CAS 18172-33-3

Ácido ciclopiazónico

Descripción:

Ácido ciclopiazónico es una micotoxina producida por ciertas especies de hongos, particularmente aquellos en los géneros Aspergillus y Penicillium. Se caracteriza por su estructura como un compuesto cíclico, lo que contribuye a su actividad biológica. Este compuesto es conocido por su capacidad para inhibir la absorción de calcio en las células, afectando varios procesos fisiológicos. Ácido ciclopiazónico ha sido estudiado por sus posibles efectos en la salud animal, particularmente en el ganado, donde puede llevar a tasas de crecimiento reducidas y otros problemas de salud. También se reconoce por sus posibles efectos neurotóxicos, lo que genera preocupaciones sobre su presencia en productos alimenticios. La sustancia se encuentra típicamente en granos y piensos contaminados, lo que requiere monitoreo y regulación para prevenir la exposición. Debido a su perfil toxicológico, Ácido ciclopiazónico es de interés tanto en la seguridad alimentaria como en la investigación toxicológica, destacando la importancia de entender las micotoxinas en los productos agrícolas.

Fórmula: C₂₀H₂₀N₂O₃

InChI: InChI=1/C39H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,14-15,26-28,32-34,38,49-50H,4-7,10,13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b9-8-,12-11-,15-14-/t28-,32-,33-,34+,38-/m1/s1

Clave InChI: InChIKey=SZINUGQCTHLQAZ-DQYPLSBCSA-N

SMILES: OC=1[C@@]2([C@]3(C=4C=5C(C[C@]3(C(C)(C)N2C(=O)C1C(C)=O)[H])=CC=CC5NC4)[H])[H]

Sinónimos:

• (6A-Alpha,11A,11B-Alpha)--10-Acetyl-7-Dimethyl-11-Hydroxy-
• (6Aa, 10Z, 11Ab, 11Ba)-6A,7,11A,11B-Tetrahydro-10-(1-Hydroxyethylidene)-7,7- Dimethyl-6H-Pyrrolo [1',2':2,3]Isoindolo [4,5,6-Cd]Indole-9,11 (2H,10H)-Dione
• (6Ar,11As,11Br)-Rel-10-Acetyl-2,6,6A,7,11A,11B-Hexahydro-7,7-Dimethyl-9H-Pyrrolo[1',2':2,3]Isoindolo[4,5,6-Cd]Indol-9-One
• (6aR,11aS,11bR)-10-Acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-9H-pyrrolo[1′,2′:2,3]isoindolo[4,5,6-cd]indol-9-one
• (6aR,11aS,11bR)-10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one
• (6aS,11aR,11bR)-10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one
• (6aS,11aR,11bS)-10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one
• (6aS,11aS,11bR)-10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one
• (6aS,11aS,11bS)-10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one
• 10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one
• 9H-Pyrrolo(1’,2’:2,3)Isoindolo(4,5,6-Cd)Indol-9-One,2,6,6A,7,11A,11B-Hexahydro
• 9H-Pyrrolo[1′,2′:2,3]isoindolo[4,5,6-cd]indol-9-one, 10-acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-, (6aR,11aS,11bR)-
• 9H-Pyrrolo[1′,2′:2,3]isoindolo[4,5,6-cd]indol-9-one, 10-acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-, (6aα,11aβ,11bα)-
• Alpha Cyclopiazonic Acid
• Cyclopiazonic Acid, Penicillium Cyclopium
• NSC 117181
• S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} (6Z,9Z,12Z)-octadeca-6,9,12-trienethioate (non-preferred name)
• α-Cyclopiazonic acid
• Cyclopiazonic acid
• CYCLOPIAZONICACID,BIOTECHGRADE
• Cyclopiazonic acid, FroM PenicilliuM griseofulvuM
• -Cyclopiazonic acid / CPA
• CPA
• Cyclopiazonic acid,98%
• 10-Acetyl-2,6,6aβ,7,11aα,11bβ-hexahydro-11-hydroxy-7,7-dimethyl-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one
• (6aR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one
• [5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[3-hydroxy-2,2-dimethyl-3-[2-(2-octadeca-6,9,12-trienoylsulfanylethylcarbamoyl)ethylcarbamoyl]propoxy]phosphoryl]oxy-phosphoryl]oxymethyl]oxolan-3-yl]oxyphosphonic acid
• Cyclopiazonic acid from Penicillium cyclopium
• Cyclopiazonic acid from Penicillium grisefulvum
• PENICILLIUM CYCLOPIUM
• 9H-Pyrrolo1,2:2,3isoindolo4,5,6-cdindol-9-one, 10-acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-, (6aR,11aS,11bR)-rel-
• CYCLOPIAZONIC ACID FROM PENICILLIUMCYCLO PIUM MINIM
• gamma-linolenoyl-CoA

