Narciclasine; 7-Deoxy
AlkaPlorer ID: AK307413
Synonym: Lycoricidine, 7-Deoxynarciclasine, Margetine
IUPAC Name: 2,3,4-trihydroxy-3,4,4a,5-tetrahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one
Structure
SMILES: OC1=NC2C(=CC(O)C(O)C2O)C2=CC3=C(C=C12)OCO3
InChI: InChI=1S/C14H13NO6/c16-8-1-6-5-2-9-10(21-4-20-9)3-7(5)14(19)15-11(6)13(18)12(8)17/h1-3,8,11-13,16-18H,4H2,(H,15,19)
InChIKey: YYDLFVZOIDOGSO-UHFFFAOYSA-N
Reference
Antifeedants for the larvae of the yellow butterfly, Eurema hecabe mandarina, in Lycoris radiata.
PubChem CID: 434381
CAS: 19622-83-4
LOTUS: LTS0107238
COCONUT: CNP0195536.5
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Lycoris radiata | Lycoris | Amaryllidaceae | Asparagales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 291.25900000000007
TPSA?: 111.74000000000002
MolLogP?: -0.4182000000000001
Number of H-Donors: 4
Number of H-Acceptors: 6
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis (strain 168) | ATP-dependent Clp protease proteolytic subunit | Potency | 31622.8 | nM | None |
| Caenorhabditis elegans | Protein skinhead-1 | IC50 | 64300.0 | nM | None |
| Caenorhabditis elegans | Protein skinhead-1 | IC50 | 100000.0 | nM | None |
| Homo sapiens | 786-0 | GI50 | 244.91 | nM | None |
| Homo sapiens | A498 | GI50 | 758.58 | nM | None |
| Homo sapiens | A549 | GI50 | 520.0 | nM | None |
| Homo sapiens | ACHN | GI50 | 143.55 | nM | None |
| Homo sapiens | Ataxin-2 | Potency | 53.2 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 279.9 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 205.59 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 199.99 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 254.68 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 429.54 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 435.51 | nM | None |
| Homo sapiens | DNA polymerase eta | Potency | 31622.8 | nM | None |
| Homo sapiens | DNA polymerase iota | Potency | 89125.1 | nM | None |
| Homo sapiens | DU-145 | GI50 | 55.98 | nM | None |
| Homo sapiens | EKVX | GI50 | 412.1 | nM | None |
| Homo sapiens | Geminin | Potency | 730.8 | nM | None |
| Homo sapiens | Glucagon-like peptide 1 receptor | Potency | 1122.0 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 414.95 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 150.31 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 520.0 | nM | None |
| Homo sapiens | HEK293 | Potency | 1000.0 | nM | None |
| Homo sapiens | HepG2 | Potency | 223.9 | nM | None |
| Homo sapiens | HL-60 | GI50 | 108.14 | nM | None |
| Homo sapiens | HOP-18 | GI50 | 1475.71 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 463.45 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 903.65 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 79.43 | nM | None |
| Homo sapiens | HT-29 | GI50 | 345.14 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 494.31 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 1458.1 | nM | None |
| Homo sapiens | K562 | GI50 | 339.63 | nM | None |
| Homo sapiens | KM12 | GI50 | 272.27 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 304.79 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 308.32 | nM | None |
| Homo sapiens | LXFL 529 | GI50 | 429.54 | nM | None |
| Homo sapiens | M14 | GI50 | 243.78 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 251.19 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 487.53 | nM | None |
| Homo sapiens | MCF7 | GI50 | 338.06 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 48.64 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 95.06 | nM | None |
| Homo sapiens | MDA-N | GI50 | 83.18 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 109.14 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 354.8 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 620.87 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 503.5 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 459.2 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 429.54 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 194.09 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 244.34 | nM | None |
| Homo sapiens | Nuclear factor erythroid 2-related factor 2 | Potency | 2059.6 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 372.39 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 338.06 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 939.72 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 232.81 | nM | None |
| Homo sapiens | Paired box protein Pax-8 | AC50 | 325.0 | nM | None |
| Homo sapiens | PC-3 | GI50 | 140.93 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 414.0 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 154.17 | nM | None |
| Homo sapiens | RXF 631 | GI50 | 432.51 | nM | None |
| Homo sapiens | SF-268 | GI50 | 171.4 | nM | None |
| Homo sapiens | SF-295 | GI50 | 582.1 | nM | None |
| Homo sapiens | SF-539 | GI50 | 458.14 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 350.75 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 416.87 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 164.06 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 619.44 | nM | None |
| Homo sapiens | SN12C | GI50 | 301.3 | nM | None |
| Homo sapiens | SN12K1 | GI50 | 233.88 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 243.78 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 567.54 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 568.85 | nM | None |
| Homo sapiens | SR | GI50 | 109.4 | nM | None |
| Homo sapiens | SW-620 | GI50 | 334.97 | nM | None |
| Homo sapiens | T47D | GI50 | 96.38 | nM | None |
| Homo sapiens | TK-10 | GI50 | 417.83 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 290.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 410.9 | nM | None |
| Homo sapiens | U-251 | GI50 | 218.27 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 695.02 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 420.73 | nM | None |
| Homo sapiens | UO-31 | GI50 | 563.64 | nM | None |
| Homo sapiens | XF498 | GI50 | 171.4 | nM | None |
| Mus musculus | P388 | GI50 | 115.35 | nM | None |
| Mus musculus | P388/ADR | GI50 | 98.4 | nM | None |
| None | NON-PROTEIN TARGET | AC50 | 738.0 | nM | None |
| None | No relevant target | AC50 | 3780.0 | nM | None |
| None | Unchecked | AbsAC35 | 0.429 | uM | None |
| None | Unchecked | AbsAC35_uM | 0.837 | uM | None |
| None | Unchecked | AC50 | 2220.0 | nM | None |
| None | Unchecked | AC50 | 2380.0 | nM | None |
| None | Unchecked | AC50 | 3820.0 | nM | None |
| None | Unchecked | AC50 | 53860.0 | nM | None |
| None | Unchecked | Max_Activity | 26.0 | uM | None |
| None | Unchecked | Potency | 354.8 | nM | None |
| None | Unchecked | Potency | 562.3 | nM | None |
| None | Unchecked | Potency | 794.3 | nM | None |
| None | Unchecked | Potency | 1000.0 | nM | None |
| None | Unchecked | Potency | 1122.0 | nM | None |
| None | Unchecked | Potency | 1158.2 | nM | None |
| None | Unchecked | Potency | 3662.6 | nM | None |
