ROQUEFORTINE C

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Products Intro: CAS:58735-64-1
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Products Intro: Product Name:Roquefortine C
CAS:58735-64-1
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CAS:58735-64-1
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Products Intro: Product Name:Roquefortine C
CAS:58735-64-1
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Products Intro: Product Name:Roquefortine C
CAS:58735-64-1
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  • Roquefortine C
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  • $1369.00 / 1mg
  • 2026-01-05
  • CAS:58735-64-1
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ROQUEFORTINE C Basic information
Product Name:ROQUEFORTINE C
Synonyms:10b-(1,1-dimethyl-2-propenyl)-6,10b,11,11a-tetrahydro-3-(1H-imidazol-4-ylmethylene)-2H-pyrazino(1,2:1,5)pyrrolo(2,3-b)indole-1,4(3H,5aH)-dione, Isoroquefortine C, Roquefortin, Roquefortine C;(3E,5aS,5aβ)-10bβ-(1,1-Dimethyl-2-propenyl)-3-(1H-imidazol-4-yl)methylene-6,10b,11,11aα-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione;(5aS)-3-[(E)-(1H-Imidazole-4-yl)methylene]-10bβ-(1,1-dimethyl-2-propenyl)-1,3,4,5aβ,6,10b,11,11aα-octahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione;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)-, (3Z)-;Aids031208;Aids-031208;Nsc292134;2H-Pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione, 10b-(1,1-dimethyl-2-propen-1-yl)-6,10b,11,11a-tetrahydro-3-(1H-imidazol-5-ylmethylene)-,(3E,5aS,10bR,11aS)-
CAS:58735-64-1
MF:C22H23N5O2
MW:389.45
EINECS:
Product Categories:Antibiotic
Mol File:58735-64-1.mol
ROQUEFORTINE C Structure
ROQUEFORTINE C Chemical Properties
Melting point 202-205℃
Boiling point 768.3±60.0 °C(Predicted)
density 1.37±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility chloroform: soluble1mg/mL
form White to off-white solid.
pka11.10±0.40(Predicted)
color White to off-white
biological sourcePenicillium roqueforti
Stability:Hygroscopic
Safety Information
Hazard Codes T
Risk Statements 23/24/25
Safety Statements 22-36/37/39-45
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
RTECS UQ4730500
HS Code 2941900000
Hazardous Substances Data58735-64-1(Hazardous Substances Data)
MSDS Information
ROQUEFORTINE C Usage And Synthesis
DescriptionThe third alkaloid isolated from a surface culture of Penicillium roqueforti, roquefortine C is present in only small quantities and the amount obtained is insufficient for the full structure to be established.
DescriptionRoquefortine C is a mycotoxin that was first isolated from a strain of P. roqueforti, a species of Penicillium commercially used to ripen blue-veined cheeses. It has also been isolated from other members of the Penicillium genus found in contaminated food products where it displays neurotoxic properties. It has been shown to both activate a P-glycoprotein transport system involved in the efflux of xenobiotics and to inhibit cytochrome P450 3A detoxification enzymes. It has also been used as a biomarker for penitrem A intoxication.
UsesRoquefortine C has been used as a standard for the quantification of roquefortine C by high-performance liquid chromatography (HPLC). It has also been used as a standard for the quantification of roquefortine C by liquid chromatography-mass spectrometry (LC?MS/MS).
UsesRoquefortine C is a potent tremorgenic mycotoxin originally isolated from Penicillium roqueforti in 1975 in Japan. Parallel research by Scott and colleagues lead to the structure elucidation of roquefortine C as an unusual diketopiperazine formed by coupling a prenylated tryptophan and histidine. Roquefortine C was subsequently found to be produced by a diverse range of fungi, most notably Penicillium species. Roquefortine is an important mycotoxin as low levels can be found in foodstuffs.
DefinitionChEBI: Roquefortine C is a pyrroloindole.
Biochem/physiol ActionsRoquefortine C is a paralytic neurotoxin of a dioxopiperazine structure produced by a diverse range of fungi, most notably Penicillium species. It has been found in blue cheese and in many other food products due to natural occurrence and contamination. Roquefortine C was found to be active on a wide range of organisms. It inhibits the growth of Gram-positive bacteria, and cockerels treated with roquefortine lost their righting reflex and died within 8-12 hours. Mice injected with roquefortine C experienced neurotoxic properties. Roquefortine C was also reported to inhibit cytochrome P450 as well as tubulin polymerization.
ReferencesOhmono et al., Agr. Bioi. Chem., 39, 1333 (1975)
ROQUEFORTINE C Preparation Products And Raw materials
Tag:ROQUEFORTINE C(58735-64-1) Related Product Information
N-phenyl isonicotinamide ROQUEFORTINE E 1-Allyl-2-aminomethylpyrrolidine 1-Methylpiperazin-2-one 1-(2-PHENYLETHYL)PIPERAZINE 1H-Indol-2-amine N-Isobutyl piperazine ROQUEFORTINE C 2-(3-PHENYL-PYRROLIDIN-1-YL)-ETHYLAMINE 1-ETHYL-2-METHYL-PIPERAZINE hexahydropyrrolo[1,2-a]pyrazin-4(1H)-one N-[1-(aminomethyl)butyl]-N,N-dimethylamine N-METHYL-N-(2-PHENYLETHYL)ETHANE-1,2-DIAMINE HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE (+/-)-1,4-DIAZABICYCLO[4.4.0]DECANE 1-ETHYLPIPERAZIN-2-ONE Piperazinone, 1-butyl- (9CI) CHEMBRDG-BB 4012298

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