Fostriecin - ≥98% , CAS No.87860-39-7

CAS: 87860-39-7 Cat. No.: F275111 Molecular Weight: 452.37 PubChem CID: 16759606

GRADE & PURITY ≥98%

Synonyms

(6R)-5,6-DIHYDRO-6-((1E,3R,4R,6R,7Z,9Z,11E)-3,6,13-TRIHYDROXY-3-METHYL-4-(PHOSPHONOOXY)-1,7,9,11-TRIDECATETRAENYL)-2H-PYRAN-2-ONE SODIUM SALT | OROTIC ACID MONOPOTASSIUM | 5,6-Dihydro-6-(3,4,6,13-tetrahydroxy-3-methyl-1,7,9,11-tridecatetraenyl)-2H-pyran-2

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Specifications

Synonyms

(6R)-5, 6-DIHYDRO-6-((1E, 3R, 4R, 6R, 7Z, 9Z, 11E)-3, 6, 13-TRIHYDROXY-3-METHYL-4-(PHOSPHONOOXY)-1, 7, 9, 11-TRIDECATETRAENYL)-2H-PYRAN-2-ONE SODIUM SALT | OROTIC ACID MONOPOTASSIUM | 5, 6-Dihydro-6-(3, 4, 6, 13-tetrahydroxy-3-methyl-1, 7, 9, 11-tridecatetraenyl)-2H-pyran-2

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Potent PP2A and PP4 inhibitor (IC 50 values are 3.2 and 3 nM, respectively). Inhibits topoisomerase II (IC 50 = 40 μM). Weakly inhibits PP1 (IC 50 = 131 μM). Induces cell cycle arrest at G2-M-phase. Shows anti-ischemic, antitumor and antibiotic effects in

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Note

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 month. 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. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC(C=CC1CC=CC(=O)O1)(C(CC(C=CC=CC=CCO)O)OP(=O)(O)[O-])O.[Na+]
• IUPAC Name: sodium;[(1E,3R,4R,6R,7Z,9Z,11E)-3,6,13-trihydroxy-3-methyl-1-[(2R)-6-oxo-2,3-dihydropyran-2-yl]trideca-1,7,9,11-tetraen-4-yl] hydrogen phosphate
• InChIKey: XBUIKNRVGYFSHL-IAVQPKKASA-M
• INCHI: 1S/C19H27O9P.Na/c1-19(23,12-11-16-9-7-10-18(22)27-16)17(28-29(24,25)26)14-15(21)8-5-3-2-4-6-13-20;/h2-8,10-12,15-17,20-21,23H,9,13-14H2,1H3,(H2,24,25,26);/q;+1/p-1/b3-2-,6-4+,8-5-,12-11+;/t15-,16+,17+,19+;/m0./s1
• Isomeric SMILES: C[C@@](/C=C/[C@H]1CC=CC(=O)O1)([C@@H](C[C@H](/C=C\C=C/C=C/CO)O)OP(=O)(O)[O-])O.[Na+]
• PubChem CID: 16759606
• Molecular Weight: 452.37

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrans
      • Subclass Pyranones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrans
• Subclass: Pyranones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dihydropyranones
• Alternative Parents: Alkyl phosphates Tertiary alcohols Enoate esters Secondary alcohols Lactones Polyols Oxacyclic compounds Monocarboxylic acids and derivatives Primary alcohols Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Dihydropyranone - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Tertiary alcohol - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Lactone - Secondary alcohol - Organic alkali metal salt - Oxacycle - Polyol - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Carbonyl group - Primary alcohol - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organic oxygen compound - Alcohol - Organic sodium salt - Organic salt - Organic cation - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dihydropyranones. These are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.
• 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

Chemical and Physical Properties

• Solubility: Soluble in water to 100 mM and in ethanol to 10 mM
• Molecular Weight: 452.400 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 452.121 Da
• Monoisotopic Mass: 452.121 Da
• Topological Polar Surface Area: 157.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 732.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 2

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