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88337-96-6,MFCD00083218
Catalog No.:AA00GTE4

88337-96-6 | 15-ACETOXY-3ALPHA,7ALPHA-DIHYDROXY-12,13-EPOXYTRICHOTHEC-9-EN-8-ONE

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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00GTE4
Chemical Name:
15-ACETOXY-3ALPHA,7ALPHA-DIHYDROXY-12,13-EPOXYTRICHOTHEC-9-EN-8-ONE
CAS Number:
88337-96-6
Molecular Formula:
C17H22O7
Molecular Weight:
338.3524
MDL Number:
MFCD00083218
SMILES:
CC(=O)OCC12C(C=C(C(=O)C1O)C)OC1C3(C2(C)CC1O)CO3
Properties
Computed Properties
 
Complexity:
657  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
-0.7  

Upstream Synthesis Route

[1]JournalofAgriculturalandFoodChemistry,2007,vol.55,#16,p.6487-6492

Literature

Title: Endocrine activity of mycotoxins and mycotoxin mixtures.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20161001

Title: Effects of oral exposure to naturally-occurring and synthetic deoxynivalenol congeners on proinflammatory cytokine and chemokine mRNA expression in the mouse.

Journal: Toxicology and applied pharmacology 20140715

Title: Role of cholecystokinin in anorexia induction following oral exposure to the 8-ketotrichothecenes deoxynivalenol, 15-acetyldeoxynivalenol, 3-acetyldeoxynivalenol, fusarenon X, and nivalenol.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20140401

Title: Comparative study of deoxynivalenol, 3-acetyldeoxynivalenol, and 15-acetyldeoxynivalenol on intestinal transport and IL-8 secretion in the human cell line Caco-2.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20130901

Title: Comparison of emetic potencies of the 8-ketotrichothecenes deoxynivalenol, 15-acetyldeoxynivalenol, 3-acetyldeoxynivalenol, fusarenon X, and nivalenol.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20130101

Title: Toxicity of deoxynivalenol and its acetylated derivatives on the intestine: differential effects on morphology, barrier function, tight junction proteins, and mitogen-activated protein kinases.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20121101

Title: TRI12 based quantitative real-time PCR assays reveal the distribution of trichothecene genotypes of F. graminearum and F. culmorum isolates in Danish small grain cereals.

Journal: International journal of food microbiology 20120716

Title: Comparison of murine anorectic responses to the 8-ketotrichothecenes 3-acetyldeoxynivalenol, 15-acetyldeoxynivalenol, fusarenon X and nivalenol.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120601

Title: Chronic Nod2 stimulation potentiates activating transcription factor 3 and paradoxical superinduction of epithelial proinflammatory chemokines by mucoactive ribotoxic stressors via RNA-binding protein human antigen R.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20120101

Title: Genotyping and phenotyping of Fusarium graminearum isolates from Germany related to their mycotoxin biosynthesis.

Journal: International journal of food microbiology 20111115

Title: Molecular survey of trichothecene genotypes of Fusarium graminearum species complex from barley in southern Brazil.

Journal: International journal of food microbiology 20110815

Title: The genetic basis for 3-ADON and 15-ADON trichothecene chemotypes in Fusarium.

Journal: Fungal genetics and biology : FG & B 20110501

Title: Sphaerodes mycoparasitica biotrophic mycoparasite of 3-acetyldeoxynivalenol- and 15-acetyldeoxynivalenol-producing toxigenic Fusarium graminearum chemotypes.

Journal: FEMS microbiology letters 20110301

Title: Trichothecene genotypes and chemotypes in Fusarium graminearum strains isolated from wheat in Argentina.

Journal: International journal of food microbiology 20110227

Title: Repression of peroxisome proliferator-activated receptor gamma by mucosal ribotoxic insult-activated CCAAT/enhancer-binding protein homologous protein.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20101101

Title: Mechanism-based alternative monitoring of endoplasmic reticulum stress by 8-keto-trichothecene mycotoxins using human intestinal epithelial cell line.

Journal: Toxicology letters 20101020

Title: The 3ADON population of Fusarium graminearum found in North Dakota is more aggressive and produces a higher level of DON than the prevalent 15ADON population in spring wheat.

Journal: Phytopathology 20101001

Title: A rapid method with ultra-high-performance liquid chromatography-tandem mass spectrometry for simultaneous determination of five type B trichothecenes in traditional Chinese medicines.

Journal: Journal of separation science 20100701

Title: Acidic pH as a determinant of TRI gene expression and trichothecene B biosynthesis in Fusarium graminearum.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20100501

Title: Development and validation of a method based on a QuEChERS procedure and heart-cutting GC-MS for determination of five mycotoxins in cereal products.

Journal: Journal of separation science 20100301

Title: Intracellular expression of a single domain antibody reduces cytotoxicity of 15-acetyldeoxynivalenol in yeast.

Journal: The Journal of biological chemistry 20091211

Title: Epithelial cell survival by activating transcription factor 3 (ATF3) in response to chemical ribosome-inactivating stress.

Journal: Biochemical pharmacology 20090315

Title: Trichothecenes and mycoflora in wheat harvested in nine locations in Buenos Aires province, Argentina.

Journal: Mycopathologia 20080201

Title: Structure-activity relationships of trichothecene toxins in an Arabidopsis thaliana leaf assay.

Journal: Journal of agricultural and food chemistry 20070808

Title: Determination of the trichothecene mycotoxin chemotypes and associated geographical distribution and phylogenetic species of the Fusarium graminearum clade from China.

Journal: Mycological research 20070801

Title: Exogenous H(2)O(2) and catalase treatments interfere with Tri genes expression in liquid cultures of Fusarium graminearum.

Journal: FEBS letters 20070206

Title: Comparison of four C18 columns for the liquid chromatographic determination of deoxynivalenol in naturally contaminated wheat.

Journal: Journal of AOAC International 20070101

Title: Accumulation of deoxynivalenol and its 15-acetylated form is significantly modulated by oxidative stress in liquid cultures of Fusarium graminearum.

Journal: FEMS microbiology letters 20060501

Title: A rapid multiresidual determination of type A and type B trichothecenes in wheat flour by HPLC-ESI-MS.

Journal: Food additives and contaminants 20050301

Title: Effects of feeding blends of grains naturally contaminated with Fusarium mycotoxins on growth and immunological parameters of broiler chickens.

Journal: Poultry science 20040401

Title: Analysis of Fusarium graminearum mycotoxins in different biological matrices by LC/MS.

Journal: Mycopathologia 20040101

Title: Relationship of trichothecene structure to COX-2 induction in the macrophage: selective action of type B (8-keto) trichothecenes.

Journal: Journal of toxicology and environmental health. Part A 20031024

Title: Critical study of and improvements in chromatographic methods for the analysis of type B trichothecenes.

Journal: Journal of chromatography. A 20010518

Title: Effects of trichothecene structure on cytokine secretion and gene expression in murine CD4+ T-cells.

Journal: Toxicology 19951215

Title: Juan-García A, et al. Binary and tertiary combination of alternariol, 3-acetyl-deoxynivalenol and 15-acetyl-deoxynivalenol on HepG2 cells: Toxic effects and evaluation of degradation products. Toxicol In Vitro. 2016 Aug;34:264-273.

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SDS
Tags:88337-96-6 Molecular Formula|88337-96-6 MDL|88337-96-6 SMILES|88337-96-6 15-ACETOXY-3ALPHA,7ALPHA-DIHYDROXY-12,13-EPOXYTRICHOTHEC-9-EN-8-ONE