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MedKoo Cat#: 562778 | Name: Fusarochromanone

Description:

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

Fusarochromanone is an inhibitor of melanoma growth.

Chemical Structure

Fusarochromanone
Fusarochromanone
CAS#802915-53-3

Theoretical Analysis

MedKoo Cat#: 562778

Name: Fusarochromanone

CAS#: 802915-53-3

Chemical Formula: C15H20N2O4

Exact Mass: 292.1423

Molecular Weight: 292.33

Elemental Analysis: C, 61.63; H, 6.90; N, 9.58; O, 21.89

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
Fusarochromanone; FC-101; FC 101; FC101; NSC-627608; NSC 627608; NSC627608;
IUPAC/Chemical Name
5-Amino-6-[(3R)-3-amino-4-hydroxybutanoyl]-2,2-dimethyl-3H-chromen-4-one
InChi Key
COSICWYFCAPPJB-MRVPVSSYSA-N
InChi Code
InChI=1S/C15H20N2O4/c1-15(2)6-11(20)13-12(21-15)4-3-9(14(13)17)10(19)5-8(16)7-18/h3-4,8,18H,5-7,16-17H2,1-2H3/t8-/m1/s1
SMILES Code
O=C1CC(C)(C)OC2=C1C(N)=C(C(C[C@@H](N)CO)=O)C=C2
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 292.33 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: El-Saadi MW, Williams-Hart T, Salvatore BA, Mahdavian E. Use of in-silico assays to characterize the ADMET profile and identify potential therapeutic targets of fusarochromanone, a novel anti-cancer agent. In Silico Pharmacol. 2015 Dec;3(1):6. doi: 10.1186/s40203-015-0010-5. Epub 2015 Jun 4. PubMed PMID: 26820891; PubMed Central PMCID: PMC4464579. 2: Gu Y, Barzegar M, Chen X, Wu Y, Shang C, Mahdavian E, Salvatore BA, Jiang S, Huang S. Fusarochromanone-induced reactive oxygen species results in activation of JNK cascade and cell death by inhibiting protein phosphatases 2A and 5. Oncotarget. 2015 Dec 8;6(39):42322-33. doi: 10.18632/oncotarget.5996. PubMed PMID: 26517353; PubMed Central PMCID: PMC4747228. 3: Gu Y, Chen X, Shang C, Singh K, Barzegar M, Mahdavian E, Salvatore BA, Jiang S, Huang S. Fusarochromanone induces G1 cell cycle arrest and apoptosis in COS7 and HEK293 cells. PLoS One. 2014 Nov 10;9(11):e112641. doi: 10.1371/journal.pone.0112641. eCollection 2014. PubMed PMID: 25384025; PubMed Central PMCID: PMC4226581. 4: Mahdavian E, Palyok P, Adelmund S, Williams-Hart T, Furmanski BD, Kim YJ, Gu Y, Barzegar M, Wu Y, Bhinge KN, Kolluru GK, Quick Q, Liu YY, Kevil CG, Salvatore BA, Huang S, Clifford JL. Biological activities of fusarochromanone: a potent anti-cancer agent. BMC Res Notes. 2014 Sep 3;7:601. doi: 10.1186/1756-0500-7-601. PubMed PMID: 25187308; PubMed Central PMCID: PMC4168212. 5: Mahdavian E, Marshall M, Martin PM, Cagle P, Salvatore BA, Quick QA. Caspase-dependent signaling underlies glioblastoma cell death in response to the fungal metabolite, fusarochromanone. Int J Mol Med. 2014 Sep;34(3):880-5. doi: 10.3892/ijmm.2014.1842. Epub 2014 Jul 9. PubMed PMID: 25016928; PubMed Central PMCID: PMC4121350. 6: Ates E, Godula M, Stroka J, Senyuva H. Screening of plant and fungal metabolites in wheat, maize and animal feed using automated on-line clean-up coupled to high resolution mass spectrometry. Food Chem. 2014 Jan 1;142:276-84. doi: 10.1016/j.foodchem.2013.07.054. Epub 2013 Jul 19. PubMed PMID: 24001842. 