Stepharine - ≥98% , CAS No.2810-21-1

CAS: 2810-21-1 Cat. No.: S649554 Peso molecular: 297.35 PubChem CID: 98455
Disponible para pedir
GRADE & PURITY ≥98%
Synonyms
HMS1607I01 | Spiro(2,5-cyclohexadien-1,7'(1'H)-cyclopent(ij)isoquinolin)-4-one, 2',3',8',8'a-tetrahydro-5,6-dimethoxy-, (R)- | 5',6'-dimethoxy-2',3',8',8a'-tetrahydro-1'h,4h-spiro[cyclohexa-2,5-diene-1,7'-cyclopenta[ij]isoquinolin]-4-one | E87202 | AKOS02
Storage
Protected from light,Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Estado
Price
Qty
1mg
S649554-1mg
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840,90US$
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Why this grade

≥98% 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.

Descripción general

Stepharine, an natural alkaloid, directly interactes with TLR4 and binds to the TLR4/MD2 complex (TLR4 inhibitor). Stepharine possesses anti-aging , anti-viral and anti-hypertensive effects.

In Vitro

Stepharine (10, 30 μM) substantially inhibits nitric oxide (NO) release as well as the mRNA and protein expression of pro-inflammatory mediators [inducible nitric oxide synthase, interleukin (IL)-6, tumor necrosis factor (TNF)-α, IL-1β] in LPS-activated BV-2 cells. Stepharine (10, 30 μM) inhibits LPS-induced increase of TLR4 expression, IκBα phosphorylation, and NF-κB p65 nuclear translocation. Stepharine exhibits neuroprotective effects on SH-SY5Y cells cultured with LPS-treated conditioned medium. Stepharine has also shown to inhibit cholinesterase in vitro. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Stepharine (500 μg/kg) inhibited NeuN + cells loss and Iba-1 + cells increase in the MCAO ischemic cortex . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Middle cerebral artery occlusion (MCAO) rat model . Dosage: 500 μg/kg (20 μL). Administration: Intranasally injected into rats 1h after MCAO. Result: Attenuated the neuronal loss induced by MCAO (MCAO+ stepharine) group.

Form:Solid

Specifications

Sinónimos
HMS1607I01 | Spiro(2, 5-cyclohexadien-1, 7'(1'H)-cyclopent(ij)isoquinolin)-4-one, 2', 3', 8', 8'a-tetrahydro-5, 6-dimethoxy-, (R)- | 5', 6'-dimethoxy-2', 3', 8', 8a'-tetrahydro-1'h, 4h-spiro[cyclohexa-2, 5-diene-1, 7'-cyclopenta[ij]isoquinolin]-4-one | E87202 | AKOS02
Especificaciones y pureza
≥98%
Mecanismos bioquímicos y fisiológicos
Stepharine, an natural alkaloid, directly interactes with TLR4 and binds to the TLR4/MD2 complex (TLR4 inhibitor). Stepharine possesses anti-aging , anti-viral and anti-hypertensive effects.
Condiciones de almacenamiento de almacenamiento
Protected from light, Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Pureza
≥98%
Nombres e identificadores
Sonrisas canónicasCOC1=C(C2=C3C(CC24C=CC(=O)C=C4)NCCC3=C1)OC
IUPAC Name10,11-dimethoxyspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohexa-2,5-diene]-1'-one
InChIKeyOGJKMZVUJJYWKO-UHFFFAOYSA-N
INCHI1S/C18H19NO3/c1-21-14-9-11-5-8-19-13-10-18(6-3-12(20)4-7-18)16(15(11)13)17(14)22-2/h3-4,6-7,9,13,19H,5,8,10H2,1-2H3
Isómeros SMILES COC1=C(C2=C3C(CC24C=CC(=O)C=C4)NCCC3=C1)OC
CAS alternativo 2810-21-1
PubChem CID 98455
Número NSC 135069
Términos de entrada MeSH stepharine;stepharine monohydrochloride;stepharine tosylate
Peso molecular 297.35

Documentation

📋 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
ClaseProaporphines
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentProaporphines
Alternative Parents Tetrahydroisoquinolines  Indanes  Anisoles  Aralkylamines  Alkyl aryl ethers  Cyclic ketones  Dialkylamines  Azacyclic compounds  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Proaporphine - Tetrahydroisoquinoline - Indane - Anisole - Alkyl aryl ether - Aralkylamine - Benzenoid - Ketone - Cyclic ketone - Secondary aliphatic amine - Ether - Secondary amine - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Amine - Organic nitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as proaporphines. These are benzylisoquinoline derivatives characterized by the presence of a spirocyclohexane ring that can occur in various oxidation levels, from cyclohexadienone to cyclohexanol.
External Descriptors Not available
Estructura 3D
Modelo de Estructura Química Interactiva





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Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
SolubilidadDMSO : 25 mg/mL (84.08 mM; Need ultrasonic)
Peso molecular297.300 g/mol
XLogP32.100
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass297.136 Da
Monoisotopic Mass297.136 Da
Topological Polar Surface Area47.600 Ų
Heavy Atom Count22
Formal Charge0
Complexity510.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Calculadoras de soluciones
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