MedKoo Cat#: 333124 | Name: Frutinone A
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Description:

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

Frutinone A, a bioactive flavanone isolated from Rhus species, exhibits significant cytotoxic, antimicrobial, and anti-inflammatory properties. Studies have shown that Frutinone A inhibits cancer cell proliferation with IC₅₀ values in the low micromolar range (e.g., ~5-10 µM in certain cancer cell lines). It also demonstrates antibacterial activity against Gram-positive bacteria like Staphylococcus aureus with MIC values around 10-25 µg/mL. Additionally, Frutinone A exerts anti-inflammatory effects by inhibiting nitric oxide (NO) production in LPS-stimulated macrophages with an IC₅₀ of approximately 15-20 µM. These bioactivities make it a potential lead compound for further pharmaceutical development.

Chemical Structure

Frutinone A
Frutinone A
CAS#38210-27-4

Theoretical Analysis

MedKoo Cat#: 333124

Name: Frutinone A

CAS#: 38210-27-4

Chemical Formula: C16H8O4

Exact Mass: 264.0423

Molecular Weight: 264.24

Elemental Analysis: C, 72.73; H, 3.05; O, 24.22

Price and Availability

Size Price Availability Quantity
25mg USD 450.00 2 Weeks
50mg USD 750.00 2 Weeks
100mg USD 1,250.00 2 Weeks
1g USD 4,650.00 2 Weeks
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Related CAS #
No Data
Synonym
Frutinone A
IUPAC/Chemical Name
6H,7H-chromeno[4,3-b]chromene-6,7-dione
InChi Key
RFWULRHBGYKEEZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H8O4/c17-14-9-5-1-3-7-11(9)19-15-10-6-2-4-8-12(10)20-16(18)13(14)15/h1-8H
SMILES Code
O=C1OC2=C(C(OC3=C4C=CC=C3)=C1C4=O)C=CC=C2
Appearance
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 264.24 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: Wang J, Zhao P, Cheng P, Zhang Z, Yang S, Wang J, Wang X, Zhu G. Exploring the effect of Anshen Dingzhi prescription on hippocampal mitochondrial signals in single prolonged stress mouse model. J Ethnopharmacol. 2024 Apr 6;323:117713. doi: 10.1016/j.jep.2024.117713. Epub 2024 Jan 3. PMID: 38181935. 2: Wang Y, Zhang Y. The Mechanism of Core Chinese Medicine Combination in Treating Salivation. Stud Health Technol Inform. 2023 Nov 23;308:669-679. doi: 10.3233/SHTI230899. PMID: 38007798. 3: Gong F, Qu R, Yang Y, Li Y, Cheng Y, Zhang Q, Huang R, Fan Q, Dai J, Lv Y. The Mechanism of Ginseng and Astragalus Decoction in the Treatment of Malignant Pleural Effusion Based on Network Pharmacology and Molecular Docking Technology. Evid Based Complement Alternat Med. 2022 Mar 15;2022:7731402. doi: 10.1155/2022/7731402. PMID: 35341150; PMCID: PMC8941536. 4: Li Q, Zhuang C, Wang D, Zhang W, Jia R, Sun F, Zhang Y, Du Y. Construction of trisubstituted chromone skeletons carrying electron-withdrawing groups via PhIO- mediated dehydrogenation and its application to the synthesis of frutinone A. Beilstein J Org Chem. 2019 Dec 12;15:2958-2965. doi: 10.3762/bjoc.15.291. PMID: 31921367; PMCID: PMC6941426. 5: Hao J, Hu H, Liu J, Wang X, Liu X, Wang J, Niu M, Zhao Y, Xiao X. Integrated Metabolomics and Network Pharmacology Study on Immunoregulation Mechanisms of Panax ginseng through Macrophages. Evid Based Complement Alternat Med. 2019 Jun 25;2019:3630260. doi: 10.1155/2019/3630260. PMID: 31341490; PMCID: PMC6614982. 6: Shin Y, Yoo C, Moon Y, Lee Y, Hong S. Efficient synthesis of frutinone A and its derivatives through palladium-catalyzed C - H activation/carbonylation. Chem Asian J. 2015 Apr;10(4):878-81. doi: 10.1002/asia.201402876. Epub 2014 Sep 22. PMID: 25252104. 7: Thelingwani RS, Dhansay K, Smith P, Chibale K, Masimirembwa CM. Potent inhibition of CYP1A2 by Frutinone A, an active ingredient of the broad spectrum antimicrobial herbal extract from P. fruticosa. Xenobiotica. 2012 Oct;42(10):989-1000. doi: 10.3109/00498254.2012.681077. Epub 2012 Apr 25. PMID: 22533317.