Lupanine - ≥96% , CAS No.550-90-3

CAS: 550-90-3 Cat. No.: L647118 Formula: C15H24N2O Peso molecolare: 348.82 PubChem CID: 91471
Disponibile su ordine
GRADE & PURITY ≥96%
Synonyms
Lupanine d-form | MFCD00220969 | 3-(2,4-DICHLOROPHENYL)PROPIONICACID | SMR000062994 | LUPANINE DL-FORM [MI] | 9K48888N9P | (7alpha,7aalpha,14alpha,14abeta)-dodecahydro-7,14-methano-2H,11H-dipyridol(1,2-a:1',2'-e)(1,5)diazocin-11-one | AT20203 | Ethanone,
Storage
Protected from light,Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Germania (EU)
USA*
Price
Qty
1mg
L647118-1mg
Su ordinazione · 8–12 settimane
503,20€
Enter a quantity for the sizes you want to add.
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Why this grade

≥96% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Protected from light,Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Panoramica

Lupanine (D-Lupanine) is a natural ketonic derivative of Sparteine ( (+)-Sparteine ) with a ganglioplegic activity. Lupanine shows binding affinity for nicotinic receptor ( nAChR ) with a K i value of 500 nM

In Vitro

Lupanine shows binding affinity for nicotinic receptor with a K i value of 500 nM. While, Lupanine shows a very weak affinity for the muscarinic receptor with a K i value of 11000 nM. Lupanine (0-100 μM) is a weak agonist and desensitizer in SH-SY5Y cells, with EC 50 and DC 50 of 10.7 μM and 28.2 μM, respectively. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Lupanine (100-300 mg/kg for i.p.; 175-700 mg/kg for p.o.) is much less toxic in one single injection in EOPS male Swiss mice (20-22 g) and Hartley guinea-pigs (400-500 g) . Lupanine (1-7.5 mg/kg; i.v.) is more efficient than Sparteine for antagonizing secondary reflex hypertension in carotid occlusion and hypotension resulting from the stimulation of the pneumogastric nerve in both the cat and the dog . Lupanine has an inhibitory action on nicotinic type hypertension produced by injection of Acetylcholine (500 p.g/kg i.v.) in the Atropine-treated dog . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Liquid

IC50& Target:Ki: 500 nM (Nicotinic receptor) and 11000 nM (Muscarinic receptor)

Specifications

Sinonimi
Lupanine d-form | MFCD00220969 | 3-(2,4-DICHLOROPHENYL)PROPIONICACID | SMR000062994 | LUPANINE DL-FORM [MI] | 9K48888N9P | (7alpha,7aalpha,14alpha,14abeta)-dodecahydro-7,14-methano-2H,11H-dipyridol(1,2-a:1',2'-e)(1,5)diazocin-11-one | AT20203 | Ethanone,
Specifiche e purezza
≥96%
Meccanismi biochimici e fisiologici
Lupanine (D-Lupanine) is a natural ketonic derivative of Sparteine ( (+)-Sparteine ( HY-W008350 ) ) with a ganglioplegic activity. Lupanine shows binding affinity for nicotinic receptor ( nAChR ) with a K i value of 500 nM.
Condizioni di conservazione di stoccaggio
Protected from light,Store at -80°C
Spedito in
Dry ice packs + Cold packs
Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.
Tipo di azione
INHIBITOR
Purezza
≥96%
Nomi e identificatori
Sorrisi canonici
C1CCN2CC3CC(C2C1)CN4C3CCCC4=O
IUPAC Name
(1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
InChIKey
JYIJIIVLEOETIQ-XDQVBPFNSA-N
INCHI
1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13-,14+/m0/s1
Isomeri SMILES
C1CCN2C[C@@H]3C[C@H]([C@@H]2C1)CN4[C@@H]3CCCC4=O
PubChem CID
91471
Peso molecolare
348.82

Documentazione

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassAlkaloids and derivatives
ClasseLupin alkaloids
SubclassSparteine, lupanine, and related alkaloids
Intermediate Tree Nodes Not available
Direct ParentSparteine, lupanine, and related alkaloids
Alternative Parents Quinolizidinones  Piperidinones  Delta lactams  Tertiary carboxylic acid amides  Trialkylamines  Amino acids and derivatives  Azacyclic compounds  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic heteropolycyclic compounds
Substituents Sparteine-lupanine skeleton - Quinolizidinone - Quinolizidine - Delta-lactam - Piperidinone - Piperidine - Tertiary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Lactam - Tertiary amine - Tertiary aliphatic amine - Azacycle - Carboxylic acid derivative - Organoheterocyclic compound - Organic nitrogen compound - Amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Organopnictogen compound - Carbonyl group - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
DescrizioneThis compound belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems.
External Descriptors tertiary amine - quinolizidine alkaloid - delta-lactam
Struttura 3D
Modello di struttura chimica interattiva





Meccanismi d'azione
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Proprietà chimiche e fisiche
Peso molecolare248.360 g/mol
XLogP31.600
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass248.189 Da
Monoisotopic Mass248.189 Da
Topological Polar Surface Area23.600 Ų
Heavy Atom Count18
Formal Charge0
Complexity356.000
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Calcolatori di soluzioni
Recensioni

Recensioni dei clienti

Domande frequenti

What is the purity of this product?
This product is supplied at ≥96% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.
How should this product be stored?
Store at ?80 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.
How is this product shipped?
This product ships frozen with dry ice and cold packs. Unpack on arrival and transfer it to the storage condition stated above; handle dry ice with insulated gloves in a ventilated area.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 550-90-3, the molecular formula is C15H25ClN2O5, and the molecular weight is 348.82 g/mol. InChIKey JYIJIIVLEOETIQ-XDQVBPFNSA-N.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

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