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roquefortine

Supplier Sponsors

CAS Number: 58735-64-1Picture of molecule3D/inchi
FDA UNII: 4VW6U94XFK
Beilstein Number:1231991
XlogP3-AA:3.00 (est)
Molecular Weight:389.45871000
Formula:C22 H23 N5 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 205.3 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Roquefortine C >99% by HPLC
Odor: characteristic
Use: A potent tremorgenic mycotoxin originally isolated from penicillium roqueforti; an important mycotoxin as low levels can be found in foodstuffs.
Glentham Life Sciences
Roquefortine C
Santa Cruz Biotechnology
For experimental / research use only.
Roquefortine C >99%
Sigma-Aldrich: Sigma
For experimental / research use only.
Roquefortine C ≥98% (HPLC), from Penicillium roqueforti
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for roquefortine usage levels up to:
 not for fragrance use.
 
Recommendation for roquefortine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5935070
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0058735641
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5935070
Pubchem (cas):58735-64-1
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):HMDB30381
FooDB:FDB002232
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cheese bleu cheese
Search Trop Picture
 
Synonyms:
2H-pyrazino(1',2':1,5)pyrrolo(2,3-b)indole-1,4(3H,5aH)-dione, 10b-(1,1-dimethyl-2-propenyl)-6,10b,11,11a-tetrahydro-3-(1H-imidazol-4-ylmethylene)-
 roquefortine C
 

Articles:

