KT5823 - Moligand™, ≥97%(HPLC) , Allosteric modulator of M 1 receptor;Allosteric modulator of M 2 receptor, CAS No.126643-37-6, Allosteric modulator of M 1 receptor;Allosteric modulator of M 2 receptor

CAS: 126643-37-6 Cat. No.: K139567 Molecular Weight: 495.5

GRADE & PURITY Moligand™, ≥97%(HPLC)

Synonyms

9,12-Epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylic acid, 2,3,9,10,11,12-hexahydro-10-methoxy-2,9-dimethyl-1-oxo-, methyl ester, (9S,10R,12R)- | CHEBI:85102 | 9-Methoxy-9-methoxycarbonyl-8-methyl-2,3,9,10-tetrahydro

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

KT5823 is a potent, selective inhibitor of cGMP-dependent protein kinase (PKG)
A selective inhibitor of cGKI and spontaneous apoptosis

Specifications

Synonyms

9, 12-Epoxy-1H-diindolo[1, 2, 3-fg:3', 2', 1'-kl]pyrrolo[3, 4-i][1, 6]benzodiazocine-10-carboxylic acid, 2, 3, 9, 10, 11, 12-hexahydro-10-methoxy-2, 9-dimethyl-1-oxo-, methyl ester, (9S, 10R, 12R)- | CHEBI:85102 | 9-Methoxy-9-methoxycarbonyl-8-methyl-2, 3, 9, 10-tetrahydro

Specifications & Purity

Moligand™, ≥97%(HPLC)

Biochemical and Physiological Mechanisms

Potent, selective, reversible inhibitor of Protein Kinase G (PKG) (K i = 234 nM). Derivative of K252, selective over PKA and PKC (K i values are >10 and 4 μM, respectively). Prevents increased phosphorylation of regulators of G-protein-signalling in vivo

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

ALLOSTERIC MODULATOR

Mechanism of action

Allosteric modulator of M 1 receptor;Allosteric modulator of M 2 receptor

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

≥97%(HPLC)

Names and Identifiers

• Pubchem Sid: 504756651
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756651
• Canonical Smiles: CC12C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CN(C6=O)C)(C(=O)OC)OC
• IUPAC Name: methyl (15S,16R,18R)-16-methoxy-4,15-dimethyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.115,18.02,6.07,27.08,13.019,26.020,25]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylate
• InChIKey: QTYMDECKVKSGSM-YMUMJAELSA-N
• INCHI: 1S/C29H25N3O5/c1-28-29(36-4,27(34)35-3)13-20(37-28)31-18-11-7-5-9-15(18)22-23-17(14-30(2)26(23)33)21-16-10-6-8-12-19(16)32(28)25(21)24(22)31/h5-12,20H,13-14H2,1-4H3/t20-,28+,29+/m1/s1
• Isomeric SMILES: C[C@@]12[C@](C[C@@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CN(C6=O)C)(C(=O)OC)OC
• WGK Germany: 3
• Molecular Weight: 495.5
• Reaxy-Rn: 8368997
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8368997&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Carbazoles
        • Level5 Pyrrolocarbazoles
          • Level6 Indolocarbazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Carbazoles
• Intermediate Tree Nodes: Pyrrolocarbazoles
• Direct Parent: Indolocarbazoles
• Alternative Parents: Pyrrolo[2,3-a]carbazoles Pyrroloindoles Isoindolones Indoles Benzenoids Tetrahydrofurans Tertiary carboxylic acid amides Pyrroles Heteroaromatic compounds Methyl esters Lactams Azacyclic compounds Oxacyclic compounds Dialkyl ethers Monocarboxylic acids and derivatives Organopnictogen compounds Hydrocarbon derivatives Organonitrogen compounds Organic oxides Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolocarbazole - Pyrrolo[2,3-a]carbazole - Pyrroloindole - Isoindolone - Indole - Isoindoline - Isoindole or derivatives - Benzenoid - Heteroaromatic compound - Methyl ester - Tetrahydrofuran - Tertiary carboxylic acid amide - Pyrrole - Carboxamide group - Carboxylic acid ester - Lactam - Carboxylic acid derivative - Dialkyl ether - Ether - Oxacycle - Azacycle - Monocarboxylic acid or derivatives - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - Carbonyl group - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole.
• External Descriptors: methyl ester - hemiaminal - gamma-lactam - organic heterooctacyclic compound - indolocarbazole

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)

CHRM2 Tclin Muscarinic acetylcholine receptor M2 (1 Activities)

Discover Target: CHRM2

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

CHRM1 Tclin Muscarinic acetylcholine receptor M1 (1 Activities)

Discover Target: CHRM1

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

Chemical and Physical Properties

• Solubility: Soluble in water (partly miscible), DMSO (20 mg/ml), DMF (20 mg/ml), and ethyl acetate (5 mg/ml)
• Sensitivity: Light Sensitive,Moisture sensitive
• Refractive Index: 1.76
• Boil Point(°C): 574.2-684.2at 760 mmHg
• Molecular Weight: 495.500 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 495.179 Da
• Monoisotopic Mass: 495.179 Da
• Topological Polar Surface Area: 74.900 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 1020.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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

References

1. Qiuxia Zhu, Yong Luo, Yuetao Wen, Ding Wang, Jing Li, Zhongcai Fan.  (2023)  Semaglutide inhibits ischemia/reperfusion-induced cardiomyocyte apoptosis through activating PKG/PKCε/ERK1/2 pathway.  BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,      [PMID:36706596] [10.1016/j.bbrc.2023.01.049]

2. Jia-yi You, Xin-wei Liu, Ying-xia Bao, Zheng-nan Shen, Quan Wang, Gong-yun He, Jing Lu, Ji-guo Zhang, Jian-wen Chen, Pei-qing Liu.  (2022)  A novel phosphodiesterase 9A inhibitor LW33 protects against ischemic stroke through the cGMP/PKG/CREB pathway.  EUROPEAN JOURNAL OF PHARMACOLOGY,      [PMID:35490726] [10.1016/j.ejphar.2022.174987]