CAS 546-06-5 | Conessine | CAS Number 546-06-5

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546-06-5 | Conessine

CAS No: 546-06-5 Catalog No: AG003P1J MDL No:

Product Description

Catalog Number:

AG003P1J

Chemical Name:

Conessine

CAS Number:

546-06-5

Molecular Formula:

C24H40N2

Molecular Weight:

356.5878

IUPAC Name:

(1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-amine

InChI:

InChI=1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23-,24-/m0/s1

InChI Key:

GPLGAQQQNWMVMM-MYAJQUOBSA-N

SMILES:

CN([C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]24[C@H]3CC[C@@H]4[C@@H](N(C2)C)C)C1)C)C

EC Number:

208-897-2

UNII:

EZ38J9BBDF

Properties

Complexity:

609

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

356.319g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

356.598g/mol

Monoisotopic Mass:

356.319g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

6.5A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

4.9

Literature

Title	Journal
International Union of Basic and Clinical Pharmacology. XCVIII. Histamine Receptors.	Pharmacological reviews 20150701
Anti-malarial property of steroidal alkaloid conessine isolated from the bark of Holarrhena antidysenterica.	Malaria journal 20130101
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.	Bioorganic & medicinal chemistry 20121115
Steroidal alkaloids from Holarrhena antidysenterica as acetylcholinesterase inhibitors and the investigation for structure-activity relationships.	Life sciences 20120614
Antimicrobial activity of the methanolic bark extract of Holarrhena pubescens (Buch. Ham), its fractions and the pure compound conessine.	Natural product research 20120101
Novel chalcone-based fluorescent human histamine h(3) receptor ligands as pharmacological tools.	Frontiers in systems neuroscience 20120101
Cloning, expression, characterization and inhibition studies on trypanothione synthetase, a drug target enzyme, from Leishmania donovani.	Biological chemistry 20111201
Anti-malarial activity of Holarrhena antidysenterica and Viola canescens, plants traditionally used against malaria in the Garhwal region of north-west Himalaya.	Malaria journal 20110101
Identification of novel functional inhibitors of acid sphingomyelinase.	PloS one 20110101
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.	Bioorganic & medicinal chemistry letters 20101101
Acute cardiac toxicity of nerium oleander/indicum poisoning (kaner) poisoning.	Heart views : the official journal of the Gulf Heart Association 20100101
Design of a new histamine H3 receptor antagonist chemotype: (3aR,6aR)-5-alkyl-1-aryl-octahydropyrrolo[3,4-b]pyrroles, synthesis, and structure-activity relationships.	Journal of medicinal chemistry 20090813
Piperidine variations in search for non-imidazole histamine H(3) receptor ligands.	Bioorganic & medicinal chemistry 20080915
The alkaloid conessine and analogues as potent histamine H3 receptor antagonists.	Journal of medicinal chemistry 20080911
Novel H3 receptor antagonists with improved pharmacokinetic profiles.	Bioorganic & medicinal chemistry letters 20080715
The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitors.	Bioorganic & medicinal chemistry 20080715
A new family of H3 receptor antagonists based on the natural product Conessine.	Bioorganic & medicinal chemistry letters 20080215
High-performance thin layer chromatography method for estimation of conessine in herbal extract and pharmaceutical dosage formulations.	Journal of pharmaceutical and biomedical analysis 20080122
Chromatographic analysis of Kutajarista--an ayurvedic polyherbal formulation.	Phytochemical analysis : PCA 20080101
Development and validation of a visible absorption densitometry method for quantitation of conessine in Holarrhena antidysenterica (Kurchi).	Journal of AOAC International 20080101
Antagonist affinity measurements at the Gi-coupled human histamine H3 receptor expressed in CHO cells.	BMC pharmacology 20080101
Steroidal alkaloids from Holarrhena antidysenterica (L.) WALL.	Chemical & pharmaceutical bulletin 20070601
A new family of histamine H3 receptor antagonists based on a natural product: discovery, SAR, and properties of the series.	Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20070401
Antibacterial activities of the extracts and conessine from Holarrhena floribunda G. Don. (Apocynaceae).	African journal of traditional, complementary, and alternative medicines : AJTCAM 20070101
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	Journal of molecular graphics & modelling 20061101
Isolation, characterization and antiplasmodial activity of steroidal alkaloids from Funtumia elastica (Preuss) Stapf.	Bioorganic & medicinal chemistry letters 20050516
Highly enantioselective construction of fused pyrrolidine systems that contain a quaternary stereocenter: concise formal synthesis of (+)-conessine.	Angewandte Chemie (International ed. in English) 20040503
Steroid hormone activity of flavonoids and related compounds.	Breast cancer research and treatment 20000701
Déjà vu guides the way to new antimicrobial steroid.	Science (New York, N.Y.) 19930219
Squalamine: an aminosterol antibiotic from the shark.	Proceedings of the National Academy of Sciences of the United States of America 19930215