Compound: lycorine
SMILES: O1c2c(cc3CN4CCC=5[C@@H]4[C@H](c3c2)[C@H](O)[C@@H](O)C5)OC1
InChIKey: XGVJWXAYKUHDOO-DANNLKNASA-N
Synonyms: lycorine, 476-28-8, Amarylline, Galanthidine, Narcissine, Licorine, I9Q105R5BU, DTXSID60197208, NSC-401360, NSC-683873, CHEBI:6601, (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, Lycoran-1alpha,2beta-diol, 3,3a-didehydro-, 9,10-(methylenedioxy)-3,12-didehydrogalanthan-1alpha,2beta-diol, (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, RefChem:154631, DTXCID30119699, 2,4,5,7,12b,12C-Hexahydro-1H-(1,3)dioxolo-(4,5-J)pyrrolo(3,2,1-de)phenanthridine-1,2-diol, 207-503-6, (-)-Lycorine, MFCD00221746, NSC401360, NSC683873, (1S,2S,3a1S,12bS)-2,3a1,4,5,7,12b-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, CHEMBL400092, Lycoran-1-alpha,2-beta-diol, 3,3-alpha-didehydro-, (1S,2S,12bS,12cS)-2,4,5,7,12b,12c-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, NSC 401360, Galanthan-1,2-diol, 3,12-didehydro-9,10-(methylenebis(oxy))-, (1-alpha,2-beta)-, Lycorine (hydrochloride), EINECS 207-503-6, UNII-I9Q105R5BU, 3,3a-Didehydrolycoran-1alpha,2beta-diol, Likorin, XGVJWXAYKUHDOO-DANNLKNASA-N, (1S,2S,12BS,12CS)-2,4,5,7,12B,12C-HEXAHYDRO-1H-(1,3)DIOXOLO(4,5-J)PYRROLO(3,2,1-DE)PHENANTHRIDINE-1,2-DIOL, 3,2.beta.-diol, Lycoran-1.alpha.,2.beta.-diol, 3,3a-didehydro-, LYCORINE [MI], BSPBio_001302, KBioGR_000022, KBioSS_000022, SCHEMBL626071, orb1304324, SCHEMBL29448948, BCBcMAP01_000100, GNF-PF-4974, KBio2_000022, KBio2_002590, KBio2_005158, KBio3_000043, KBio3_000044, WLZ4633, Bio2_000022, Bio2_000502, HMS1361B04, HMS1791B04, HMS1989B04, HMS3402B04, HMS3885I12, HY-N0288, MSK40280, BDBM50221066, NSC781764, s3903, Lycoran-1.alpha., 3,3a-didehydro-, AKOS000278045, CCG-208232, EBC-431041, FL65705, NSC-781764, IDI1_033772, QTL1_000052, SMP1_000184, NCGC00163413-01, NCGC00163413-02, NCGC00163413-03, NCGC00163413-07, MS-24104, NCI60_003767, ST085774, SY232446, LycorineGalanthidine; Narcissine; Licorine, CS-0008781, NS00031710, C08532, Q420314, BRD-K64909280-001-02-7, 3,12-[methylenebis(oxy)]-galanthan-1.alpha.,2.beta.-diol, Galanthan-1, 3,12-didehydro-9,10-[methylenebis(oxy)]-, (1.alpha.,2.beta.)-, Galanthan-1, 3,4-didehydro-11,12-[methylenebis(oxy)]-, (1.alpha.,2.beta.)-, (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.0?,??.0?,?.0??,??]nonadeca-2,4(8),9,15-tetraene-17,18-diol, (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2(10),3,8,15-tetraene-17,18-diol, (1S,2S,12bS,12cS)-2,4,5,7,12b,12c-Hexahydro-1H,10H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 2,4,5,7,12b,12c-hexahydro-, (1S,2S,12bS,12cS)-, 2,4,5,7,12b,12c-Hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, (1S,2S,12bS, 12cS)-, 2,5,7,12b,12c-Hexahydro-1H-[1,3]-dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 3KD
Theoretical properties:
molecular_formula: C16H17NO4
molecular_weight: 287.31 g/mol
exact_mass: 287.11575802 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 0
heavy_atom_count: 21
topological_polar_surface_area: 62.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Lycorine is an indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity. It has a role as an anticoronaviral agent, an antimalarial, a protein synthesis inhibitor and a plant metabolite. It derives from a hydride of a galanthan.
chebi: An  indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from <em>Crinum asiaticum</em>, it  has been shown to exhibit antimalarial activity.
chembl: LYCORINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Lycorine is a toxic crystalline alkaloid found in various Amaryllidaceae species, such as the cultivated bush lily (Clivia miniata), surprise lilies (Lycoris), and daffodils (Narcissus). It may be highly poisonous, or even lethal, when ingested in certain quantities.  Regardless, it is sometimes used as a component in traditional medicines.