MedKoo Cat#: 571442 | Name: Fortunellin

Description:

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

Fortunellin is an antioxidant and anti-inflammatory agent that has been active against inflammation and oxidative stress that contribute to the progression of diabetic cardiomyopathy (DCM). Fortunellin may alleviate heart function and reduce inflammation and oxidative stress. The pro-inflammatory cytokines and the expression of p-IκB kinase α (IKKα), p-IκBα, and p-nuclear factor-κB (NF-κB) are inhibited by Fortunellin, while superoxide dismutase (SOD), catalase (CAT), heme oxygenase-1 (HO-1) and p-AMP-activated protein kinase (AMPK) were significantly enhanced. Fortunellin likely protects against fructose-induced inflammation and oxidative stress by enhancing AMPK/Nrf2 pathway in diabetic mice and cardiomyocytes with fructose treatment.

Chemical Structure

Fortunellin
Fortunellin
CAS#20633-93-6

Theoretical Analysis

MedKoo Cat#: 571442

Name: Fortunellin

CAS#: 20633-93-6

Chemical Formula: C28H32O14

Exact Mass: 592.1792

Molecular Weight: 592.55

Elemental Analysis: C, 56.76; H, 5.44; O, 37.80

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Fortunellin
IUPAC/Chemical Name
4H-1-Benzopyran-4-one, 7-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)-oxy)-5-hydroxy-2-(4-methoxyphenyl)-
InChi Key
MLWDGPFGTFOLRJ-CUVHLRMHSA-N
InChi Code
InChI=1S/C28H32O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-9,11,19,21-30,32-36H,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
SMILES Code
O=C1C=C(C2=CC=C(OC)C=C2)OC3=CC(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@H](C)O5)O)O)O)=CC(O)=C13
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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 592.55 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
1: Zhao C, Zhang Y, Liu H, Li P, Zhang H, Cheng G. Fortunellin protects against high fructose-induced diabetic heart injury in mice by suppressing inflammation and oxidative stress via AMPK/Nrf-2 pathway regulation. Biochem Biophys Res Commun. 2017 Aug 19;490(2):552-559. doi: 10.1016/j.bbrc.2017.06.076. Epub 2017 Jun 15. PubMed PMID: 28624452. 2: Lou SN, Lai YC, Hsu YS, Ho CT. Phenolic content, antioxidant activity and effective compounds of kumquat extracted by different solvents. Food Chem. 2016 Apr 15;197(Pt A):1-6. doi: 10.1016/j.foodchem.2015.10.096. Epub 2015 Oct 20. PubMed PMID: 26616917. 3: Ilboudo O, Tapsoba I, Bonzi-Coulibaly YL, Gerbaux P. Targeting structural motifs of flavonoid diglycosides using collision-induced dissociation experiments on flavonoid/Pb2+ complexes. Eur J Mass Spectrom (Chichester). 2012;18(5):465-73. doi: 10.1255/ejms.1199. PubMed PMID: 23221119. 4: Lou SN, Lai YC, Huang JD, Ho CT, Ferng LH, Chang YC. Drying effect on flavonoid composition and antioxidant activity of immature kumquat. Food Chem. 2015 Mar 15;171:356-63. doi: 10.1016/j.foodchem.2014.08.119. Epub 2014 Sep 10. PubMed PMID: 25308680. 5: Ge YB. [Chemical constituents of Fortunella margarita fruits]. Zhong Yao Cai. 2014 Mar;37(3):435-8. Chinese. PubMed PMID: 25174109.