Basic information
- CAS
120786-18-7- Standard SMILES
CC=C1C2C=C(C)CC1(N)c1ccc(=O)[nH]c1C2- InChIKey
ZRJBHWIHUMBLCN-UHFFFAOYSA-N- Molecular formula
- C15H18N2O
- Average molar mass
- 242.32 g/mol
- Monoisotopic mass
- 242.1419132
Overview
LSM-1581 has been reported in Huperzia serrata with data available.
Names & identifiers
- Preferred name
- Acanthus ilicifolius Linn
- IUPAC
- 1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
- English name
- Huperzine A
- Molecular formula
- C15H18N2O
- Molecular weight
- 242.32
Names & synonyms
Acanthus ilicifolius LinnRefChem:1075165(+/-)-Huperzine A120786-18-7Selagine1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-oneHupA(1R,9S,13E)-1-Amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one(-)-Huperzine A (HupA)103735-86-0HB0001(+/-)Huperzine A
Show more names
HUPERAZINE AHUPERZINE A[+/-]-SELAGINE(+/-)-SELAGINE(±)-Huperzine A(+/-)-HuperzineA(+/-)-HUPERAZINE A(±)-Huperzine A, >98%
CBiol_001885BSPBio_001143KBioGR_000483KBioSS_000483SCHEMBL1047469CHEMBL3184073BDBM10441KBio2_000483
Database identifiers
- CAS
120786-18-7- PubChem CID
- 1253
Properties
Computed structural properties
- XLogP
- 0
- Topological polar surface area
- 55.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 551
Physicochemical properties
- Boiling point
- 505 · 505.0±50.0 °C(Predicted)
- Density
- 1.2 · 1.20±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 50 mg/mL · DMSO : ≥ 50 mg/mL (206.34 mM)
- form
- Off-white solid.
- pka
- 12.25 · 12.25±0.60(Predicted)
- color
- White or off-white
- 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/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+
- InChIKey
- ZRJBHWIHUMBLCN-QDEBKDIKSA-N
- SMILES
- C12CC3/C(=C\C)/C(N)(C=1C=CC(=O)N2)CC(C)=C3
- CAS DataBase Reference
- 120786 · 120786-18-7
- FDA UNII
- 111871 I23 · 0111871I23
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311+H331-H315-H319-H335
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- wgk
- 3
- rtecs
- PB9185700
- ridadr
- UN 1544 6.1/PG 2
- risk_code
- 23/24/25-36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 26-36/37/39-45
- Hazard statements
- H301+H311+H331-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338
Chemistry & industry
Applications
DescriptionHuperzine A is an alkaloid extract derived from the Chinese club moss Huperzia serrata. It is an acetylcholinesterase inhibitor. This means it helps promote higher levels of acetylcholine in the brain. Higher levels of acetylcholine support ones ability to perform cognitive tasks such as learning new things, memorizing information, and focusing at the task at hand. Huperzine A is considered to be a nootropic supplement because it supports cognitive function. It is considered a focus and memory nootropic similar to alpha gpc, bacopa, phosphatidylcholine, cdp choline, sulbutiamine, and uridine. It is also considered a brain booster as it is used for brain health and support.Huperzine A for many years has been widely used in traditional Chinese medicine to enhance memory and to treat fever and inflammation. In the United States it is commercially available as a food supplement, but has not been approved by the FDA as a treatment for AD or other cognition disorders.
OccurrenceHuperzine A is a synthetic.
UsesHuperzine A is used for dementia in Alzheimer’s disease and for muscle weakness in myasthenia gravis.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…