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MedKoo Cat#: 330184 | Name: Hibifolin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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.

Chemical Structure

Hibifolin
Hibifolin
CAS#55366-56-8

Theoretical Analysis

MedKoo Cat#: 330184

Name: Hibifolin

CAS#: 55366-56-8

Chemical Formula: C21H18O14

Exact Mass: 494.0697

Molecular Weight: 494.36

Elemental Analysis: C, 51.02; H, 3.67; O, 45.31

Price and Availability

Size Price Availability Quantity
10mg USD 550.00 2 Weeks
20mg USD 850.00 2 Weeks
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Synonym
Hibifolin; Gossypetin 8-O-beta-D-glucuronide;
IUPAC/Chemical Name
beta-D-Glucopyranosiduronic acid, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxo-4H-1-benzopyran-8-yl
InChi Key
KHVMAMXQPVHXTJ-ORYXKJSJSA-N
InChi Code
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
SMILES Code
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
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
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.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Hibifolin, a flavonol glycoside, is a potential inhibitor of adenosine deaminase (ADA), with a Ki of 49.92 μM.
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/
Solvent mg/mL mM
Solubility
DMSO 100.0 202.28
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 494.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Song W, Wang L, Zhao Y, Lanzi G, Wang X, Zhang C, Guan J, Wang W, Guo X, Meng Y, Wang B, Zhao Y. Hibifolin, a Natural Sortase A Inhibitor, Attenuates the Pathogenicity of Staphylococcus aureus and Enhances the Antibacterial Activity of Cefotaxime. Microbiol Spectr. 2022 Aug 31;10(4):e0095022. doi: 10.1128/spectrum.00950-22. Epub 2022 Aug 1. PMID: 35913166; PMCID: PMC9430695.
In vitro protocol:
1. Song W, Wang L, Zhao Y, Lanzi G, Wang X, Zhang C, Guan J, Wang W, Guo X, Meng Y, Wang B, Zhao Y. Hibifolin, a Natural Sortase A Inhibitor, Attenuates the Pathogenicity of Staphylococcus aureus and Enhances the Antibacterial Activity of Cefotaxime. Microbiol Spectr. 2022 Aug 31;10(4):e0095022. doi: 10.1128/spectrum.00950-22. Epub 2022 Aug 1. PMID: 35913166; PMCID: PMC9430695.
In vivo protocol:
1. Song W, Wang L, Zhao Y, Lanzi G, Wang X, Zhang C, Guan J, Wang W, Guo X, Meng Y, Wang B, Zhao Y. Hibifolin, a Natural Sortase A Inhibitor, Attenuates the Pathogenicity of Staphylococcus aureus and Enhances the Antibacterial Activity of Cefotaxime. Microbiol Spectr. 2022 Aug 31;10(4):e0095022. doi: 10.1128/spectrum.00950-22. Epub 2022 Aug 1. PMID: 35913166; PMCID: PMC9430695.
1: Arun KG, Sharanya CS, Sandeep PM, Sadasivan C. Inhibitory activity of hibifolin on adenosine deaminase- experimental and molecular modeling study. Comput Biol Chem. 2016 Oct;64:353-358. doi: 10.1016/j.compbiolchem.2016.08.005. Epub 2016 Aug 22. PubMed PMID: 27591790. 2: Li J, Zhang J, Wang M. Extraction of Flavonoids from the Flowers of Abelmoschus manihot (L.) Medic by Modified Supercritical CO₂ Extraction and Determination of Antioxidant and Anti-Adipogenic Activity. Molecules. 2016 Jun 25;21(7). pii: E810. doi: 10.3390/molecules21070810. PubMed PMID: 27347916; PubMed Central PMCID: PMC6273967. 3: Yan JY, Ai G, Zhang XJ, Xu HJ, Huang ZM. Investigations of the total flavonoids extracted from flowers of Abelmoschus manihot (L.) Medic against α-naphthylisothiocyanate-induced cholestatic liver injury in rats. J Ethnopharmacol. 2015 Aug 22;172:202-13. doi: 10.1016/j.jep.2015.06.044. Epub 2015 Jun 30. PubMed PMID: 26133062. 