Stepharine - ≥98% , CAS No.2810-21-1

CAS: 2810-21-1 Cat. No.: S649554 Molecular Weight: 297.35 PubChem CID: 98455

COA

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Stepharine - ≥98% CAS No(2810-21-1) by Aladdin Scientific

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AVAILABLE TO ORDER

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

Overview Specifications Names and Identifiers Documentation Advanced Data Taxonomic Classification 3D Structure Associated Targets(Human) Mechanisms of Action Certificates（CoA,COO,BSE/TSE and Analysis Chart) Chemical and Physical Properties Solution Calculators Reviews

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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.

Overview

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

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

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

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.

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

Canonical Smiles	COC1=C(C2=C3C(CC24C=CC(=O)C=C4)NCCC3=C1)OC
IUPAC Name	10,11-dimethoxyspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohexa-2,5-diene]-1'-one
InChIKey	OGJKMZVUJJYWKO-UHFFFAOYSA-N
INCHI	1S/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
Isomeric SMILES	COC1=C(C2=C3C(CC24C=CC(=O)C=C4)NCCC3=C1)OC
Alternate CAS	2810-21-1
PubChem CID	98455
NSC Number	135069
MeSH Entry Terms	stepharine;stepharine monohydrochloride;stepharine tosylate
Molecular Weight	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.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Alkaloids and derivatives
  - Class Proaporphines

Kingdom	Organic compounds
Superclass	Alkaloids and derivatives
Class	Proaporphines
Subclass	Not available
Intermediate Tree Nodes	Not available
Direct Parent	Proaporphines
Alternative Parents	Tetrahydroisoquinolines Indanes Anisoles Aralkylamines Alkyl aryl ethers Cyclic ketones Dialkylamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework	Aromatic 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
Description	This 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
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

3D Structure

Associated Targets(Human)

A498 (42825 Activities)

Solubility	DMSO : 25 mg/mL (84.08 mM; Need ultrasonic)
Molecular Weight	297.300 g/mol
XLogP3	2.100
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	297.136 Da
Monoisotopic Mass	297.136 Da
Topological Polar Surface Area	47.600 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	510.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1