CAS 18172-33-3

Acido ciclopiazonico

Descrizione:

Acido ciclopiazonico è una micotossina prodotta da alcune specie di funghi, in particolare quelle nei generi Aspergillus e Penicillium. È caratterizzata dalla sua struttura come composto ciclico, che contribuisce alla sua attività biologica. Questo composto è noto per la sua capacità di inibire l'assorbimento di calcio nelle cellule, influenzando vari processi fisiologici. Acido ciclopiazonico è stato studiato per i suoi potenziali effetti sulla salute animale, in particolare nel bestiame, dove può portare a tassi di crescita ridotti e ad altri problemi di salute. È anche riconosciuto per i suoi potenziali effetti neurotossici, sollevando preoccupazioni sulla sua presenza nei prodotti alimentari. La sostanza è tipicamente riscontrata in cereali e mangimi contaminati, rendendo necessario il monitoraggio e la regolamentazione per prevenire l'esposizione. A causa del suo profilo tossicologico, Acido ciclopiazonico è di interesse sia nella sicurezza alimentare che nella ricerca tossicologica, evidenziando l'importanza di comprendere le micotossine nei prodotti agricoli.

Formula: 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

InChI key: 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]

Sinonimi:

• (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

Formula: C₂₀H₂₀N₂O₃

Purezza: 98%

Colore e forma: White to off-white, Solid

Peso molecolare: 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

Formula: C₂₀H₂₀N₂O₃

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 336.3844

Ref: IN-DA00232Y

Cyclopiazonic acid

CAS: 18172-33-3

Cyclopiazonic acid

Formula: C₂₀H₂₀N₂O₃

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

Colore e forma: off-white powder

Peso molecolare: 336.38g/mol

Ref: 54-BIC1012

Cyclopiazonic acid

CAS: 18172-33-3

Formula: C₂₀H₂₀N₂O₃

Peso molecolare: 336.39

Ref: 7W-GK0327

α-Cyclopiazonic acid 100 µg/mL in Acetonitrile

Prodotto controllato

CAS: 18172-33-3

Formula: C₂₀H₂₀N₂O₃

Colore e forma: Single Solution

Peso molecolare: 336.38

Ref: 04-A11833700AL-100

Cyclopiazonic acid

CAS: 18172-33-3

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

Formula: C₂₀H₂₀N₂O₃

Purezza: 99.27% - 99.80%

Colore e forma: Solid

Peso molecolare: 336.38

Ref: TM-T15027

Cyclopiazonic Acid

Prodotto controllato

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

Formula: C₂₀H₂₀N₂O₃

Colore e forma: Neat

Peso molecolare: 336.38

Ref: TR-C991995

Cyclopiazonic acid, Penicillium cyclopium

CAS: 18172-33-3

M01452 - Cyclopiazonic acid, Penicillium cyclopium

Formula: C₂₀H₂₀N₂O₃

Purezza: ≥98%

Colore e forma: Solid

Peso molecolare: 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.

Formula: C₂₀H₂₀N₂O₃

Purezza: Min. 95%

Colore e forma: Powder

Peso molecolare: 336.39 g/mol

Ref: 3D-FC45557