Picrotin - Moligand™, ≥97% , Channel blocker of glycine receptor α1 subunit;Channel blocker of glycine receptor α2 subunit;Channel blocker of glycine receptor α3 subunit;Channel blocker of glycine receptor β subunit, CAS No.21416-53-5, Channel blocker of glycine receptor α1 subunit;Channel blocker of glycine receptor α2 subunit;Channel blocker of glycine receptor α3 subunit;Channel blocker of glycine receptor β subunit

CAS: 21416-53-5 Cat. No.: P357571 Molecular Weight: 310.3 PubChem CID: 442291

GRADE & PURITY Moligand™, ≥97%

Synonyms

NCGC00142523-02 | GTPL4286 | KBioSS_000893 | NSC-129536 | (1R,3R,5S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1(9,12).0(3,5).0(5,13)]tetradecane-6,11-dione | BSPBio_001885 | PICROTIN [MI] | Spectrum_000

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product description

Picrotin is an active compound, also is one of the composition of picrotoxin (an antagonist of GABAA receptors (GABAARs) and glycine receptors (GlyRs)). Picrotin has sensitivity for GlyRs/b> with IC50 values range from 5.2 μM to 106 μM. Picrotin can be used for the research of neurotransmission.

Specifications

Synonyms

NCGC00142523-02 | GTPL4286 | KBioSS_000893 | NSC-129536 | (1R, 3R, 5S, 8S, 9R, 12S, 13R, 14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4, 7, 10-trioxapentacyclo[6.4.1.1(9, 12).0(3, 5).0(5, 13)]tetradecane-6, 11-dione | BSPBio_001885 | PICROTIN [MI] | Spectrum_000

Specifications & Purity

Moligand™, ≥97%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

CHANNEL BLOCKER

Mechanism of action

Channel blocker of glycine receptor α1 subunit;Channel blocker of glycine receptor α2 subunit;Channel blocker of glycine receptor α3 subunit;Channel blocker of glycine receptor β subunit

Purity

≥97%

Names and Identifiers

• Canonical Smiles: CC12C3C4C(C(C1(CC5C2(O5)C(=O)O3)O)C(=O)O4)C(C)(C)O
• IUPAC Name: (1R,3R,5S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
• InChIKey: RYEFFICCPKWYML-QCGISDTRSA-N
• INCHI: 1S/C15H18O7/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9/h5-9,18-19H,4H2,1-3H3/t5-,6+,7-,8-,9-,13-,14-,15+/m1/s1
• Isomeric SMILES: C[C@@]12[C@H]3[C@H]4[C@H]([C@@H]([C@@]1(C[C@@H]5[C@]2(O5)C(=O)O3)O)C(=O)O4)C(C)(C)O
• PubChem CID: 442291
• Molecular Weight: 310.3

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Furopyrans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Furopyrans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Furopyrans
• Alternative Parents: Oxepanes Dicarboxylic acids and derivatives Gamma butyrolactones Oxanes Pyrans Furans Tetrahydrofurans Tertiary alcohols Carboxylic acid esters Cyclic alcohols and derivatives Oxacyclic compounds Epoxides Dialkyl ethers Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Furopyran - Caprolactone - Oxepane - Dicarboxylic acid or derivatives - Gamma butyrolactone - Oxane - Pyran - Tetrahydrofuran - Tertiary alcohol - Cyclic alcohol - Furan - Carboxylic acid ester - Lactone - Oxacycle - Carboxylic acid derivative - Dialkyl ether - Oxirane - Ether - Organooxygen compound - Organic oxygen compound - Alcohol - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.
• External Descriptors: Sesquiterpenoids (C15)

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(Human)

GLRA2 Tchem Glycine receptor subunit alpha-2 (1 Activities)

Discover Target: GLRA2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GLRA1 Tclin Glycine receptor subunit alpha-1 (1 Activities)

Discover Target: GLRA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GLRA3 Tchem Glycine receptor subunit alpha-3 (1 Activities)

Discover Target: GLRA3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GLRB Tclin Glycine receptor subunit beta (2 Activities)

Discover Target: GLRB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Glra2 Glycine receptor subunit alpha-2 (32 Activities)

Discover Target: Glra2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 310.300 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 310.105 Da
• Monoisotopic Mass: 310.105 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 644.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1