Lobelanidine

Details

• Internal ID: 2c6ab99f-4884-4e16-8112-e0d296144482
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: (1S)-2-[(2S,6R)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol
• SMILES (Canonical): CN1C(CCCC1CC(C2=CC=CC=C2)O)CC(C3=CC=CC=C3)O
• SMILES (Isomeric): CN1[C@H](CCC[C@H]1C[C@@H](C2=CC=CC=C2)O)C[C@H](C3=CC=CC=C3)O
• InChI: InChI=1S/C22H29NO2/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/h2-7,9-12,19-22,24-25H,8,13-16H2,1H3/t19-,20+,21-,22+
• InChI Key: OWGJQNXIWMMDTH-COPRSSIGSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₉NO₂
• Molecular Weight: 339.50 g/mol
• Exact Mass: 339.219829168 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 3.60

Synonyms

• 8,10-Diphenyllobelidiol
• 552-72-7
• UNII-J3ZM7K5LNB
• J3ZM7K5LNB
• CHEBI:6507
• CHEMBL122676
• (1R)-2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol
• 8,10-Diphenylobelidiol
• C10156
• 5-21-05-00294 (Beilstein Handbook Reference)
• Lobelidiol, 8,10-diphenyl-
• NSC 95097
• BRN 5789266
• AC1L9D5B
• NSC-95097
• LOBELANIDINE [MI]
• SureCN893510
• 2,6-Piperidinediethanol, 1-methyl-alpha,alpha'-diphenyl-
• 2,6-Piperidinediethanol, alpha,alpha'-diphenyl-1-methyl-
• SCHEMBL893510
• DTXSID10970528
• CHEBI:301571
• AKOS040752639
• Q27895158
• (1R)-2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenyl-ethyl]-1-methyl-2-piperidyl]-1-phenyl-ethanol
• (2S)-1-Methyl-2alpha-[(S)-beta-hydroxyphenethyl]-6alpha-[(R)-beta-hydroxyphenethyl]piperidine
• 2,6-PIPERIDINEDIETHANOL, 1-METHYL-.ALPHA.,.ALPHA.'-DIPHENYL-, (.ALPHA.R,.ALPHA.'S,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
CHEMBL2581	P07339	Cathepsin D	97.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.87%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.06%	93.81%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.28%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.96%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.36%	93.56%

Plants that contains it

• Lobelia chinensis
• Lobelia davidii
• Lobelia longisepala
• Lobelia sessilifolia
• Lobelia siphilitica

Cross-Links

• PubChem: 442646
• NPASS: NPC65855
• ChEMBL: CHEMBL122676
• LOTUS: LTS0065952
• wikiData: Q27895158