inflammatory and anti-oxidant activities. Therefore, the objective of the current study was to investigate
Usnic acid inhibits biofilm formation and virulent morphological traits of Candida albicans.
Nithyanand P, et al.
Microbiological research, 179, 20-28 (2015)
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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