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Cyclopiazonic acid (Standard)

CAT: 0804-HY-N6771RSize: 1 EachDry Ice: NoHazardous: No
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Description
Ancitabine (hydrochloride) (Standard) is the analytical standard of Ancitabine (hydrochloride) . This product is intended for research and analytical applications. 0
CAS Number
18172-33-3
UNSPSC
12352005
Target
5-HT Receptor; Apoptosis; Calcium Channel; MDM-2/p53; Reference Standards; RSV
Related Pathways
Anti-infection; Apoptosis; GPCR/G Protein; Membrane Transporter/Ion Channel; Neuronal Signaling; Others
Field of Research
Infection
Smiles
O=C1C(C(C)=O)=C(O)[C@@]([C@]23[H])([H])N1C(C)(C)[C@]2([H])CC4=CC=CC5=C4C3=CN5
Molecular Formula
C20H20N2O3
Molecular Weight
336.38
References & Citations
[1]Bonyadi F, et al. Cyclopiazonic acid induced p53-dependent apoptosis in the testis of mice: Another male related risk factor of infertility. Environ Toxicol. 2021 May;36 (5) :903-913. |[2]Selli C, et al. Cyclopiazonic acid alters serotonin-induced responses in rat thoracic aorta. Vascul Pharmacol. 2014 May-Jun;61 (2-3) :43-8. |[3]Chen Q, et al. Inhibitory Effects of Cyclopiazonic Acid on the Pacemaker Current in Sinoatrial Nodal Cells. Neuroscience. 2020 May 1;433:230-240. |[4]Cui R, et al. Cyclopiazonic acid, an inhibitor of calcium-dependent ATPases with antiviral activity against human respiratory syncytial virus. Antiviral Res. 2016 Aug;132:38-45. |[5] Kuilman-Wahls ME, et al. Cyclopiazonic acid inhibits mutagenic action of aflatoxin B (1) . Environ Toxicol Pharmacol. 2002 Jul;11 (3-4) :207-12.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Cyclopiazonic Acid

cyclopiazonic acid has been reported in Penicillium cyclopium, Penicillium vinaceum, and other organisms with data available.

CAS Number18172-33-3
PubChem CID54682463
IUPAC Name(2R,3S,9R)-5-acetyl-4-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),4,11(18),12,14-pentaen-6-one
Molecular FormulaC20H20N2O3
Molecular Weight336.4
XLogP2.2
Topological Polar Surface Area73.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count25
Formal Charge0
Complexity697
SMILES
CC(=O)C1=C([C@@H]2[C@@H]3[C@@H](CC4=C5C3=CNC5=CC=C4)C(N2C1=O)(C)C)O
InChI
InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,24H,7H2,1-3H3/t12-,16+,17+/m1/s1
InChIKey
SZINUGQCTHLQAZ-DQYPLSBCSA-N
Chemical Structure
2D Structure
2D structure of Cyclopiazonic Acid
CAS: 18172-33-3
CID: 54682463
Formula: C20H20N2O3
MW: 336.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight336.4
XLogP32.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass336.14739250
Monoisotopic Mass336.14739250
Topological Polar Surface Area73.4 Ų
Heavy Atom Count25
Formal Charge0
Complexity697
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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