PubMed:Effect of Penicillium roqueforti mycotoxins on Caco-2 cells: Acute and chronic exposure.
PubMed:Role ofsfk1Gene in the Filamentous FungusPenicillium roqueforti.
PubMed:Silencing of a second dimethylallyltryptophan synthase of Penicillium roqueforti reveals a novel clavine alkaloid gene cluster.
PubMed:Modeling Growth and Toxin Production of Toxigenic Fungi Signaled in Cheese under Different Temperature and Water Activity Regimes.
PubMed:Validation and application of a liquid chromatography-tandem mass spectrometry based method for the assessment of the co-occurrence of mycotoxins in maize silages from dairy farms in NW Spain.
PubMed:Biosynthetic gene clusters for relevant secondary metabolites produced by Penicillium roqueforti in blue cheeses.
PubMed:The capability of fungi isolated from moldy dwellings to produce toxins.
PubMed:OxaD: A Versatile Indolic Nitrone Synthase from the Marine-Derived Fungus Penicillium oxalicum F30.
PubMed:[Exometabolites of the Fungal Isolates (Genus Penicillium, Section Chrysogena) from Low-Temperature Ecotopes].
PubMed:Quinone/hydroquinone meroterpenoids with antitubercular and cytotoxic activities produced by the sponge-derived fungus Gliomastix sp. ZSDS1-F7.
PubMed:Production of the Fusarium Mycotoxin Moniliformin by Penicillium melanoconidium.
PubMed:Genome sequencing and secondary metabolism of the postharvest pathogen Penicillium griseofulvum.
PubMed:The indole alkaloid meleagrin, from the olive tree endophytic fungus Penicillium chrysogenum, as a novel lead for the control of c-Met-dependent breast cancer proliferation, migration and invasion.
PubMed:Evolutionary formation of gene clusters by reorganization: the meleagrin/roquefortine paradigm in different fungi.
PubMed:Incorporating Fermentation into Undergraduate Laboratory Courses.
PubMed:Influence of intraspecific variability and abiotic factors on mycotoxin production in Penicillium roqueforti.
PubMed:A natural short pathway synthesizes roquefortine C but not meleagrin in three different Penicillium roqueforti strains.
PubMed:A mutasynthesis approach with a Penicillium chrysogenum ΔroqA strain yields new roquefortine D analogues.
PubMed:Mycotoxin production capability of Penicillium roqueforti in strains isolated from mould-ripened traditional Turkish civil cheese.
PubMed:Secondary Metabolites fromPenicillium roqueforti, A Starter for the Production of Gorgonzola Cheese.
PubMed:Penicillium strains isolated from Slovak grape berries taxonomy assessment by secondary metabolite profile.
PubMed:Antimicrobial and allelopathic metabolites produced by Penicillium brasilianum.
PubMed:A comprehensive study to explore differences in mycotoxin patterns from agro-ecological regions through maize, peanut, and cassava products: a case study, Cameroon.
PubMed:Novel key metabolites reveal further branching of the roquefortine/meleagrin biosynthetic pathway.
PubMed:Exo-metabolites of mycelial fungi isolated in production premises of cheese-making and meat-processing plants.
PubMed:Penicillium decumbens BrlA extensively regulates secondary metabolism and functionally associates with the expression of cellulase genes.
PubMed:Pigment production by filamentous fungi on agro-industrial byproducts: an eco-friendly alternative.
PubMed:A branched biosynthetic pathway is involved in production of roquefortine and related compounds in Penicillium chrysogenum.
PubMed:Morphological, molecular, and mycotoxigenic identification of dominant filamentous fungi from moldy civil cheese.
PubMed:Could cheese be the missing piece in the French paradox puzzle?
PubMed:A single cluster of coregulated genes encodes the biosynthesis of the mycotoxins roquefortine C and meleagrin in Penicillium chrysogenum.
PubMed:Ultrahigh-performance liquid chromatographic-tandem mass spectrometric multimycotoxin method for quantitating 26 mycotoxins in maize silage.
PubMed:Isolation and structure elucidation of secopenitrem D, an indole alkaloid from Penicillium crustosum Thom.
PubMed:Sex in Penicillium series Roqueforti.
PubMed:Growth and mycotoxin production by fungi in atmospheres containing 80% carbon dioxide and 20% oxygen.
PubMed:In vitro cytotoxicity of fungi spoiling maize silage.
PubMed:Multi-mycotoxin analysis of maize silage by LC-MS/MS.
PubMed:Alkaloids from a deep ocean sediment-derived fungus Penicillium sp. and their antitumor activities.
PubMed:Total Synthesis of Isoroquefortine E and Phenylahistin.
PubMed:Occurrence of mycotoxins in feed as analyzed by a multi-mycotoxin LC-MS/MS method.
PubMed:Poisoning of dogs with tremorgenic Penicillium toxins.
PubMed:Proteolytic activity, mycotoxins and andrastin A in Penicillium roqueforti strains isolated from Cabrales, Valdeón and Bejes-Tresviso local varieties of blue-veined cheeses.
