O-Desmethyl galanthamine , CAS No.60755-80-8

CAS: 60755-80-8 Cat. No.: O347565 Molecular Weight: 273.33
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Synonyms
DTXSID40209575 | (4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepine-3,6-diol | L7ZOW3CZ7W | O-DESMETHYLGALANTHAMINE | O-Desmethyl Galanthamine | 6-O-demethylgalantamine | AKOS030242530 | Sanguinine | O-DESMETHYLGALANTAM
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
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Size
Status
Price
Qty
5mg
O347565-5mg
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$294.90
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Why this grade

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.

Overview

O-Desmethyl galanthamine is a metabolite of galanthamine , which is a selective inhibitor of acetylcholinesterase.

Specifications

Synonyms
DTXSID40209575 | (4aS, 6R, 8aS)-4a, 5, 9, 10, 11, 12-Hexahydro-11-methyl-6H-benzofuro[3a, 3, 2-ef][2]benzazepine-3, 6-diol | L7ZOW3CZ7W | O-DESMETHYLGALANTHAMINE | O-Desmethyl Galanthamine | 6-O-demethylgalantamine | AKOS030242530 | Sanguinine | O-DESMETHYLGALANTAM
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type
INHIBITOR
Names and Identifiers
Canonical SmilesCN1CCC23C=CC(CC2OC4=C(C=CC(=C34)C1)O)O
IUPAC Name(1S,12S,14R)-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraene-9,14-diol
InChIKeyOYSGWKOGUVOGFQ-RBOXIYTFSA-N
INCHI1S/C16H19NO3/c1-17-7-6-16-5-4-11(18)8-13(16)20-15-12(19)3-2-10(9-17)14(15)16/h2-5,11,13,18-19H,6-9H2,1H3/t11-,13-,16-/m0/s1
Isomeric SMILES CN1CC[C@@]23C=C[C@@H](C[C@@H]2OC4=C(C=CC(=C34)C1)O)O
Molecular Weight 273.33
Reaxy-Rn 50459624
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=50459624&ln=

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
SuperclassAlkaloids and derivatives
ClassAmaryllidaceae alkaloids
SubclassGalanthamine-type amaryllidaceae alkaloids
Intermediate Tree Nodes Not available
Direct ParentGalanthamine-type amaryllidaceae alkaloids
Alternative Parents Benzazepines  Coumarans  Azepines  Aralkylamines  Alkyl aryl ethers  1-hydroxy-2-unsubstituted benzenoids  Trialkylamines  Secondary alcohols  Oxacyclic compounds  Azacyclic compounds  Organopnictogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Galanthamine-type amaryllidaceae alkaloid - Benzazepine - Coumaran - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Azepine - Aralkylamine - Benzenoid - Secondary alcohol - Tertiary amine - Tertiary aliphatic amine - Ether - Oxacycle - Azacycle - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Alcohol - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Amine - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as galanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids with a structure characterized a tetracyclic skeleton with two ortho aromatic protons in ring A.
External Descriptors benzazepine
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ACHE Tclin Acetylcholinesterase (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei rhodesiense (7991 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilitySoluble in DMSO and Methanol
Boil Point(°C)~451.9° C at 760 mmHg (Predicted)
Melt Point(°C)227-230° C (dec.)
Molecular Weight273.330 g/mol
XLogP31.500
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass273.136 Da
Monoisotopic Mass273.136 Da
Topological Polar Surface Area52.900 Ų
Heavy Atom Count20
Formal Charge0
Complexity426.000
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
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