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SML0095

Sigma-Aldrich

Conessine

≥97% (HPLC)

Synonym(s):

(3β)-N,N-dimethyl-con-5-enin-3-amine, Conessin, NSC 119994, Neriine, Roquessine, Wrightine

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About This Item

Empirical Formula (Hill Notation):
C24H40N2
CAS Number:
Molecular Weight:
356.59
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97% (HPLC)

form

powder

color

white to tan

solubility

ethanol: ≥2 mg/mL

originator

Abbott

storage temp.

2-8°C

SMILES string

C[C@H]1[C@H]2CC[C@H]3[C@@H]4CC=C5C[C@H](CC[C@]5(C)[C@H]4CC[C@]23CN1C)N(C)C

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

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General description

Conessine is a steroidal alkaloid. It has anti-malarial properties, thus, conessine has been used in treatment of malaria.

Biochem/physiol Actions

Conessine is a plant steroid alkaloid that acts as a potent and specific antagonist of histamine H3 receptors (Ki = 5.37 and 24.5 nM for human and rat receptors, respectively). Conessine is 1860-fold selective for H3 over H4 and does not bind to H1 or H2 receptors. The molecule also binds to the human α2C4 adrenergic receptor (pKi = 7.98).

Features and Benefits

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A new family of histamine H3 receptor antagonists based on a natural product: discovery, SAR, and properties of the series.
M Cowart et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 56 Suppl 1, S47-S48 (2007-09-07)
[Conessine in therapy of intestinal amebiasis].
J VAGUE
Marseille medical, 88(10), 461-463 (1951-01-01)
Bina S Siddiqui et al.
Natural product research, 26(11), 987-992 (2011-08-13)
The antimicrobial activity of the methanolic extract of the bark of Holarrhena pubescens, its fractions, and conessine, a steroidal alkaloid, was determined against various bacteria and fungi using the agar diffusion method. They were all found to possess significant activity
[Aminohydroxyconessine dihydrobromide in therapy of intestinal or hepatic amebiasis; results obtained].
R CROSNIER et al.
La Semana medica, 28(45), 850-852 (1952-12-22)
Rakesh K Patel et al.
Journal of AOAC International, 91(2), 339-343 (2008-05-15)
A selective, precise, and accurate high-performance thin-layer chromatographic (HPTLC) method has been proposed for the analysis of conessine in Holarrhena antidysenterica. The method involves visible densitometric evaluation of conessine resolving it by HPTLC on aluminium-based silica gel plates. For visible

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