MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 585239 | Name: Fusarochromanone

Description:

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

Fusarochromanone is a fungal metabolite and anti-cancer agent

Chemical Structure

Fusarochromanone
Fusarochromanone
CAS#104653-89-6

Theoretical Analysis

MedKoo Cat#: 585239

Name: Fusarochromanone

CAS#: 104653-89-6

Chemical Formula: C15H20N2O4

Exact Mass: 292.1423

Molecular Weight: 292.34

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Fusarochromanone; Fusarochromenone; TDP-1
IUPAC/Chemical Name
4H-1-Benzopyran-4-one, 5-amino-6-(3-amino-4-hydroxy-1-oxobutyl)-2,3-dihydro-2,2-dimethyl-
InChi Key
COSICWYFCAPPJB-UHFFFAOYSA-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
SMILES Code
O=C1CC(C)(C)OC2=CC=C(C(CC(N)CO)=O)C(N)=C12
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 292.34 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: Wu WD, Nelson PE, Cook ME, Smalley EB. Fusarochromanone production by Fusarium isolates. Appl Environ Microbiol. 1990 Oct;56(10):2989-93. PubMed PMID: 2285312; PubMed Central PMCID: PMC184888. 2: 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. 3: 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. 4: 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. 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: Krogh P, Christensen DH, Hald B, Harlou B, Larsen C, Pedersen EJ, Thrane U. Natural occurrence of the mycotoxin fusarochromanone, a metabolite of Fusarium equiseti, in cereal feed associated with tibial dyschondroplasia. Appl Environ Microbiol. 1989 Dec;55(12):3184-8. PubMed PMID: 2619307; PubMed Central PMCID: PMC203244. 7: 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. 8: Xie WP, Mirocha CJ, Pawlosky RJ, Wen YC, Xu XG. Biosynthesis of fusarochromanone and its monoacetyl derivative by Fusarium equiseti. Appl Environ Microbiol. 1989 Apr;55(4):794-7. PubMed PMID: 2729980; PubMed Central PMCID: PMC184204. 9: 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. 10: 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. 11: Yu JH, Chu FS. Immunochromatography of fusarochromanone mycotoxins. J Assoc Off Anal Chem. 1991 Jul-Aug;74(4):655-60. PubMed PMID: 1917812. 12: 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. 13: 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. 14: 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. 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: Wright GC Jr, Marasas WF, Sokoloff L. Effect of fusarochromanone and T-2 toxin on articular chondrocytes in monolayer culture. Fundam Appl Toxicol. 1987 Oct;9(3):595-7. PubMed PMID: 3692017. 17: 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. 18: Haynes JS, Walser MM. Ultrastructure of Fusarium-induced tibial dyschondroplasia in chickens: a sequential study. Vet Pathol. 1986 Jul;23(4):499-505. PubMed PMID: 2856859. 19: 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. 20: Mirocha CJ, Abbas HK, Kommedahl T, Jarvis BB. Mycotoxin production by Fusarium oxysporum and Fusarium sporotrichioides isolated from Baccharis spp. from Brazil. Appl Environ Microbiol. 1989 Jan;55(1):254-5. PubMed PMID: 2705770; PubMed Central PMCID: PMC184088.

View History

zr17-2 Hydrochloride

zr17-2 Hydrochloride