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Basic Description
| Synonyms | Bunt-no-more | Bio2_000502 | EINECS 207-503-6 | Ethyl o-hydroxybenzoate | U-17312E | KBio2_000022 | HMS1791B04 | KBioGR_000022 | KBioSS_000022 | MFCD00221746 | (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.0?,??.0?,?.0??,??]nonadeca-2,4(8),9,15-tetra |
|---|---|
| Specifications & Purity | ≥98% |
| Biochemical and Physiological Mechanisms | Lycorine (Galanthidine, Amarylline, Narcissine, Licorine, Belamarine) is a toxic crystalline alkaloid found in various Amaryllidaceae species that weakly inhibits acetylcholinesterase (AChE) and ascorbic acid biosynthesis. |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
Information Lycorine Lycorine (Galanthidine, Amarylline, Narcissine, Licorine, Belamarine) is a toxic crystalline alkaloid found in various Amaryllidaceae species that weakly inhibits acetylcholinesterase (AChE) and ascorbic acid biosynthesis . In vitro Lycorine can inhibit protein synthesis in eukaryotic cells and acetylcholinesterase activity. Lycorine could effectively arrest the cell cycle at the G2/M phase and induce apoptosis in HL-60 cells. It is able to block the KM3 cell cycle at G0/G1 phase through the down-regulation of both cyclin D1 and CDK4. In vivo Lycorine, when tested in the human leukemia xenograft models, appears to exhibit anti-tumor activity in vivo. It prolongs the mean survival time of SCID leukemia xenograft models. Lycorine could alleviate the infiltration of tumor cells into tissues. Cell Research(from reference) Concentrations：0, 0.5, 1, 5, and 10 μM Incubation Time：24, 48, 72, and 96 h |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Alkaloids and derivatives
- Class Amaryllidaceae alkaloids
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Superclass
Alkaloids and derivatives
| 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 Indoles and derivatives Benzodioxoles Aralkylamines N-alkylpyrrolidines Benzenoids Trialkylamines Secondary alcohols 1,2-diols Oxacyclic compounds Azacyclic compounds Acetals Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Lycorine skeleton - Benzoquinoline - Phenanthridine - Quinoline - Tetrahydroisoquinoline - Benzodioxole - Indole or derivatives - Aralkylamine - Benzenoid - N-alkylpyrrolidine - Pyrrolidine - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - 1,2-diol - Organoheterocyclic compound - Azacycle - Oxacycle - Acetal - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Organic oxygen compound - Amine - Alcohol - Organopnictogen 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 | Isoquinoline alkaloids |
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Product Properties
| ALogP | 0.713 |
|---|---|
| hba_count | 2 |
| HBD Count | 2 |
Associated Targets(Human)
TOP1
Tclin
DNA topoisomerase I (7553 Activities)
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TOP2A
Tclin
DNA topoisomerase II alpha (6317 Activities)
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ACHE
Tclin
Acetylcholinesterase (18204 Activities)
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CYP3A4
Tclin
Cytochrome P450 3A4 (53859 Activities)
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A498 (42825 Activities)
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ACHN (49357 Activities)
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AGS (1999 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DU-145 (51482 Activities)
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G-361 (890 Activities)
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HL-60 (67320 Activities)
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HT-1080 (3966 Activities)
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HT-29 (80576 Activities)
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Huh-7 (12904 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MCF7 (126967 Activities)
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MOLT-4 (49676 Activities)
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NHDF (1164 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PANC-1 (6144 Activities)
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PC-3 (62116 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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SAOS-2 (672 Activities)
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SF-295 (48000 Activities)
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SK-BR-3 (5175 Activities)
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SK-MEL (619 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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SW480 (6023 Activities)
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T98G (1524 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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ZR-75-1 (953 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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Associated Targets(non-human)
Enterovirus C (520 Activities)
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Staphylococcus aureus (210822 Activities)
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Escherichia coli (133304 Activities)
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Entamoeba histolytica (2676 Activities)
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Plasmodium falciparum (966862 Activities)
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Trichomonas vaginalis (2376 Activities)
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Rift Valley fever virus (132 Activities)
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Mus musculus (284745 Activities)
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Semliki Forest virus (705 Activities)
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dengue virus type 4 (242 Activities)
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Japanese encephalitis virus (187 Activities)
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Yellow fever virus (1530 Activities)
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Measles morbillivirus (693 Activities)
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Punta Toro virus (1491 Activities)
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Dengue virus (413 Activities)
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Sandfly fever Sicilian virus (33 Activities)
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Trypanosoma brucei rhodesiense (7991 Activities)
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Enterovirus A71 (1246 Activities)
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BHK-21 (725 Activities)
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LLC-MK2 (227 Activities)
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P388 (20296 Activities)
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Vero (26788 Activities)
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B16-F10 (4610 Activities)
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Tobacco mosaic virus (2972 Activities)
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BCHE
Cholinesterase (8742 Activities)
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Rhodococcus fascians (54 Activities)
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Simplexvirus (54 Activities)
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Solanum tuberosum (10 Activities)
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Edwardsiella ictaluri (20 Activities)
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Flavobacterium columnare (138 Activities)
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Zika virus (1028 Activities)
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SARS-CoV-2 (38078 Activities)
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SARS-CoV (424 Activities)
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Vero C1008 (1716 Activities)
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| Pubchem Sid | 488184691 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488184691 |
| IUPAC Name | (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol |
| INCHI | InChI=1S/C16H17NO4/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/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1 |
| InChIKey | XGVJWXAYKUHDOO-DANNLKNASA-N |
| Smiles | C1CN2CC3=CC4=C(C=C3C5C2C1=CC(C5O)O)OCO4 |
| Isomeric SMILES | C1CN2CC3=CC4=C(C=C3[C@H]5[C@H]2C1=C[C@@H]([C@H]5O)O)OCO4 |
| Molecular Weight | 287.31 |
| Reaxy-Rn | 102249 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=102249&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
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.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 C2324107 |
Certificate of Analysis | Jan 03, 2023 | L413074 |
| C2324109 |
Certificate of Analysis | Jan 03, 2023 | L413074 |
| C2324110 |
Certificate of Analysis | Jan 03, 2023 | L413074 |
| C2324111 |
Certificate of Analysis | Jan 03, 2023 | L413074 |
| C2324112 |
Certificate of Analysis | Jan 03, 2023 | L413074 |
| C2324108 |
Certificate of Analysis | Jan 03, 2023 | L413074 |
Chemical and Physical Properties
| Solubility | Solubility (25°C) In vitro DMSO: 57 mg/mL (198.39 mM); |
|---|---|
| Sensitivity | Heat sensitive |
| DMSO(mg / mL) Max Solubility | 57 |
| DMSO(mM) Max Solubility | 198.3919808 |
| Molecular Weight | 287.310 g/mol |
| XLogP3 | 0.000 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 0 |
| Exact Mass | 287.116 Da |
| Monoisotopic Mass | 287.116 Da |
| Topological Polar Surface Area | 62.200 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 481.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| 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 |
Alternative Products
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LycorineStarting at $38.90
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