Cyclopiazonic acid, 98%

CAS: 18172-33-3

Inhibitor of the sarco/endoplasmic reticulum calcium pump, calcium-ATPase

Fórmula: C₂₀H₂₀N₂O₃

Pureza: 98%

Forma y color: White to off-white, Solid

Peso molecular: 336.39

Ref: 02-J61594

(6aR,11aS,11bR)-10-Acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-9H-pyrrolo[1′,2′:2,3]isoindolo[4,5,6-cd]indol-9-one

CAS: 18172-33-3

Fórmula: C₂₀H₂₀N₂O₃

Pureza: 98%

Forma y color: Solid

Peso molecular: 336.3844

Ref: IN-DA00232Y

Cyclopiazonic acid

CAS: 18172-33-3

Cyclopiazonic acid

Fórmula: C₂₀H₂₀N₂O₃

Pureza: By hplc: 99.5% (Typical Value in Batch COA)

Forma y color: off-white powder

Peso molecular: 336.38g/mol

Ref: 54-BIC1012

Cyclopiazonic acid

CAS: 18172-33-3

Fórmula: C₂₀H₂₀N₂O₃

Peso molecular: 336.39

Ref: 7W-GK0327

α-Cyclopiazonic acid 100 µg/mL in Acetonitrile

Producto controlado

CAS: 18172-33-3

Fórmula: C₂₀H₂₀N₂O₃

Forma y color: Single Solution

Peso molecular: 336.38

Ref: 04-A11833700AL-100

Cyclopiazonic acid

CAS: 18172-33-3

Cyclopiazonic acid (CPA) is a neurotoxic secondary metabolite (SM) made by A.

Fórmula: C₂₀H₂₀N₂O₃

Pureza: 99.27% - 99.80%

Forma y color: Solid

Peso molecular: 336.38

Ref: TM-T15027

Cyclopiazonic Acid

Producto controlado

CAS: 18172-33-3

Applications Cyclopiazonic Acid is an inhibitor of endoplasmic reticulum Ca2+-ATPase.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package

Fórmula: C₂₀H₂₀N₂O₃

Forma y color: Neat

Peso molecular: 336.38

Ref: TR-C991995

Cyclopiazonic acid, Penicillium cyclopium

CAS: 18172-33-3

M01452 - Cyclopiazonic acid, Penicillium cyclopium

Fórmula: C₂₀H₂₀N₂O₃

Pureza: ≥98%

Forma y color: Solid

Peso molecular: 336.391

Ref: 10-M01452

Cyclopiazonic acid

CAS: 18172-33-3

Cyclopiazonic acid is a sesquiterpene lactone that inhibits the transcription activator-binding site in the promoter region of c-myc and c-jun. Cyclopiazonic acid also inhibits protein synthesis by preventing phosphorylation of dinucleotide phosphate, which leads to an increase in intracellular calcium levels. This compound also has a cytotoxic effect on HL60 cells, which may be due to its ability to inhibit the production of secretases. Cyclopiazonic acid's effects on pluripotent cells have not been well studied, but it is known to have pharmacological properties that are similar to other compounds that are being studied for their potential anti-cancer effects.

Fórmula: C₂₀H₂₀N₂O₃

Pureza: Min. 95%

Forma y color: Powder

Peso molecular: 336.39 g/mol

Ref: 3D-FC45557