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MedKoo Cat#: 591794 | Name: Mansonone F

Description:

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

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

Chemical Structure

Mansonone F
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 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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Related CAS #
No Data
Synonym
NSC 113136; NSC-113136; NSC113136; Mansonone F
IUPAC/Chemical Name
3,6,9-trimethylbenzo[de]chromene-7,8-dione
InChi Key
WSRLWSPFIOAYST-UHFFFAOYSA-N
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
More Info

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
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.

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