Hibifolin

CAS
55366-56-8
Catalog Number
ACM55366568
Category
Inhibitors
Molecular Weight
494.36
Molecular Formula
C21H18O14

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Specification

Description
Hibifolin is a flavonol glycoside that prevents beta-amyloid-induced neurotoxicity in vitro. Hibifolin prevents beta-amyloid-induced neurotoxicity in cultured cortical neurons. Hibifolin is a potential inhibitor of adenosine deaminase.
Synonyms
Hibifolin; Gossypetin 8-O-beta-D-glucuronide
IUPAC Name
beta-D-Glucopyranosiduronic acid, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxo-4H-1-benzopyran-8-yl
Canonical SMILES
O[C@H]([C@H]([C@@H]([C@@H](C(O)=O)O1)O)O)[C@@H]1OC2=C3C(C(C(O)=C(C4=CC=C(O)C(O)=C4)O3)=O)=C(O)C=C2O
InChI
InChI=1S/C21H18O14/c22-6-2-1-5(3-7(6)23)16-13(28)11(26)10-8(24)4-9(25)17(18(10)33-16)34-21-15(30)12(27)14(29)19(35-21)20(31)32/h1-4,12,14-15,19,21-25,27-30H,(H,31,32)/t12-,14-,15+,19-,21+/m0/s1
InChI Key
KHVMAMXQPVHXTJ-ORYXKJSJSA-N
Solubility
Soluble in DMSO
Appearance
Solid powder
Shelf Life
>3 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Biological Target
Hibifolin, a flavonol glycoside, is a potential inhibitor of adenosine deaminase (ADA), with a Ki of 49.92 μM.
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 51.02; H, 3.67; O, 45.31
Exact Mass
494.0697
HS Tariff Code
2934.99.9001
In Vitro Activity
This study first identified SrtA inhibitors from the natural compound using detection of the fluorescence intensity of the fluorescent substrate peptide Abz-LPATG-Dap (Dnp)-NH2 (Fig. 1A, left), which identified that the activity of hibifolin remarkably inhibited the activity of SrtA with an IC50 of 31.20 μg/mL (Fig. 1C). Hibifolin was able to inhibit the activity of SrtA and neither affected bacterial growth nor had cytotoxicity. These characteristics suggested that hibifolin has potential for development as a SrtA inhibitor.
Reference: Microbiol Spectr. 2022 Aug 31;10(4):e0095022. https://pubmed.ncbi.nlm.nih.gov/35913166/
In Vivo Activity
In survival experiments, the survival rate of the infected mice was only 10% after 72 h of infection with S. aureus (2 × 108 CFU), while the survival rate of the cefotaxime-treated group was 60%. The combination of hibifolin and cefotaxime increased survival by 20% compared to cefotaxime alone. These data revealed that hibifolin in combination with cefotaxime protected mice from USA300 infection-induced pneumonia, which was more potent than cefotaxime alone.
Reference: Microbiol Spectr. 2022 Aug 31;10(4):e0095022. https://pubmed.ncbi.nlm.nih.gov/35913166/
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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