HUP

Huperzine A

Created:	1999-07-08
Last modified:	2013-10-16

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3 entries where HUP is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	36
Chiral Atom Count	2
Bond Count	38
Aromatic Bond Count	0

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Chemical Component Summary
Name	Huperzine A
Systematic Name (OpenEye OEToolkits)	n/a
Formula	C₁₅ H₁₈ N₂ O
Molecular Weight	242.316
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C1C=CC2=C(N1)CC3C=C(CC2(N)/C3=C/C)C
SMILES	CACTVS	3.385	CC=C1[CH]2CC3=C(C=CC(=O)N3)[C]1(N)CC(=C2)C
SMILES	OpenEye OEToolkits	1.7.6	CC=C1C2CC3=C(C1(CC(=C2)C)N)C=CC(=O)N3
Canonical SMILES	CACTVS	3.385	C\C=C1/[C@@H]2CC3=C(C=CC(=O)N3)[C@@]1(N)CC(=C2)C
Canonical SMILES	OpenEye OEToolkits	1.7.6	C/C=C/1\[C@@H]2CC3=C([C@]1(CC(=C2)C)N)C=CC(=O)N3
InChI	InChI	1.03	InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15+/m0/s1
InChIKey	InChI	1.03	ZRJBHWIHUMBLCN-YQEJDHNASA-N

Drug Info: DrugBank

DrugBank ID	DB04864
Name	Huperzine A
Groups	approved experimental
Description	Huperzine A, is a naturally occurring sesquiterpene alkaloid found in the extracts of the firmoss _Huperzia serrata_. The botanical has been used in China for centuries for the treatment of swelling, fever and blood disorders. Recently in clinical trials in China, it has demonstrated neuroprotective effects. It is currently being investigated as a possible treatment for diseases characterized by neurodegeneration – particularly Alzheimer’s disease.
Synonyms	(−)-huperazine A Huperzine-A Selagine Huperzine A (-)-Huperzine A (−)-selagine L-huperzine A
Indication	Investigated for use/treatment in alzheimer's disease.
Categories	Central Nervous System Agents Cholinergic Agents Cholinesterase Inhibitors Compounds used in a research, industrial, or household setting Enzyme Inhibitors Neuroprotective Agents Neurotransmitter Agents Protective Agents Terpenes
CAS number	102518-79-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Acetylcholinesterase	MRPPQCLLHTPSLASPLLLLLLWLLGGGVGAEGREDAELLVTVRGGRLRG...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682