Fustin | CAS#20725-03-5 | Flavanone

MedKoo Cat#: 112066 | Name: Fustin

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Description:

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

Fustin is a polyketide synthase-derived flavanone that enhances epigallocatechin-3-O-gallate-induced decreases in the viability of U266 multiple myeloma cells and inhibits increases in blood glucose levels.

Chemical Structure

Fustin

CAS#20725-03-5

Theoretical Analysis

MedKoo Cat#: 112066

Name: Fustin

CAS#: 20725-03-5

Chemical Formula: C15H12O6

Exact Mass: 288.0634

Molecular Weight: 288.26

Elemental Analysis: C, 62.50; H, 4.20; O, 33.30

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 Weeks
10mg	USD 550.00	2 Weeks
25mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Fustin; Dihydrofisetin; 2,3-Dihydrofisetin; (+)-Fustin; NSC 59264; NSC59264; NSC-59264

IUPAC/Chemical Name

(2R,3R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxychroman-4-one

InChi Key

FNUPUYFWZXZMIE-LSDHHAIUSA-N

InChi Code

InChI=1S/C15H12O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,14-18,20H/t14-,15+/m0/s1

SMILES Code

OC1=C(O)C=C([C@H]2OC3=CC(O)=CC=C3C([C@@H]2O)=O)C=C1

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 288.26 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.

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

1: Afzal M, Al-Abbasi FA, Kazmi I, Imam SS, Alshehri S, Ghoneim MM, Almalki WH, Nadeem MS, Sayyed N. Fustin Inhibits Oxidative Free Radicals and Inflammatory Cytokines in Cerebral Cortex and Hippocampus and Protects Cognitive Impairment in Streptozotocin-Induced Diabetic Rats. ACS Chem Neurosci. 2021 Dec 15;12(24):4587-4597. doi: 10.1021/acschemneuro.1c00712. Epub 2021 Dec 3. PMID: 34860003. 2: Gilani SJ, Bin-Jumah MN, Al-Abbasi FA, Nadeem MS, Afzal M, Sayyed N, Kazmi I. Fustin Ameliorates Elevated Levels of Leptin, Adiponectin, Serum TNF-α, and Intracellular Oxidative Free Radicals in High-Fat Diet and Streptozotocin- Induced Diabetic Rats. ACS Omega. 2021 Sep 28;6(40):26098-26107. doi: 10.1021/acsomega.1c03068. PMID: 34660970; PMCID: PMC8515611. 3: Jamal Gilani S, Nasser Bin-Jumah M, Al-Abbasi FA, Shahid Nadeem M, Afzal M, Sayyed N, Kazmi I. Fustin ameliorates hyperglycemia in streptozotocin induced type-2 diabetes via modulating glutathione/Superoxide dismutase/Catalase expressions, suppress lipid peroxidation and regulates histopathological changes. Saudi J Biol Sci. 2021 Dec;28(12):6963-6971. doi: 10.1016/j.sjbs.2021.07.070. Epub 2021 Aug 2. PMID: 34866996; PMCID: PMC8626260. 4: Jin CH, Shin EJ, Park JB, Jang CG, Li Z, Kim MS, Koo KH, Yoon HJ, Park SJ, Choi WC, Yamada K, Nabeshima T, Kim HC. Fustin flavonoid attenuates beta-amyloid (1-42)-induced learning impairment. J Neurosci Res. 2009 Dec;87(16):3658-70. doi: 10.1002/jnr.22159. PMID: 19533734. 5: Marín L, Gutiérrez-Del-Río I, Villar CJ, Lombó F. De novo biosynthesis of garbanzol and fustin in Streptomyces albus based on a potential flavanone 3-hydroxylase with 2-hydroxylase side activity. Microb Biotechnol. 2021 Sep;14(5):2009-2024. doi: 10.1111/1751-7915.13874. Epub 2021 Jul 3. PMID: 34216097; PMCID: PMC8449655. 6: Correction for Fustin et al., Two Ck1δ transcripts regulated by m6A methylation code for two antagonistic kinases in the control of the circadian clock. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6386. doi: 10.1073/pnas.1809838115. Epub 2018 Jun 25. Erratum for: Proc Natl Acad Sci U S A. 2018 Jun 5;115(23):5980-5985. PMID: 29941566; PMCID: PMC6142235. 7: Kumazoe M, Fujimura Y, Yoshitomi R, Shimada Y, Tachibana H. Fustin, a Flavanonol, Synergically Potentiates the Anticancer Effect of Green Tea Catechin Epigallocatechin-3-O-Gallate with Activation of the eNOS/cGMP Axis. J Agric Food Chem. 2022 Mar 23;70(11):3458-3466. doi: 10.1021/acs.jafc.1c07567. Epub 2022 Feb 25. PMID: 35212538. 8: Park BC, Lee YS, Park HJ, Kwak MK, Yoo BK, Kim JY, Kim JA. Protective effects of fustin, a flavonoid from Rhus verniciflua Stokes, on 6-hydroxydopamine- induced neuronal cell death. Exp Mol Med. 2007 Jun 30;39(3):316-26. doi: 10.1038/emm.2007.35. PMID: 17603285. 9: ROUX DG, PAULUS E. Condensed tannins. 6. Biochemical and stereochemical interrelationships of fustin from black-wattle heartwood (Acacia mollissima). Biochem J. 1960 Nov;77(2):315-20. doi: 10.1042/bj0770315. PMID: 13744045; PMCID: PMC1204986.