Lobelanine

Details

• Internal ID: e88665b9-2bd1-4a65-904d-ea8f00efd347
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-[(2S,6R)-1-methyl-6-phenacylpiperidin-2-yl]-1-phenylethanone
• SMILES (Canonical): CN1C(CCCC1CC(=O)C2=CC=CC=C2)CC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CN1[C@H](CCC[C@H]1CC(=O)C2=CC=CC=C2)CC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C22H25NO2/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/h2-7,9-12,19-20H,8,13-16H2,1H3/t19-,20+
• InChI Key: IDEMKXUAULKYJV-BGYRXZFFSA-N
• Popularity: 58 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₂
• Molecular Weight: 335.40 g/mol
• Exact Mass: 335.188529040 g/mol
• Topological Polar Surface Area (TPSA): 37.40 Ų
• XlogP: 3.90

Synonyms

• 579-21-5
• UNII-4XWB84090T
• 4XWB84090T
• 2,2'-(1-Methyl-2,6-piperidinediyl)diacetophenon
• 2-[(2R,6S)-1-methyl-6-phenacylpiperidin-2-yl]-1-phenylethanone
• CHEBI:6508
• CHEMBL331161
• Ethanone, 2,2'-(1-methyl-2,6-piperidinediyl)bis(1-phenyl-, cis-
• 2-[(2R,6S)-1-methyl-6-phenacyl-2-piperidyl]-1-phenyl-ethanone
• AC1L9D5E
• Lobelanin
• cis-Lobelanin
• Ethanone, 2,2'-(1-methyl-2,6-piperidinediyl)bis[1-phenyl-, cis-
• 1-Methyl-2,6-bisphenacylpiperidine
• MESO-LOBELANINE
• LOBELANINE [MI]
• Compound TCFN00444
• SureCN3448367
• SCHEMBL3448367
• 8,10-DIPHENYLLOBELIDIONE
• DTXSID10206617
• IDEMKXUAULKYJV-BGYRXZFFSA-N
• HY-N8505
• AKOS040740429
• MS-25080
• CS-0145235
• F82796
• A831673
• Q15426225
• ETHANONE, 2,2'-(1-METHYL-2,6-PIPERIDINEDIYL)BIS(1-PHENYL-, (2R,6S)-REL-

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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.56%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.59%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.13%	99.23%

Plants that contains it

• Artemisia carvifolia
• Cyanea sessilifolia
• Euphorbia jolkinii
• Hippobroma longiflora
• Lobelia chinensis
• Lobelia inflata

Cross-Links

• PubChem: 442647
• NPASS: NPC167336
• ChEMBL: CHEMBL331161
• LOTUS: LTS0195533
• wikiData: Q15426225