(S)-Reticuline - ≥98% , CAS No.485-19-8

CAS: 485-19-8 Cat. No.: R648486 Summenformel: C19H23NO4 Molekulargewicht: 329.39 EG-Nummer: 207-611-3
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GRADE & PURITY ≥98%
Synonyms
BRN 4299976 | AKOS032948461 | CHEBI:16718 | Q6122828 | RETICULINE, (+)- | S-(+)-Reticuline | S-RETICULINE | (1S)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol | 5-21-06-00046 (Beilstein Handbook Reference) | RETICULIN
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
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Size
Deutschland (EU)
USA*
Price
Qty
1mg
R648486-1mg
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7 Auf Lager
260,23€
5mg
R648486-5mg
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7 Auf Lager
607,33€
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Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads 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.

Übersicht

Reticuline shows anti-inflammatory effects through JAK2/STAT3 and NF-κB signaling pathways. Reticuline inhibits mRNA expressions of TNF-α, and IL-6 and reduces the phosphorylation levels of JAK2 and STAT3 Reticuline exhibits cardiovascular effects .

In Vitro

Reticuline (3 μM, 30 μM, 300 μM, 900 μM and 1.5 mM) inhibits in a concentration-dependent manner the contractions induced by Phenylephrine (1 μM), KCl (80 mM) and KCl (30 mM), (IC 50 =40±10, 240±40 and 300±40 μM, respectively) in isolated rat aortic rings with intact endothelium. Reticuline (3 μM, 30 μM, 300 μM, 900 μM and 1.5 mM) antagonizes CaCl 2 -induced contractions, and also inhibits the intracellular calcium dependent transient contractions induced by Norepinephrine (1μM), but not those induced by Caffeine (20 mM). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Reticuline (5, 10 and 20 mg/kg, i. v., randomly) injections produced an intense hypotension in normotensive rats. The hypotensive effect of Reticuline is probably due to a peripheral vasodilation in consequence of: 1) muscarinic stimulation and NOS activation in the vascular endothelium, 2) voltage-dependent Ca 2+ channel blockade and/or 3) inhibition of Ca 2+ release from norepinephrine-sensitive intracellular stores. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:JAK2 STAT3 NF-κB Human Endogenous Metabolite

Specifications

Synonyme
BRN 4299976 | AKOS032948461 | CHEBI:16718 | Q6122828 | RETICULINE, (+)- | S-(+)-Reticuline | S-RETICULINE | (1S)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol | 5-21-06-00046 (Beilstein Handbook Reference) | RETICULIN
Spezifikationen & Reinheit
≥98%
Biochemische und physiologische Mechanismen
Reticuline shows anti-inflammatory effects through JAK2/STAT3 and NF-κB signaling pathways. Reticuline inhibits mRNA expressions of TNF-α, and IL-6 and reduces the phosphorylation levels of JAK2 and STAT3. Reticuline exhibits cardiovascular effects [
Storage
Store at -20°C
Verschickt in
Ice chest + Ice pads
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Reinheit
≥98%
Namen und Kennungen
Pubchem Sid
Kanonisches Lächeln
CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)O)O)OC
IUPAC Name
(1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
InChIKey
BHLYRWXGMIUIHG-HNNXBMFYSA-N
INCHI
1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1
Isomere SMILES
CN1CCC2=CC(=C(C=C2[C@@H]1CC3=CC(=C(C=C3)OC)O)O)OC
Alternative CAS-Nummer
485-19-8
MeSH-Eintrag
reticuline;reticuline hydrochloride, (+,-)-isomer;reticuline perchlorate;reticuline, (+,-)-isomer;reticuline, (R)-isomer;reticuline, 14C-labeled, (+,-)-isomer
Molekulargewicht
329.39

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

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
KlasseIsoquinolines and derivatives
SubclassBenzylisoquinolines
Intermediate Tree Nodes Not available
Direct ParentBenzylisoquinolines
Alternative Parents Tetrahydroisoquinolines  Methoxyphenols  Phenoxy compounds  Methoxybenzenes  Anisoles  Aralkylamines  Alkyl aryl ethers  1-hydroxy-4-unsubstituted benzenoids  1-hydroxy-2-unsubstituted benzenoids  Trialkylamines  Azacyclic compounds  Organopnictogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Benzylisoquinoline - Methoxyphenol - Tetrahydroisoquinoline - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Phenol - Monocyclic benzene moiety - Benzenoid - Tertiary aliphatic amine - Tertiary amine - Ether - Azacycle - Amine - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
BeschreibungThis compound belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.
External Descriptors Isoquinoline alkaloids
3D-Struktur
Interaktives chemisches Strukturmodell





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Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
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Wirkungsmechanismen
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot NumberCertificate TypeDatumArtikel
A2609551Certificate of AnalysisNov 27, 2025 R648486
A2609565Certificate of AnalysisNov 27, 2025 R648486
Chemische und physikalische Eigenschaften
Schmelzpunkt (°C)125-126°C
Molekulargewicht329.400 g/mol
XLogP33.000
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass329.163 Da
Monoisotopic Mass329.163 Da
Topological Polar Surface Area62.200 Ų
Heavy Atom Count24
Formal Charge0
Complexity407.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Lösungsrechner
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