CAS 58735-64-1

Roquefortine

Description:

Roquefortine is a mycotoxin produced by certain species of fungi, particularly those belonging to the Penicillium genus, which are commonly associated with the ripening of blue cheeses like Roquefort. This compound is characterized by its complex molecular structure, which includes a bicyclic system and multiple functional groups, contributing to its biological activity. Roquefortine exhibits neurotoxic properties and has been studied for its potential effects on the central nervous system. It is known to have antimicrobial activity, which can influence the growth of various microorganisms. The substance is typically found in low concentrations in contaminated food products, and its presence is monitored due to health concerns associated with mycotoxins. Regulatory agencies often set limits on permissible levels of such compounds in food to ensure consumer safety. Overall, while Roquefortine plays a role in the flavor profile of certain cheeses, its toxicological implications necessitate careful consideration in food safety assessments.

Formula: C₂₂H₂₃N₅O₂

InChI: InChI=1S/C22H23N5O2/c1-4-21(2,3)22-10-17-18(28)25-16(9-13-11-23-12-24-13)19(29)27(17)20(22)26-15-8-6-5-7-14(15)22/h4-9,11-12,17,20,26H,1,10H2,2-3H3,(H,23,24)(H,25,28)/b16-9+/t17-,20-,22+/m0/s1

InChI key: InChIKey=SPWSUFUPTSJWNG-JJUKSXGLSA-N

SMILES: C(C=C)(C)(C)[C@]12[C@](N3[C@@](C1)(C(=O)N\C(=C\C4=CN=CN4)\C3=O)[H])(NC=5C2=CC=CC5)[H]

Synonyms:

• (-)-Roquefortine C
• (3E,5aS,10bR,11aS)-10b-(1,1-Dimethyl-2-propen-1-yl)-6,10b,11,11a-tetrahydro-3-(1H-imidazol-5-ylmethylene)-2H-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione
• (3Z)-10b-(1,1-dimethylprop-2-en-1-yl)-3-(1H-imidazol-5-ylmethylidene)-6,10b,11,11a-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione
• (3Z,5aS,10bR,11aS)-10b-(1,1-dimethylprop-2-en-1-yl)-3-(1H-imidazol-5-ylmethylidene)-6,10b,11,11a-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione
• 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)-
• 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)-, (3E,5aS,10bR,11aS)-
• NSC 292134
• Roquefortin
• Roquefortine
• Rorifone 95%

Roquefortin C

CAS: 58735-64-1

Formula: C₂₂H₂₃N₅O₂

Purity: 93.76%

Color and Shape: Yellowish amorphous solid

Molecular weight: 389.0

Ref: 8R-JU0050

(3E,5aS,10bR,11aS)-10b-(1,1-Dimethyl-2-propen-1-yl)-6,10b,11,11a-tetrahydro-3-(1H-imidazol-5-ylmethylene)-2H-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione

CAS: 58735-64-1

Formula: C₂₂H₂₃N₅O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 389.4503

Ref: IN-DA00EBH2

Roquefortine C

CAS: 58735-64-1

Roquefortine C is a fungal cyclopeptide isolated from Penicillium roquefortii, activates P-gp and also inhibits P450-3A and other haemoproteins

Formula: C₂₂H₂₃N₅O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 389.45

Ref: TM-T13872

Roquefortine C

CAS: 58735-64-1

Roquefortine C

Formula: C₂₂H₂₃N₅O₂

Purity: By hplc: 98.67% (Typical Value in Batch COA)

Color and Shape: slightly yellow powder

Molecular weight: 389.45g/mol

Ref: 54-BIBR1088

Roquefortine C

CAS: 58735-64-1

Formula: C₂₂H₂₃N₅O₂

Molecular weight: 389.5

Ref: 7W-GL0492

Roquefortine C

CAS: 58735-64-1

Applications Roquefortine C is a potent neurotoxin produced most notably by Penicillium species.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package

Formula: C₂₂H₂₃N₅O₂

Color and Shape: Off-White

Molecular weight: 389.45

Ref: TR-R700875

Roquefortine C

CAS: 58735-64-1

Roquefortine C is a mycotoxin, which is a secondary metabolite produced by certain fungal species. It primarily originates from Penicillium fungi, notably within the species used in the production of blue cheeses like Roquefort. As a neurotoxic compound, Roquefortine C functions by inhibiting certain neurotransmitter receptors and ion channels, potentially interfering with normal neuronal communication.

Purity: Min. 95%

Ref: 3D-BR162745