Mansonone F

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

MedKoo CAT#: 591794

CAS#: 5090-88-0

Description: Mansonone F inhibits topoisomerase II. It has cytotoxic and topo inhibitory potencies.

Chemical Structure

Mansonone F
CAS# 5090-88-0

Theoretical Analysis

MedKoo Cat#: 591794
Name: Mansonone F
CAS#: 5090-88-0
Chemical Formula: C15H12O3
Exact Mass: 240.0786
Molecular Weight: 240.26
Elemental Analysis: C, 74.99; H, 5.03; O, 19.98

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: NSC 113136; NSC-113136; NSC113136; Mansonone F

IUPAC/Chemical Name: 3,6,9-trimethylbenzo[de]chromene-7,8-dione


InChi Code: InChI=1S/C15H12O3/c1-7-4-5-10-8(2)6-18-15-9(3)13(16)14(17)11(7)12(10)15/h4-6H,1-3H3

SMILES Code: O=C1C2=C3C(C(C)=COC3=C(C)C1=O)=CC=C2C

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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 240.26 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.

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

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1: Huang ZH, Zhuo ST, Li CY, Xie HT, Li D, Tan JH, Ou TM, Huang ZS, Gu LQ, Huang SL. Design, synthesis and biological evaluation of novel mansonone E derivatives prepared via CuAAC click chemistry as topoisomerase II inhibitors. Eur J Med Chem. 2013 Oct;68:58-71. doi: 10.1016/j.ejmech.2013.07.011. Epub 2013 Aug 1. PubMed PMID: 23968711.

2: Wu WB, Ou JB, Huang ZH, Chen SB, Ou TM, Tan JH, Li D, Shen LL, Huang SL, Gu LQ, Huang ZS. Synthesis and evaluation of mansonone F derivatives as topoisomerase inhibitors. Eur J Med Chem. 2011 Aug;46(8):3339-47. doi: 10.1016/j.ejmech.2011.04.059. Epub 2011 May 5. PubMed PMID: 21600681.

3: Liu Z, Huang SL, Li MM, Huang ZS, Lee KS, Gu LQ. Inhibition of thioredoxin reductase by mansonone F analogues: Implications for anticancer activity. Chem Biol Interact. 2009 Jan 15;177(1):48-57. doi: 10.1016/j.cbi.2008.09.002. Epub 2008 Sep 7. PubMed PMID: 18822278.

4: Ng PS, Banerjee AK. Alternative procedure for the synthesis of Mansonone F and Biflorin precursor. Nat Prod Res. 2006 May 20;20(6):629-35. PubMed PMID: 16835097.

5: Suh YG, Kim SN, Shin DY, Hyun SS, Lee DS, Min KH, Han SM, Li F, Choi EC, Choi SH. The structure-activity relationships of mansonone F, a potent anti-MRSA sesquiterpenoid quinone: SAR studies on the C6 and C9 analogs. Bioorg Med Chem Lett. 2006 Jan 1;16(1):142-5. Epub 2005 Oct 19. PubMed PMID: 16236511.

6: Puckhaber LS, Stipanovic RD. Thespesenone and dehydrooxoperezinone-6-methyl ether, new sesquiterpene quinones from Thespesia populnea. J Nat Prod. 2004 Sep;67(9):1571-3. PubMed PMID: 15387662.

7: Shin DY, Kim SN, Chae JH, Hyun SS, Seo SY, Lee YS, Lee KO, Kim SH, Lee YS, Jeong JM, Choi NS, Suh YG. Syntheses and anti-MRSA activities of the C3 analogs of mansonone F, a potent anti-bacterial sesquiterpenoid: insights into its structural requirements for anti-MRSA activity. Bioorg Med Chem Lett. 2004 Sep 6;14(17):4519-23. PubMed PMID: 15357984.

8: Wang D, Xia M, Cui Z, Tashiro S, Onodera S, Ikejima T. Cytotoxic effects of mansonone E and F isolated from Ulmus pumila. Biol Pharm Bull. 2004 Jul;27(7):1025-30. PubMed PMID: 15256734.

9: Shin DY, Kim HS, Min KH, Hyun SS, Kim SA, Huh H, Choi EC, Choi YH, Kim J, Choi SH, Kim WB, Suh YG. Isolation of a potent anti-MRSA sesquiterpenoid quinone from Ulmus davidiana var. japonica. Chem Pharm Bull (Tokyo). 2000 Nov;48(11):1805-6. PubMed PMID: 11086922.

10: Kim JP, Kim WG, Koshino H, Jung J, Yoo ID. Sesquiterpene O-naphthoquinones from the root bark of Ulmus davidiana. Phytochemistry. 1996 Sep;43(2):425-30. PubMed PMID: 8862035.

11: Villamil SF, Dubin M, Galeffi C, Stoppani AO. Effects of mansonones on lipid peroxidation, P450 monooxygenase activity, and superoxide anion generation by rat liver microsomes. Biochem Pharmacol. 1990 Nov 15;40(10):2343-51. PubMed PMID: 2173928.