Equisetin - ≥98% , CAS No.57749-43-6

CAS: 57749-43-6 Cat. No.: E329522 Molecular Weight: 373.49

GRADE & PURITY ≥98%

Synonyms

V56ZMM5VMZ | Equisetin | HY-N6711 | DTXSID001017630 | QNQBPPQLRODXET-AIMHRHHOSA-N | 2,4-Pyrrolidinedione, 5-(hydroxymethyl)-3-[hydroxy[(1S,2R,4aS,6R,8aR)-1,2,4a,5,6,7,8,8a-octahydro-1,6-dimethyl-2-(1E)-1-propen-1-yl-1-naphthalenyl]methylene]-1-methyl-, (3

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Equisetin is an N-methylserine-derived acyl tetramic acid produced by a number of|Fusarium|species with antibiotic and cytotoxic activity. The compound has displayed inhibitory activity against mitochondrial ATPases and HIV-1 integrase|in vitro|. In a study of mitochondrial inorganic pyrophosphatase (PPase) in the yeast|Saccharomyces cerevisiae|, Equisetin is observed to increase mitochondrial PPase activity several folds. Data has shown that Equisetin specifically inhibits the substrate anion carriers of the inner membrane of mitochondria while acts nonspecifically on protein membranes and protein hydrophobic domains.

Specifications

Synonyms

V56ZMM5VMZ | Equisetin | HY-N6711 | DTXSID001017630 | QNQBPPQLRODXET-AIMHRHHOSA-N | 2, 4-Pyrrolidinedione, 5-(hydroxymethyl)-3-[hydroxy[(1S, 2R, 4aS, 6R, 8aR)-1, 2, 4a, 5, 6, 7, 8, 8a-octahydro-1, 6-dimethyl-2-(1E)-1-propen-1-yl-1-naphthalenyl]methylene]-1-methyl-, (3

Specifications & Purity

≥98%

Source

Fusarium equiseti

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC=CC1C=CC2CC(CCC2C1(C)C(=C3C(=O)C(N(C3=O)C)CO)O)C
• IUPAC Name: (3E,5S)-3-[[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione
• InChIKey: QNQBPPQLRODXET-AIMHRHHOSA-N
• INCHI: 1S/C22H31NO4/c1-5-6-15-9-8-14-11-13(2)7-10-16(14)22(15,3)20(26)18-19(25)17(12-24)23(4)21(18)27/h5-6,8-9,13-17,24,26H,7,10-12H2,1-4H3/b6-5+,20-18+/t13-,14-,15-,16-,17+,22-/m1/s1
• Isomeric SMILES: C/C=C/[C@@H]1C=C[C@@H]2C[C@@H](CC[C@H]2[C@]1(C)/C(=C\3/C(=O)[C@@H](N(C3=O)C)CO)/O)C
• Molecular Weight: 373.49
• Reaxy-Rn: 16697609
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=16697609&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolidines
      • Subclass N-alkylpyrrolidines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolidines
• Subclass: N-alkylpyrrolidines
• Intermediate Tree Nodes: Not available
• Direct Parent: N-alkylpyrrolidines
• Alternative Parents: Pyrrolidine-3-ones Pyrrolidine-2-ones Vinylogous acids Tertiary carboxylic acid amides Lactams Cyclic ketones Enols Azacyclic compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Pyrrolidone - 2-pyrrolidone - 3-pyrrolidone - N-alkylpyrrolidine - Tertiary carboxylic acid amide - Vinylogous acid - Carboxamide group - Ketone - Lactam - Cyclic ketone - Enol - Carboxylic acid derivative - Azacycle - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Primary alcohol - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxide - Hydrocarbon derivative - Alcohol - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-alkylpyrrolidines. These are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
• 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

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)

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Staphylococcus (1598 Activities)

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Bacillus subtilis (32866 Activities)

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Enterococcus faecalis (29875 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO, and 100% ethanol.
• Sensitivity: Light sensitive；Heat sensitive
• Refractive Index: n20D1.59 (Predicted)
• Boil Point(°C): 513.57° C at 760 mmHg (Predicted)
• Melt Point(°C): 264.4℃
• Molecular Weight: 373.500 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 373.225 Da
• Monoisotopic Mass: 373.225 Da
• Topological Polar Surface Area: 77.800 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 722.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1