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Lycoramine

CAT: 0804-HY-N6619A-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N6619A-01Size:5 mg
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Description
Lycoramine, a dihydro-derivative of galanthamine, is isolated from Lycoris radiate. Lycoramine is a potent acetylcholinesterase (AChE) inhibitor[1][2].
CAS Number
21133-52-8
UNSPSC
12352005
Hazard Statement
H301-H315-H317-H331
Target
Cholinesterase (ChE)
Type
Natural Products
Related Pathways
Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/lycoramine.html
Purity
99.83
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O[C@H]1CC[C@]23C4=C(O[C@]3(C1)[H])C(OC)=CC=C4CN(CC2)C
Molecular Formula
C17H23NO3
Molecular Weight
289.38
Precautions
P261-P261-P264-P264-P270-P271-P272-P280-P280-P302+P352-P302+P352-P304+P340-P330-P362-P363-P405-P405-P501-P501-P501
References & Citations
[1]Yuan Y, et, al. Online acetylcholinesterase inhibition evaluation by high-performance liquid chromatography-mass spectrometry hyphenated with an immobilized enzyme reactor. J Chromatogr A. 2020 Jan 4; 1609:460506.|[2]IRWIN RL, et, al. Cholinesterase inhibition by galanthamine and lycoramine. Biochem Pharmacol. 1960 May; 3:147-8.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
AChE

Chemical Information

Lycoramine

Lycoramine is a benzazepine.

CAS Number21133-52-8
PubChem CID443723
IUPAC Name(1R,12S,14S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9-trien-14-ol
Molecular FormulaC17H23NO3
Molecular Weight289.4
XLogP2
Topological Polar Surface Area41.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count21
Formal Charge0
Complexity403
SMILES
CN1CC[C@@]23CC[C@@H](C[C@@H]2OC4=C(C=CC(=C34)C1)OC)O
InChI
InChI=1S/C17H23NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-4,12,14,19H,5-10H2,1-2H3/t12-,14-,17-/m0/s1
InChIKey
GJRMHIXYLGOZSE-JDFRZJQESA-N
Chemical Structure
2D Structure
2D structure of Lycoramine
CAS: 21133-52-8
CID: 443723
Formula: C17H23NO3
MW: 289.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight289.4
XLogP32
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass289.16779360
Monoisotopic Mass289.16779360
Topological Polar Surface Area41.9 Ų
Heavy Atom Count21
Formal Charge0
Complexity403
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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