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Geissoschizoline

CAT: 0804-HY-N10429Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-N10429Size:1 Each
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Description
Geissoschizoline ((+) -Geissoschizoline) is a potent inhibitor of human AChE/BChE, with IC50s of 20.40 μM and 10.21 μM, respectively. Geissoschizoline emerges as a possible multi-target prototype that can be very useful in studies of preventing neurodegeneration and restoring neurotransmission. Geissoschizoline aiso is a potent anti-inflammatory agent[1].
CAS Number
18397-07-4
Product Name Alternative
(+) -Geissoschizoline
UNSPSC
12352005
Target
Cholinesterase (ChE)
Type
Natural Products
Related Pathways
Neuronal Signaling
Applications
COVID-19-immunoregulation
Field of Research
Neurological Disease; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/geissoschizoline.html
Solubility
10 mM in DMSO
Smiles
OC[C@@H]1[C@@]2([H])[C@]3(C4=CC=CC=C4N2)[C@@]5([H])N(C[C@H]([C@]1([H])C5)CC)CC3
Molecular Formula
C19H26N2O
Molecular Weight
298.42
References & Citations
[1]Josélia A Lima, et al. Geissoschizoline, a promising alkaloid for Alzheimer's disease: Inhibition of human cholinesterases, anti-inflammatory effects and molecular docking. Bioorg Chem. 2020 Nov;104:104215.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
AChE; BChE

Chemical Information

(+)-Geissoschizoline

Geissoschizoline is an indole alkaloid that is (16alpha)-curan substituted by a hydroxy group at position 17. It has a role as a metabolite and an antiplasmodial drug. It is a primary alcohol, an organic heteropentacyclic compound and an indole alkaloid.

CAS Number18397-07-4
PubChem CID442095
IUPAC Name[(1S,9S,10S,11S,12S,17S)-12-ethyl-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-10-yl]methanol
Molecular FormulaC19H26N2O
Molecular Weight298.4
XLogP2.9
Topological Polar Surface Area35.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count22
Formal Charge0
Complexity455
SMILES
CC[C@@H]1CN2CC[C@@]34[C@@H]2C[C@@H]1[C@@H]([C@@H]3NC5=CC=CC=C45)CO
InChI
InChI=1S/C19H26N2O/c1-2-12-10-21-8-7-19-15-5-3-4-6-16(15)20-18(19)14(11-22)13(12)9-17(19)21/h3-6,12-14,17-18,20,22H,2,7-11H2,1H3/t12-,13+,14+,17+,18+,19-/m1/s1
InChIKey
FAQGZHFLASTWAV-RWANUPMISA-N
Chemical Structure
2D Structure
2D structure of (+)-Geissoschizoline
CAS: 18397-07-4
CID: 442095
Formula: C19H26N2O
MW: 298.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight298.4
XLogP32.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass298.204513457
Monoisotopic Mass298.204513457
Topological Polar Surface Area35.5 Ų
Heavy Atom Count22
Formal Charge0
Complexity455
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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