Compound: BRUCINE
SMILES: O=C1N2c3c(cc(OC)c(c3)OC)[C@@]45[C@@H]2[C@H]6[C@@H]7C(=CCO[C@H]6C1)CN([C@H]4C7)CC5
InChIKey: RRKTZKIUPZVBMF-IBTVXLQLSA-N
Synonyms: BRUCINE, 357-57-3, 10,11-Dimethoxystrychnine, Brucinum, 2,3-Dimethoxystrychnine, (-)-Brucine, 2,3-Dimethoxystrychnidin-10-one, Bruzin, l-Brucine, Brucine alkaloid, Strychnidin-10-one, 2,3-dimethoxy-, 10,11-Dimethystrychnine, Brucina, DTXSID2024662, 2,3-Dimethoxy-strychnine, 6NG17YCK6H, Strychnine, 2,3-dimethoxy-, Dimethoxy strychnine, NSC-757797, DTXCID204662, dimethoxystrychnine, (4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one, (1R,11S,18S,20R,21R,22S)-4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo(15.5.2.0^(1,18).0^(2,7).0^(8,22).0^(11,21).0^(15,20))tetracosa-2(7),3,5,14-tetraen-9-one, (1R,11S,18S,20R,21R,22S)-4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2(7),3,5,14-tetraen-9-one, (4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo(3,2,1-ij)oxepino(2,3,4-de)pyrrolo(2,3-h)quinolin-14-one, (4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo(3,2,1-ij)oxepino(2,3,4-de)pyrrolo(2,3-h)quinoline-14-one, RefChem:917651, 206-614-7, 4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo(15.5.2.01,18.02,7.08,22.011,21.015,20)tetracosa-2(7),3,5,14-tetraen-9-one, Brucine, Anhydrous, C23H26N2O4, RCRA waste number P018, Brucine Anhydrous, Brucin [German], Brucina [Italian], CAS-357-57-3, SMR000112281, UNII-6NG17YCK6H, 10,11-dimethoxy strychnine, CCRIS 4754, HSDB 307, anhydrous brucine, Bisdesmethylbrucin, Brucine CRS, UN 1570, NCGC00094861-01, EINECS 206-614-7, UN1570, BRUCINE [VANDF], BRUCINUM [HPUS], BRUCINE [HSDB], BRUCINE [MI], RCRA waste no. P018, Brucine, anhydrous, 98%, BRUCINE [NFLIS-DRUG], GTPL342, MLS000515808, MLS001424166, orb105214, SCHEMBL113229, CHEBI:3193, CHEMBL501756, MEGxp0_001865, SCHEMBL29391712, ACon1_001990, Brucine [UN1570]  [Poison], HMS2052O03, HMS2268L16, MSK23017, Tox21_111349, Tox21_302174, 10,11-Dimethoxystrychnine Anhydrous, BDBM50401037, MFCD00149384, NSC833996, AKOS015955678, AKOS024282466, CCG-101078, EBC-605475, FB19344, NC00328, NSC 757797, NSC-833996, NCGC00255253-01, NCGC00263445-01, NCGC00263445-02, NCGC00384497-01, 2,3-Dimethoxystrychnidin-10-one Anhydrous, B0670, B0946, Polyamide curing agent  pound 651 pound(c), C09084, AA-504/21114018, AE-848/02291057, Q411022, SR-01000712407, Q-100426, SR-01000712407-5, BRD-K68077509-001-01-6, Brucine, European Pharmacopoeia (EP) Reference Standard, BrucineBrucinum; 2,3-Dimethoxystrychnine; (-)-Brucine, (1R,11S,18S,20R,21R,22S)-4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-9-one
Theoretical properties:
molecular_formula: C23H26N2O4
molecular_weight: 394.5 g/mol
exact_mass: 394.18925731 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 29
topological_polar_surface_area: 51.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Needles from acetone + water
color: Needles from acetone + water
odor: Odorless
boiling_point: 470 °C
melting_point: 352 °F (NTP, 1992)
density: greater than 1 at 68 °F (USCG, 1999)
solubility: Crystals. Sol in water or alcohol. The solns are neutral or slightly acid. /Hydrochloride/
Descriptions:
pubchem: Brucine is an organic heteroheptacyclic compound and a monoterpenoid indole alkaloid.
chembl: BRUCINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Brucine is an alkaloid closely related to strychnine, most commonly found in the Strychnos nux-vomica tree. Brucine poisoning is rare, since it is usually ingested with strychnine, and strychnine is more toxic than brucine. In chemical synthesis, it can be used as a tool for stereospecific chemical syntheses.
Brucine's name derives from this of the genus Brucea, named after James Bruce who brought back Brucea antidysenterica from Ethiopia.