PubMed:JEM Spotlight: Fungi, mycotoxins and microbial volatile organic compounds in mouldy interiors from water-damaged buildings.
PubMed:Effect of a heterotrimeric G protein alpha subunit on conidia germination, stress response, and roquefortine C production in Penicillium roqueforti.
PubMed:Growth and mycotoxin production by food spoilage fungi under high carbon dioxide and low oxygen atmospheres.
PubMed:Using roquefortine C as a biomarker for penitrem A intoxication.
PubMed:Intramolecular hydrogen bonding as a determinant of the inhibitory potency of N-unsubstituted imidazole derivatives towards mammalian hemoproteins.
PubMed:The heterotrimeric Galpha protein pga1 regulates biosynthesis of penicillin, chrysogenin and roquefortine in Penicillium chrysogenum.
PubMed:The global regulator LaeA controls penicillin biosynthesis, pigmentation and sporulation, but not roquefortine C synthesis in Penicillium chrysogenum.
PubMed:Occurrence of mycotoxins in feedstuffs of dairy cows and estimation of total dietary intakes.
PubMed:Contamination of fresh and ensiled maize by multiple penicillium mycotoxins.
PubMed:Post-translational enzyme modification by the phosphopantetheinyl transferase is required for lysine and penicillin biosynthesis but not for roquefortine or fatty acid formation in Penicillium chrysogenum.
PubMed:Rapid analysis of fungal cultures and dried figs for secondary metabolites by LC/TOF-MS.
PubMed:The total synthesis of roquefortine C and a rationale for the thermodynamic stability of isoroquefortine C over roquefortine C.
PubMed:Toxins from strains of Penicillium chrysogenum isolated from buildings and other sources.
PubMed:Mycotoxins and other secondary metabolites produced in vitro by Penicillium paneum Frisvad and Penicillium roqueforti Thom isolated from baled grass silage in Ireland.
PubMed:LC-MS/MS screen for penitrem A and roquefortine C in serum and urine samples.
PubMed:Comparison of secondary metabolite production by Penicillium crustosum strains, isolated from Arctic and other various ecological niches.
PubMed:Roquefortine E, a diketopiperazine from an Australian isolate of Gymnoascus reessii.
PubMed:Roquefortine/oxaline biosynthesis pathway metabolites in Penicillium ser. Corymbifera: in planta production and implications for competitive fitness.
PubMed:Determination of selected mycotoxins in mould cheeses with liquid chromatography coupled to tandem with mass spectrometry.
PubMed:Oxidative metabolism by P450 and function coupling to efflux systems: modulation of mycotoxin toxicity.
PubMed:Isolation and metabolite production by Penicillium roqueforti, P. paneum and P. crustosum isolated in Canada.
PubMed:Inflammatory and cytotoxic responses in mouse lungs exposed to purified toxins from building isolated Penicillium brevicompactum Dierckx and P. chrysogenum Thom.
PubMed:The effect of substrate on mycotoxin production of selected Penicillium strains.
PubMed:The effects of the Penicillium mycotoxins citrinin, cyclopiazonic acid, ochratoxin A, patulin, penicillic acid, and roquefortine C on in vitro proliferation of porcine lymphocytes.
PubMed:Combined effects of selected Penicillium mycotoxins on in vitro proliferation of porcine lymphocytes.
PubMed:Cytotoxicity of occupationally and environmentally relevant mycotoxins.
PubMed:Penicillium persicinum, a new griseofulvin, chrysogine and roquefortine C producing species from Qinghai Province, China.
PubMed:Liquid chromatography method for the quantitation of the breast cancer resistance protein ABCG2 inhibitor fumitremorgin C and its chemical analogues in mouse plasma and tissues.
PubMed:Penitrem and thomitrem formation by Penicillium crustosum.
PubMed:Synthetic studies of roquefortine C: synthesis of isoroquefortine C and a heterocycle.
PubMed:Penicillium expansum: consistent production of patulin, chaetoglobosins, and other secondary metabolites in culture and their natural occurrence in fruit products.
PubMed:Mycotoxin-forming ability of two Penicillium roqueforti strains in blue moldy tulum cheese ripened at various temperatures.
PubMed:The presence of Penicillium and Penicillium mycotoxins in food wastes.
PubMed:[Formation of alkaloids from Penicillium species fungi during growth on wheat kernels].
PubMed:[Isolation of Penicillium DIERCKX 1901--a producer of diketopiperazine alkaloids rokefortin and 3,12-dihydrokefortin--from permafrost].
PubMed:Isolation of moulds capable of producing mycotoxins from blue mouldy Tulum cheeses produced in Turkey.
PubMed:Tremorgenic neuromycotoxicosis in 2 dogs ascribed to the ingestion of penitrem A and possibly roquefortine in rice contaminated with Penicillium crustosum.
PubMed:[Analysis of secondary metabolites of microscopic fungi of the genus Penicillium by chromatographic techniques].
PubMed:Thin layer chromatography convulsant screen extended by gas chromatography-mass spectrometry.
