Phalloidin from Amanita phalloides - Moligand™, ≥90% , CAS No.17466-45-4

CAS: 17466-45-4 Cat. No.: P131156 Peso molecular: 788.868 Beilstein Registry Number: 4347460 Número EC: 241-484-5

GRADE & PURITY Moligand™, ≥90%

Synonyms

DTXSID3037254 | Phalloidin from Amanita phalloides | PHALLOIDIN | Phalloidin is known as a heptapeptide phallotoxin. | (2,3-dihydroxy-2-methyl-propyl)-hydroxy-(1-hydroxyethyl)-dimethyl-[?]heptone | LS-15367 | SMP1_000234 | Cyclic(L-alanyl-D-threonyl-L-cys

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Toxic bicyclic heptapeptide isolated from fungi. Useful as a potent and specific F-actin binding agent and inhibitor of F- to G-actin conversion.

Specifications

Sinónimos

DTXSID3037254 | Phalloidin from Amanita phalloides | PHALLOIDIN | Phalloidin is known as a heptapeptide phallotoxin. | (2, 3-dihydroxy-2-methyl-propyl)-hydroxy-(1-hydroxyethyl)-dimethyl-[?]heptone | LS-15367 | SMP1_000234 | Cyclic(L-alanyl-D-threonyl-L-cys

Especificaciones y pureza

Moligand™, ≥90%

Mecanismos bioquímicos y fisiológicos

Cell permeable: no Primary Target F-actin binding agent Product does not compete with ATP. Reversible: no .F-actin depolymerization inhibitor. Competitively binds to actin filaments (K i = 22 nM) with higher affinity than actin monomers. Increases the rat

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one week. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥90%

Nombres e identificadores

• Sonrisas canónicas: CC1C(=O)NC2CC3=C(NC4=CC=CC=C34)SCC(C(=O)N5CC(CC5C(=O)N1)O)NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC(C)(CO)O)C)C(C)O
• IUPAC Name: 28-(2,3-dihydroxy-2-methylpropyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• InChIKey: KPKZJLCSROULON-UHFFFAOYSA-N
• INCHI: 1S/C35H48N8O11S/c1-15-27(47)38-22-10-20-19-7-5-6-8-21(19)41-33(20)55-13-24(34(53)43-12-18(46)9-25(43)31(51)37-15)40-32(52)26(17(3)45)42-28(48)16(2)36-30(50)23(39-29(22)49)11-35(4,54)14-44/h5-8,15-18,22-26,41,44-46,54H,9-14H2,1-4H3,(H,36,50)(H,37,51)(H,38,47)(H,39,49)(H,40,52)(H,42,48)
• Isómeros SMILES: CC1C(=O)NC2CC3=C(NC4=CC=CC=C34)SCC(C(=O)N5CC(CC5C(=O)N1)O)NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC(C)(CO)O)C)C(C)O
• WGK Alemania: 3
• RTECS: SE9800000
• Peso molecular: 788.868
• Beilstein: 4347460
• Reaxy-Rn: 4644659
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4644659&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Cyclic peptides Macrolactams 3-alkylindoles Alpha amino acids and derivatives Alkylarylthioethers Benzenoids Tertiary carboxylic acid amides Tertiary alcohols Pyrrolidines Heteroaromatic compounds Pyrroles Lactams Secondary carboxylic acid amides Secondary alcohols Azacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-oligopeptide - Cyclic alpha peptide - Macrolactam - Alpha-amino acid or derivatives - 3-alkylindole - Indole - Indole or derivatives - Aryl thioether - Alkylarylthioether - Benzenoid - Heteroaromatic compound - Pyrrole - Pyrrolidine - Tertiary alcohol - Tertiary carboxylic acid amide - Carboxamide group - Lactam - Secondary alcohol - Secondary carboxylic acid amide - Azacycle - Organoheterocyclic compound - Thioether - Primary alcohol - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Carbonyl group - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Peso molecular: 788.900 g/mol
• XLogP3: -1.700
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 4
• Exact Mass: 788.316 Da
• Monoisotopic Mass: 788.316 Da
• Topological Polar Surface Area: 317.000 Ų
• Heavy Atom Count: 55
• Formal Charge: 0
• Complexity: 1510.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 10
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Mingxiang Ji, Han Li, Hailin Guo, Anjian Xie, Shaohua Wang, Fangzhi Huang, Shikuo Li, Yuhua Shen, Jiacai He.  (2016)  A novel porous aspirin-loaded (GO/CTS-HA)n nanocomposite films: Synthesis and multifunction for bone tissue engineering.  CARBOHYDRATE POLYMERS,      [PMID:27561479] [10.1016/j.carbpol.2016.07.078]

2. Pingping Yuan, Shijie Zhou, Qianqian Li, Lin Li, Shaoqi Qu.  (2025)  Extracellular vesicles enhance the efficacy of ceftiofur against intracellular bacterial infections.  Synthetic and Systems Biotechnology,      [PMID:40727487] [10.1016/j.synbio.2025.07.001]

3. Shuangjun Xi, Yijie Qiao, Lan Jiang, Jie Hu, Jie Yang, Weina Han.  (2025)  Development of hierarchical osteotropic-antibacterial NiTi surfaces via synergistic femtosecond laser texturing and anodization.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2025.164766]

4. Guanrong Li, Renhao Ni, Zheyuan Shi, Haijiao Mao, Yang Luo, Xu Cao, Chi Zhang, Yuetian Liu, Zhanping Jin, Jun Chen, Jun Fu, Hua Zhang, Yingchun Zhu.  (2025)  Enhancing BMSC chondrogenesis with a dynamic viscoelastic hyaluronan hydrogel loaded with kartogenin for cartilage repair.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40345284] [10.1016/j.ijbiomac.2025.144042]