7: Stępień Ł, Gromadzka K, Chełkowski J. Polymorphism of mycotoxin biosynthetic genes among Fusarium equiseti isolates from Italy and Poland. J Appl Genet. 2012 May;53(2):227-36. doi: 10.1007/s13353-012-0085-1. Epub 2012 Feb 22. PubMed PMID: 22354659; PubMed Central PMCID: PMC3334484. 8: Furmanski BD, Dréau D, Wuthier RE, Fuseler JW. Differential uptake and selective permeability of fusarochromanone (FC101), a novel membrane permeable anticancer naturally fluorescent compound in tumor and normal cells. Microsc Microanal. 2009 Dec;15(6):545-57. doi: 10.1017/S1431927609090825. Epub 2009 Sep 16. PubMed PMID: 19758474. 9: Dréau D, Foster M, Hogg M, Culberson C, Nunes P, Wuthier RE. Inhibitory effects of fusarochromanone on melanoma growth. Anticancer Drugs. 2007 Sep;18(8):897-904. PubMed PMID: 17667595. 10: Kosiak EB, Holst-Jensen A, Rundberget T, Gonzalez Jaen MT, Torp M. Morphological, chemical and molecular differentiation of Fusarium equiseti isolated from Norwegian cereals. Int J Food Microbiol. 2005 Mar 15;99(2):195-206. PubMed PMID: 15734567. 11: Morrison E, Rundberget T, Kosiak B, Aastveit AH, Bernhoft A. Cytotoxicity of trichothecenes and fusarochromanone produced by Fusarium equiseti strains isolated from Norwegian cereals. Mycopathologia. 2002;153(1):49-56. PubMed PMID: 11913766. 12: Langseth W, Bernhoft A, Rundberget T, Kosiak B, Gareis M. Mycotoxin production and cytotoxicity of Fusarium strains isolated from Norwegian cereals. Mycopathologia. 1998-1999;144(2):103-13. PubMed PMID: 10481290. 13: Xie W, Mirocha CJ, Wen Y. Isolation and structure identification of two new derivatives of the mycotoxin fusarochromenone produced by Fusarium equiseti. J Nat Prod. 1995 Jan;58(1):124-7. PubMed PMID: 7760069. 14: Kim JC, Lee YW. Sambutoxin, a new mycotoxin produced by toxic Fusarium isolates obtained from rotted potato tubers. Appl Environ Microbiol. 1994 Dec;60(12):4380-6. PubMed PMID: 7811078; PubMed Central PMCID: PMC201996. 15: Orth MW, Cook ME. Avian tibial dyschondroplasia: a morphological and biochemical review of the growth plate lesion and its causes. Vet Pathol. 1994 Jul;31(4):403-4. Review. PubMed PMID: 7941228. 16: Cook ME, Bai Y, Orth MW. Factors influencing growth plate cartilage turnover. Poult Sci. 1994 Jun;73(6):889-96. PubMed PMID: 8072934. 17: Wu W, Cook ME, Chu Q, Smalley EB. Tibial dyschondroplasia of chickens induced by Fusarochromanone, a mycotoxin. Avian Dis. 1993 Apr-Jun;37(2):302-9. PubMed PMID: 8363496. 18: Luo Y, Yoshizawa T, Yang JS, Zhang SY, Zhang BJ. A survey of the occurrence of Fusarium mycotoxins (trichothecenes, zearalenone, and fusarochromanone) in corn and wheat samples from Shaanxi and Shanxi Provinces, China. Mycotoxin Res. 1992 Sep;8(2):85-91. doi: 10.1007/BF03192221. PubMed PMID: 23606004. 19: Minervini F, Lucivero G, Visconti A, Bottalico C. Immunomodulatory effects of fusarochromanones TDP-1 and TDP-2. Nat Toxins. 1992;1(1):15-8. PubMed PMID: 1344894. 20: Pawlosky RJ, Mirocha CJ. Mass spectral analysis and fragment ion structure of fusarochromanone. Biol Mass Spectrom. 1991 Nov;20(11):743-9. PubMed PMID: 1799587.