Strychnine

Details

• Internal ID: e3f96275-0be0-4300-9713-c2f30c8168ba
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (4aR,5aS,8aR,13aS,15aS,15bR)-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
• SMILES (Canonical): C1CN2CC3=CCOC4CC(=O)N5C6C4C3CC2C61C7=CC=CC=C75
• SMILES (Isomeric): C1CN2CC3=CCO[C@H]4CC(=O)N5[C@H]6[C@H]4[C@H]3C[C@H]2[C@@]61C7=CC=CC=C75
• InChI: InChI=1S/C21H22N2O2/c24-18-10-16-19-13-9-17-21(6-7-22(17)11-12(13)5-8-25-16)14-3-1-2-4-15(14)23(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+/m0/s1
• InChI Key: QMGVPVSNSZLJIA-FVWCLLPLSA-N
• Popularity: 5,844 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₂
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.168127949 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 1.90

Synonyms

• 57-24-9
• Strychnidin-10-one
• (-)-Strychnine
• Strychnin
• Strychninum
• Estricnina
• Strychinos
• Gopher bait
• Gopher-gitter
• Boomer-rid
• Hare-Rid
• Stricnina
• Sanaseed
• Caswell No. 805
• Strynchnos
• CHEBI:28973
• [3H]strychnine
• Strychnine [NF]
• UNII-H9Y79VD43J
• Strychnos
• Certox
• Mole death
• Mouse-nots
• H9Y79VD43J
• Mouse-rid
• Mouse-tox
• Kwik-kil
• DTXSID6023600
• HSDB 2001
• RCRA waste number P108
• Dolco mouse cereal
• Ro-Dex
• NSC-5365
• EINECS 200-319-7
• Strychnin [German]
• Stricnina [Italian]
• EPA Pesticide Chemical Code 076901
• Pied piper mouse seed
• Strychnine [BSI:ISO]
• DTXCID503600
• NSC 5365
• Stryknin
• Strychnine [C]
• Estricnidin-10-ona
• UN1692
• Vauquline
• (4br,7as,8ar,13S,13ar,13bs)-5,6,7a,8,8a,11,13a,13b-octahydro-13H-13,14-ethano-7,9-methanooxepino(3,4-a)pyrrolo(2,3-d)carbazol-15-one
• NA1692
• RCRA waste no. P108
• NCGC00163241-01
• (1R,11S,18S,20R,21R,22S)-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
• (4bR,7aS,8aR,13S,13aR,13bS)-5,6,7a,8,8a,11,13a,13b-octahydro-13H-13,14-ethano-7,9-methanooxepino[3,4-a]pyrrolo[2,3-d]carbazol-15-one
• SY9
• (-)-Strychnin
• STRYCHNINE [MI]
• STRYCHNINE [ISO]
• STRYCHNINE [HSDB]
• STRYCHNINE [VANDF]
• STRYCHNINUM [HPUS]
• D0F6KH
• D0H0BD
• NCIStruc1_001823
• NCIStruc2_000542
• STRYCHNINE [WHO-DD]
• STRYCHNINE, (SOLID)
• SCHEMBL93798
• GTPL347
• CHEMBL227934
• GTPL2360
• MEGxp0_001768
• SCHEMBL14029424
• HMS2089C04
• (4aR,5aS,8aR,13aS,15aS,15bR)-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
• Tox21_112038
• BDBM50225707
• PDSP2_000441
• AKOS015955688
• AC-8050
• CAS-57-24-9
• NCGC00142530-02
• NCGC00186632-01
• NCGC00186632-02
• (11S,18S,22S,1R,20R,21R)-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
• (4aR,4a1R,5aS,8aR,8a1S,15aS)-4a1,5,5a,7,8,8a1,15,15a-octahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14(4aH)-one
• S0249
• Strychnine, PESTANAL(R), analytical standard
• C06522
• AB01275436-01
• Q194406
• Q-100661
• Strychnine, European Pharmacopoeia (EP) Reference Standard
• (4aR,5aS,8aR,13aS,15aS,15bR)-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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL340	P08684	Cytochrome P450 3A4	15848.9 nM; 15848.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	23 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.41%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.89%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.61%	94.62%
CHEMBL1914	P06276	Butyrylcholinesterase	89.14%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.73%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	87.95%	95.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.50%	97.14%
CHEMBL238	Q01959	Dopamine transporter	83.65%	95.88%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.03%	94.08%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.73%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.62%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.58%	93.40%
CHEMBL3384	Q16512	Protein kinase N1	81.37%	80.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.06%	94.00%

Plants that contains it

• Eminium lehmannii
• Murraya paniculata
• Strychnos icaja
• Strychnos lucida
• Strychnos nux-vomica
• Strychnos panamensis

Cross-Links

• PubChem: 441071
• NPASS: NPC139085
• ChEMBL: CHEMBL227934
• LOTUS: LTS0267452
• wikiData: Q194406