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Dihydrolycorine - 10mM in DMSO, high purity , CAS No.6271-21-2
Basic Description
Synonyms
Dihydrolycorine | 6271-21-2 | Z7N4S72301 | (1S,2S,3aR,12bS,12cR)-2,3,3a,4,5,7,12b,12c-octahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol | Galanthan-1,2-diol, 9,10-(methylenebis(oxy))-, (1alpha,2beta)- | UNII-Z7N4S72301 | .ALPHA.-DIHYDROLYCORINE
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Dihydrolycorine is a derivative of lycorine, an alkaloid isolated from Lycoris radiata Herb. Dihydrolycorine blocks protein synthesis in ascites cells and stabilize HeLa cell polysomes in vivo. Dihydrolycorine exhibits antihypertensive and neuroprotective
Storage Temp
Protected from light,Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Information
Dihydrolycorine is a derivative of lycorine, an alkaloid isolated fromLycoris radiataHerb. Dihydrolycorine blocksprotein synthesisin ascites cells and stabilize HeLa cell polysomes in vivo. Dihydrolycorine exhibits antihypertensive and neuroprotective activities.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Alkaloids and derivatives
Class
Amaryllidaceae alkaloids
Subclass
Lycorine-type amaryllidaceae alkaloids
Intermediate Tree Nodes
Not available
Direct Parent
Lycorine-type amaryllidaceae alkaloids
Alternative Parents
Phenanthridines and derivatives Tetrahydroisoquinolines Benzodioxoles Indoles and derivatives Aralkylamines N-alkylpyrrolidines Benzenoids Cyclic alcohols and derivatives 1,2-diols Trialkylamines Secondary alcohols Oxacyclic compounds Acetals Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Lycorine skeleton - Benzoquinoline - Phenanthridine - Quinoline - Tetrahydroisoquinoline - Benzodioxole - Indole or derivatives - Aralkylamine - N-alkylpyrrolidine - Benzenoid - Cyclic alcohol - Pyrrolidine - Tertiary amine - Secondary alcohol - Tertiary aliphatic amine - 1,2-diol - Azacycle - Oxacycle - Acetal - Organoheterocyclic compound - Hydrocarbon derivative - Organopnictogen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as lycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the lycorine skeleton, made up of a pyrrolo[d,e]phenanthridine ring system.
External Descriptors
Not available
Data sources
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.
Product Properties
ALogP
0.761
hba_count
2
HBD Count
2
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(1S,15R,17S,18S,19R)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9-triene-17,18-diol
INCHI
InChI=1S/C16H19NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h4-5,8,11,14-16,18-19H,1-3,6-7H2/t8-,11+,14+,15-,16-/m1/s1
InChIKey
VJILFEGOWCJNIK-MGRBZGILSA-N
Smiles
C1CN2CC3=CC4=C(C=C3C5C2C1CC(C5O)O)OCO4
Isomeric SMILES
C1CN2CC3=CC4=C(C=C3[C@H]5[C@H]2[C@H]1C[C@@H]([C@H]5O)O)OCO4
Molecular Weight
289.33
Reaxy-Rn
102241
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=102241&ln=
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Light sensitive
DMSO(mg / mL) Max Solubility
100
DMSO(mM) Max Solubility
345.626101683199
Water(mg / mL) Max Solubility
-1
Molecular Weight
289.330 g/mol
XLogP3
0.700
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
0
Exact Mass
289.131 Da
Monoisotopic Mass
289.131 Da
Topological Polar Surface Area
62.200 Ų
Heavy Atom Count
21
Formal Charge
0
Complexity
433.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
5
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
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