PubMed:[The biosynthesis of low-molecular-weight nitrogen-containing secondary metabolite-alkaloids by the resident strains of Penicillium chrysogenum and Penicillium expansum isolated on the board of the Mir space station ].
PubMed:Tremorgenic mycotoxin intoxication with penitrem A and roquefortine in two dogs.
PubMed:Tremorgenic mycotoxicosis in four dogs from a single household.
PubMed:Cell cytotoxicity and mycotoxin and secondary metabolite production by common penicillia on cheese agar.
PubMed:Determination of Penicillium mycotoxins in foods and feeds using liquid chromatography-mass spectrometry.
PubMed:[Optimization of the medium and cultivation conditions of Penicillium roquefortii f39 producing the diketopiperazine alkaloid roquefortine].
PubMed:Mycotoxins.
PubMed:Acute penitrem A and roquefortine poisoning in a dog.
PubMed:Total synthesis of isoroquefortine C.
PubMed:[Factors contributing to roquefortine yield variability during cultivation of penicillium roquefortii].
PubMed:Inhibitory effects of roquefortine on hepatic cytochromes P450.
PubMed:Molecular requirements for inhibition of cytochrome p450 activities by roquefortine.
PubMed:Surface mycoflora of a Spanish fermented meat sausage and toxigenicity of Penicillium isolates.
PubMed:Characterization of Penicillium roqueforti strains used as cheese starter cultures by RAPD typing.
PubMed:[Not Available].
PubMed:[Minor alkaloids from the fungus Penicillium roquefortii Thom 1906].
PubMed:Roquefortine C occurrence in blue cheese.
PubMed:[Taxonomic position and nitrogen-containing secondary metabolites of the fungus Penicillium vitale Pidoplichko Et Bilai Apud Bilai].
PubMed:[Diketopiperazine alkaloids from the fungus Penicillium piscarium Westling].
PubMed:[Mycotoxins from the fungi Penicillium vulpinum (Cooke & Massee) Seifert & Samson].
PubMed:Determination of roquefortine C in blue cheese using on-line column-switching liquid chromatography.
PubMed:Determination of roquefortine C in blue cheese using on-line column-switching liquid chromatography.
PubMed:A rapid bioassay to detect mycotoxins using a melanin precursor overproducer mutant of the ciliate Tetrahymena thermophila.
PubMed:Toxin-producing species of Penicillium and the development of mycotoxins in must and homemade wine.
PubMed:MS/MS screen for the tremorgenic mycotoxins roquefortine and penitrem A.
PubMed:Mycotoxins in two Spanish cheese varieties.
PubMed:Study of the alkaloid composition of the food-infecting penicilles.
PubMed:[Nitrogen-containing mycotoxins of fungi of Aspergillus and Penicillium species infesting grain and its products].
PubMed:Roquefortine in the stomach contents of dogs suspected of strychnine poisoning in Alberta.
PubMed:Alberta. Roquefortine identified as a major differential diagnosis in suspected strychnine poisoning in dogs.
PubMed:Isolation of roquefortine C from feed grain.
PubMed:Synthesis and metabolism of roquefortine in Penicillium species.
PubMed:Antimicrobial action of roquefortine.
PubMed:Roquefortine toxicity in a dog.
PubMed:Investigation of Penicillium chrysogenum Isolates for their Suitability as Starter Cultures.
PubMed:Elimination of roquefortine in the rat.
PubMed:Thin-layer chromatography of mycotoxins.
PubMed:Genetics of ergoline alkaloid formation in Penicillium roquefortii.
PubMed:[Mutagenicity testing of commercially used strains of P. camemberti and P. roqueforti].
PubMed:Classification of terverticillate penicillia based on profiles of mycotoxins and other secondary metabolites.
PubMed:Biosynthesis of penitrems and roquefortine by Penicillium crustosum.
PubMed:Simple screening method for molds producing intracellular mycotoxins in pure cultures.
PubMed:[Role of tryptophan and histidine in alkaloid biosynthesis by Penicillium roqueforti].
PubMed:Novel metabolites from Penicillium crustosum, including penitrem E, a tremorgenic mycotoxin.
PubMed:Determination of roquefortine in blue cheese and blue cheese dressing by high pressure liquid chromatography with ultraviolet and electrochemical detectors.
PubMed:Penitrem A and Roquefortine Production by Penicillium commune.
PubMed:[Intracellular and extracellular alkaloids of Penicillium roqueforti].
PubMed:[UV-densitometric analysis of roquefortin and PR toxin].
PubMed:Acute toxicity studies on roquefortine and PR toxin, metabolites of Penicillium roqueforti, in the mouse.
PubMed:[Harmlessness to human health of the mold cultures used in cheesemaking].
PubMed:Study of conditions of production of roquefortine and other metabolites of Penicillin roqueforti.
PubMed:Roquefortine and isofumigaclavine A, alkaloids from Penicillium roqueforti.
PubMed:Analysis of blue cheese for roquefortine and other alkaloids from Penicillium roqueforti.
 
Notes:
None found
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