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Coronaridine

CAT: 0804-HY-121118-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-121118-01Size:1 mg
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Description
Coronaridine, an iboga type alkaloid, inhibits the wnt signaling pathway by decreasing β-catenin expression[1].
CAS Number
467-77-6
UNSPSC
12352005
Target
Wnt
Type
Natural Products
Related Pathways
Stem Cell/Wnt
Applications
Cancer-programmed cell death
Field of Research
Cancer; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/coronaridine.html
Purity
99.72
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
COC([C@]12[C@@]3([H])[N@@](CCC4=C2NC5=CC=CC=C45)C[C@@](C[C@@H]3CC)([H])C1)=O
Molecular Formula
C21H26N2O2
Molecular Weight
338.44
References & Citations
[1]Kensuke Ohishi, et al. Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression. Bioorg Med Chem Lett. 2015 Sep 15;25 (18) :3937-40.|[2]Hugo R Arias, et al. Coronaridine congeners potentiate GABA A receptors and induce sedative activity in mice in a benzodiazepine-insensitive manner. Prog Neuropsychopharmacol Biol Psychiatry. 2020 Jul 13;101:109930
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

(-)-Coronaridine

(-)-coronaridine is a monoterpenoid indole alkaloid with formula C21H26N2O2. It is isolated from the flowering plant genus, Tabernaemontana. It has a role as an antineoplastic agent, an apoptosis inducer, an antileishmanial agent and a plant metabolite. It is a methyl ester, an organic heteropentacyclic compound, an alkaloid ester and a monoterpenoid indole alkaloid. It is a conjugate base of a (-)-coronaridine(1+).

CAS Number467-77-6
PubChem CID6426909
IUPAC Namemethyl (1S,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
Molecular FormulaC21H26N2O2
Molecular Weight338.4
XLogP3.5
Topological Polar Surface Area45.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count25
Formal Charge0
Complexity552
SMILES
CC[C@H]1C[C@@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC
InChI
InChI=1S/C21H26N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,13-14,19,22H,3,8-12H2,1-2H3/t13-,14+,19+,21-/m1/s1
InChIKey
NVVDQMVGALBDGE-PZXGUROGSA-N
Chemical Structure
2D Structure
2D structure of (-)-Coronaridine
CAS: 467-77-6
CID: 6426909
Formula: C21H26N2O2
MW: 338.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight338.4
XLogP33.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass338.199428076
Monoisotopic Mass338.199428076
Topological Polar Surface Area45.3 Ų
Heavy Atom Count25
Formal Charge0
Complexity552
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
C04747Coronaridine
AR-C05393-0110-Methoxy Coronaridine
GTR19228814-013- (2-Oxopropyl) coronaridine
MBS57903953-(2-Oxopropyl)coronaridine

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