Inflatine

Details

• Internal ID: ea50c595-6ec1-4ecc-9420-224cc1493bd6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanone
• SMILES (Canonical): CN1C(CCCC1CC(=O)C2=CC=CC=C2)CC(C3=CC=CC=C3)O
• SMILES (Isomeric): CN1C(CCCC1CC(=O)C2=CC=CC=C2)CC(C3=CC=CC=C3)O
• InChI: InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3
• InChI Key: MXYUKLILVYORSK-UHFFFAOYSA-N
• Popularity: 546 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇NO₂
• Molecular Weight: 337.50 g/mol
• Exact Mass: 337.204179104 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.80

Synonyms

• Inflatine
• Lobelin
• CHEMBL15476
• 90-69-7
• alpha-Lobeline;L-Lobeline
• 2-(6-(2-Hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethan-1-one
• 10122-32-4
• SMR000151480
• Lobeline,Alpha
• 2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethan-1-one
• Lobeline, (-)
• Spectrum_000920
• Spectrum2_001361
• Spectrum3_000033
• Spectrum4_000818
• Spectrum4_001144
• Spectrum5_001494
• Oprea1_328362
• BSPBio_001725
• KBioGR_001335
• KBioGR_001687
• KBioSS_001400
• MLS000536557
• MLS006011485
• DivK1c_000437
• SCHEMBL290804
• SPBio_001282
• KBio1_000437
• KBio2_001400
• KBio2_003968
• KBio2_006536
• KBio3_000865
• DTXSID60859157
• MXYUKLILVYORSK-UHFFFAOYSA-N
• NINDS_000437
• HMS2269F10
• AMY12564
• BDBM50047021
• PDSP1_000121
• PDSP2_000121
• AKOS001063543
• SDCCGMLS-0066606.P001
• IDI1_000437
• NCGC00015606-03
• NCGC00015606-06
• SBI-0051600.P002
• FT-0627966
• AB00053582-08
• AB00053582_10
• BRD-A65243462-001-07-1
• BRD-A65243462-003-03-6
• Z56933708
• 2-(6-(.beta.-Hydroxy-phenethyl)-1-methyl-2-piperidyl)acetophenone
• 2-(6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone
• 2-[6-(2-Hydroxy-2-phenyl-ethyl)-1-methyl-piperidin-2-yl]-1-phenyl-ethanone
• 2-[6-(2-Hydroxy-2-phenyl-ethyl)-1-methyl-piperidin-2-yl]-1-phenyl-ethanone (lobeline)
• Ethanone, 2-[6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl]-1-phenyl-, [2R-[2.alpha.,6.alpha.(S*)]]-

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
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	5.012 nM; 4 nM	Ki; Ki	via Super-PRED; via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	631 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.62%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.05%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.72%	93.81%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.78%	97.25%
CHEMBL2535	P11166	Glucose transporter	81.96%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.56%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.02%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.57%	100.00%

Plants that contains it

• Hippobroma longiflora
• Lobelia berlandieri
• Lobelia inflata

Cross-Links

• PubChem: 3945
• LOTUS: LTS0085675
• wikiData: Q105174706