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Huperzine C

CAT: 0804-HY-122957-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-122957-01Size:1 mg
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Description
Huperzine C is an alkaloid isolated from Huperzia serrate. Huperzine C is an acetylcholinesterase (AChE) inhibotor, with an IC50 of 0.6 μM. Huperzine C can be used for the research of Alzheimer’s disease[1][2].
CAS Number
163089-71-2
UNSPSC
12352005
Target
Cholinesterase (ChE)
Type
Natural Products
Related Pathways
Neuronal Signaling
Applications
Neuroscience-Neurodegeneration
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/huperzine-c.html
Solubility
10 mM in DMSO
Smiles
O=C1C=CC([C@@]([C@@H]2C=C)(N)CC(C)=C[C@@]2([H])C3)=C3N1
Molecular Formula
C15H18N2O
Molecular Weight
242.32
References & Citations
[1]Fangfang Jiang, et al. Lycopodium alkaloids from Huperzia serrate. Fitoterapia.. 2019 Sep;137:104277.|[2]Dong-Bo Zhang, et al. Lycodine-Type Alkaloids from Lycopodiastrum casuarinoides and Their Acetylcholinesterase Inhibitory Activity. Molecules. 2014 Jul; 19 (7) : 9999–10010.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
AChE

Chemical Information

Huperzine C

(1R,9R,13R)-1-amino-13-ethenyl-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol has been reported in Lycopodiastrum casuarinoides with data available.

CAS Number163089-71-2
PubChem CID10198698
IUPAC Name(1R,9R,13R)-1-amino-13-ethenyl-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
Molecular FormulaC15H18N2O
Molecular Weight242.32
XLogP0.3
Topological Polar Surface Area55.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Heavy Atom Count18
Formal Charge0
Complexity527
SMILES
CC1=C[C@H]2CC3=C(C=CC(=O)N3)[C@@](C1)([C@@H]2C=C)N
InChI
InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10-11H,1,7-8,16H2,2H3,(H,17,18)/t10-,11+,15+/m0/s1
InChIKey
IZGRHSRWTILCID-FIXISWKDSA-N
Chemical Structure
2D Structure
2D structure of Huperzine C
CAS: 163089-71-2
CID: 10198698
Formula: C15H18N2O
MW: 242.32
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight242.32
XLogP30.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass242.141913202
Monoisotopic Mass242.141913202
Topological Polar Surface Area55.1 Ų
Heavy Atom Count18
Formal Charge0
Complexity527
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