Strychnine N-oxide

Details

• Internal ID: 1f0f695f-4196-40c1-90dd-73f65b615607
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (4aR,5aS,8aS,13aS,15aS,15bR)-6-oxido-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-6-ium-14-one
• SMILES (Canonical): C1C[N+]2(CC3=CCOC4CC(=O)N5C6C4C3CC2C61C7=CC=CC=C75)[O-]
• SMILES (Isomeric): C1C[N+]2(CC3=CCO[C@H]4CC(=O)N5[C@H]6[C@H]4[C@H]3C[C@H]2[C@@]61C7=CC=CC=C75)[O-]
• InChI: InChI=1S/C21H22N2O3/c24-18-10-16-19-13-9-17-21(6-7-23(17,25)11-12(13)5-8-26-16)14-3-1-2-4-15(14)22(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+,23?/m0/s1
• InChI Key: ADTDBAKUQAKBGZ-VXJIXCKJSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₃
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.16304257 g/mol
• Topological Polar Surface Area (TPSA): 47.60 Ų
• XlogP: 1.40

Synonyms

• N-Oxystrychnine
• Strychnine-N-oxide
• Strychnine N6-oxide
• Strychnine, 19-oxide
• Strychnidin-10-one, 19-oxide
• 7248-28-4
• NSC-24951
• NSC-127569
• 774C760V46
• CHEBI:132703
• RefChem:889313
• (4aR,5aS,8aS,13aS,15aS,15bR)-6-oxido-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-6-ium-14-one
• (4aR,5aS,8aS,13aS,15aS,15bR)-6-oxido-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-6-ium-14-one
• (4aR,5aS,8aS,13aS,15aS,15bR)-6-oxido-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-6-ium-14-one
• 230-656-5
• Genostrychnine
• Strychnine, N-oxide
• NSC24951
• MLS000738032
• Strychnine, N(sup 6)-oxide
• Strychnine, Nb-oxide
• Strychnin-N6-oxide
• Strychnine, N6-oxide
• EINECS 230-656-5
• NSC 24951
• NSC 127569
• BRN 0102320
• Strychnidin-10-one 19-oxide
• UNII-774C760V46
• Strychnine_N_Oxide
• strychnine 19-oxide
• strychnine N(6)-oxide
• ALKALOIDS, N.O.S.
• 2-27-00-00739 (Beilstein Handbook Reference)
• CHEMBL138585
• SCHEMBL29898320
• DTXSID80993305
• ADTDBAKUQAKBGZ-VXJIXCKJSA-N
• STRYCHNINE N6-OXIDE [MI]
• NSC127569
• SMR000393707
• NS00044395
• Q27225624
• (1S,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 17-oxide
• 7-Oxo-6,7,7a,8,8a,11,12a,12b,12c,13-decahydro-5H,14H-7,9-methano-12-oxa-7lambda~5~,14a-diazacyclohepta[1,2,3-cd]cyclopenta[g]fluoranthen-14-one

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.65%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.59%	86.33%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	93.57%	88.84%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.34%	94.62%
CHEMBL217	P14416	Dopamine D2 receptor	93.15%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.68%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	92.44%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.68%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.81%	97.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.39%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.10%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.54%	85.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.92%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.09%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.97%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.37%	100.00%
CHEMBL238	Q01959	Dopamine transporter	81.66%	95.88%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.05%	91.38%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.12%	95.53%

Plants that contains it

• Strychnos ignatii
• Strychnos lucida
• Strychnos nux-vomica

Cross-Links

• PubChem: 73393
• LOTUS: LTS0186850
• wikiData: Q27225624