Org 20599 , CAS No.156685-94-8

CAS: 156685-94-8 Cat. No.: O287142 Molecular Weight: 438.04 PubChem CID: 9850026

Synonyms

2-Chloro-1-[(1S,3aS,3bR,5aS,7S,8S,9aS,9bS,11aS)-7-hydroxy-9a,11a-dimethyl-8-(4-morpholinyl)hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]ethanone | AKOS024457271 | HY-103498 | org20599 | ORG 20599 | (2beta,3alpha,5alpha)-21-chloro-3-hydroxy-2-(4-morpholi

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

2-Chloro-1-[(1S, 3aS, 3bR, 5aS, 7S, 8S, 9aS, 9bS, 11aS)-7-hydroxy-9a, 11a-dimethyl-8-(4-morpholinyl)hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]ethanone | AKOS024457271 | HY-103498 | org20599 | ORG 20599 | (2beta, 3alpha, 5alpha)-21-chloro-3-hydroxy-2-(4-morpholi

Biochemical and Physiological Mechanisms

Positive allosteric modulator and at higher concentrations direct agonist of GABAAreceptors (EC50= 1.1μM). Also displays positive modulation of glycine receptors (EC50= 22.9μM). Anesthetic steroid; induces hypnosis and loss of righting reflexes in mice.

Storage

Room temperature

Shipped In

Normal

Action Type

ANTAGONIST

Names and Identifiers

• Canonical Smiles: CC12CCC3C(C1CCC2C(=O)CCl)CCC4C3(CC(C(C4)O)N5CCOCC5)C
• IUPAC Name: 2-chloro-1-[(2S,3S,5S,8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2-morpholin-4-yl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• InChIKey: NZFNABGZEQPYBX-PMBZPZLSSA-N
• INCHI: 1S/C25H40ClNO3/c1-24-8-7-19-17(18(24)5-6-20(24)23(29)15-26)4-3-16-13-22(28)21(14-25(16,19)2)27-9-11-30-12-10-27/h16-22,28H,3-15H2,1-2H3/t16-,17-,18-,19-,20+,21-,22-,24-,25-/m0/s1
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)CCl)CC[C@@H]4[C@@]3(C[C@@H]([C@H](C4)O)N5CCOCC5)C
• PubChem CID: 9850026
• Molecular Weight: 438.04

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Pregnane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Pregnane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Gluco/mineralocorticoids, progestogins and derivatives
• Alternative Parents: 20-oxosteroids 3-alpha-hydroxysteroids Morpholines Alpha-chloroketones Trialkylamines Secondary alcohols 1,2-aminoalcohols Cyclic alcohols and derivatives Oxacyclic compounds Dialkyl ethers Azacyclic compounds Hydrocarbon derivatives Alkyl chlorides Organic oxides Organochlorides Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Progestogin-skeleton - 20-oxosteroid - 3-hydroxysteroid - Hydroxysteroid - 3-alpha-hydroxysteroid - Oxosteroid - Morpholine - Oxazinane - Alpha-haloketone - Alpha-chloroketone - Cyclic alcohol - 1,2-aminoalcohol - Ketone - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Dialkyl ether - Ether - Oxacycle - Azacycle - Organoheterocyclic compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Organopnictogen compound - Carbonyl group - Amine - Alkyl halide - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Alkyl chloride - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
• 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)

Mus musculus (284745 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:1eq. HCl, Max Conc. mg/mL: 43.8, Max Conc. mM: 100; Solvent:DMSO, Max Conc. mg/mL: 43.8, Max Conc. mM: 100
• Molecular Weight: 438.000 g/mol
• XLogP3: 4.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 437.27 Da
• Monoisotopic Mass: 437.27 Da
• Topological Polar Surface Area: 49.800 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 667.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• 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