Dihydrolycorine - ≥98% , CAS No.6271-21-2

CAS: 6271-21-2 Cat. No.: D412886 Molecular Weight: 289.33 EC Number: 683-122-2

GRADE & PURITY ≥98%

Synonyms

Dihydrolycorine | 1H-(1,3)DIOXOLO(4,5-J)PYRROLO(3,2,1-DE)PHENANTHRIDINE-1,2-DIOL, 2,3,3A,4,5,7,12B,12C-OCTAHYDRO-, (1S,2S,3AR,12BS,12CR)- | (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 | Gala

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

Dihydrolycorine | 1H-(1, 3)DIOXOLO(4, 5-J)PYRROLO(3, 2, 1-DE)PHENANTHRIDINE-1, 2-DIOL, 2, 3, 3A, 4, 5, 7, 12B, 12C-OCTAHYDRO-, (1S, 2S, 3AR, 12BS, 12CR)- | (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 | Gala

Specifications & Purity

≥98%

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

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Product Properties

• ALogP: 0.761
• hba_count: 2
• HBD Count: 2

Names and Identifiers

• Pubchem Sid: 504766796
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766796
• Canonical Smiles: C1CN2CC3=CC4=C(C=C3C5C2C1CC(C5O)O)OCO4
• 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
• InChIKey: VJILFEGOWCJNIK-MGRBZGILSA-N
• 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
• 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Class Amaryllidaceae alkaloids
      • Subclass Lycorine-type amaryllidaceae alkaloids

• 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.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SK-MEL-28 (48833 Activities)

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A549 (127892 Activities)

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KB (17409 Activities)

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Associated Targets(non-human)

Leishmania donovani (89745 Activities)

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Trypanosoma cruzi (99888 Activities)

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Trypanosoma brucei rhodesiense (7991 Activities)

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L6 (7924 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (345.62 mM)
• 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