4: Lu L, Qian D, Guo J, Qian Y, Xu B, Sha M, Duan J. Abelmoschi Corolla non-flavonoid components altered the pharmacokinetic profile of its flavonoids in rat. J Ethnopharmacol. 2013 Jul 30;148(3):804-11. doi: 10.1016/j.jep.2013.05.009. Epub 2013 May 20. PubMed PMID: 23702043. 5: Guo J, Xue C, Duan JA, Qian D, Tang Y, You Y. Anticonvulsant, antidepressant-like activity of Abelmoschus manihot ethanol extract and its potential active components in vivo. Phytomedicine. 2011 Nov 15;18(14):1250-4. doi: 10.1016/j.phymed.2011.06.012. Epub 2011 Jul 23. PubMed PMID: 21784623. 6: Xue CF, Guo JM, Qian DW, Duan JA, Shu Y. [Absorption of flavonoids from Abelmoschus manihot extract by in situ intestinal perfusion]. Yao Xue Xue Bao. 2011 Apr;46(4):454-9. Chinese. PubMed PMID: 21751500. 7: Xue C, Guo J, Qian D, Duan JA, Shang E, Shu Y, Lu Y. Identification of the potential active components of Abelmoschus manihot in rat blood and kidney tissue by microdialysis combined with ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Feb 15;879(5-6):317-25. doi: 10.1016/j.jchromb.2010.12.016. Epub 2010 Dec 28. PubMed PMID: 21247814. 8: Zhu JT, Choi RC, Xie HQ, Zheng KY, Guo AJ, Bi CW, Lau DT, Li J, Dong TT, Lau BW, Chen JJ, Tsim KW. Hibifolin, a flavonol glycoside, prevents beta-amyloid-induced neurotoxicity in cultured cortical neurons. Neurosci Lett. 2009 Sep 18;461(2):172-6. doi: 10.1016/j.neulet.2009.06.010. Epub 2009 Jun 17. PubMed PMID: 19539722. 9: Lai X, Liang H, Zhao Y, Wang B. Simultaneous determination of seven active flavonols in the flowers of Abelmoschus manihot by HPLC. J Chromatogr Sci. 2009 Mar;47(3):206-10. PubMed PMID: 19298707. 10: Xu TT, Yang XW, Wang B, Xu W, Zhao YY, Zhang QY. Metabolism of hibifolin by human intestinal bacteria. Planta Med. 2009 Apr;75(5):483-7. doi: 10.1055/s-0029-1185317. Epub 2009 Feb 20. PubMed PMID: 19235125. 11: Zhu JT, Choi RC, Chu GK, Cheung AW, Gao QT, Li J, Jiang ZY, Dong TT, Tsim KW. Flavonoids possess neuroprotective effects on cultured pheochromocytoma PC12 cells: a comparison of different flavonoids in activating estrogenic effect and in preventing beta-amyloid-induced cell death. J Agric Food Chem. 2007 Mar 21;55(6):2438-45. Epub 2007 Feb 27. PubMed PMID: 17323972. 12: Lai X, Zhao Y, Liang H, Bai Y, Wang B, Guo D. SPE-HPLC method for the determination of four flavonols in rat plasma and urine after oral administration of Abelmoschus manihot extract. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Jun 1;852(1-2):108-14. Epub 2007 Jan 10. PubMed PMID: 17258944. 13: Sanz MJ, Ferrandiz ML, Cejudo M, Terencio MC, Gil B, Bustos G, Ubeda A, Gunasegaran R, Alcaraz MJ. Influence of a series of natural flavonoids on free radical generating systems and oxidative stress. Xenobiotica. 1994 Jul;24(7):689-99. PubMed PMID: 7975732. 14: Gil B, Sanz MJ, Terencio MC, Ferrándiz ML, Bustos G, Payá M, Gunasegaran R, Alcaraz MJ. Effects of flavonoids on Naja naja and human recombinant synovial phospholipases A2 and inflammatory responses in mice. Life Sci. 1994;54(20):PL333-8. PubMed PMID: 8190018. 15: Ferrándiz ML, Alcaraz MJ. Anti-inflammatory activity and inhibition of arachidonic acid metabolism by flavonoids. Agents Actions. 1991 Mar;32(3-4):283-8. PubMed PMID: 1650522. 16: Ferrándiz ML, Nair AG, Alcaraz MJ. Inhibition of sheep platelet arachidonate metabolism by flavonoids from Spanish and Indian medicinal herbs. Pharmazie. 1990 Mar;45(3):206-8. PubMed PMID: 2116628.

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