(S)-((1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate

Details

• Internal ID: abf5d1a9-e1be-4848-bbf5-60d71f4d5e33
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate
• SMILES (Canonical): CN1C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3
• SMILES (Isomeric): CN1[C@H]2CC[C@H]1CC(C2)OC(=O)[C@H](CO)C3=CC=CC=C3
• InChI: InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14-,16+/m0/s1
• InChI Key: RKUNBYITZUJHSG-OFQRWUPVSA-N
• Popularity: 75 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.40 g/mol
• Exact Mass: 289.16779360 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.80

Synonyms

• hyoscyamine
• CHEMBL1257084
• RKUNBYITZUJHSG-OFQRWUPVSA-N
• (S)-((1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate

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
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	0.44 nM; 0.25 nM; 0.2692 nM	Ki; Ki; Ki	via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	0.8128 nM; 0.912 nM; 2.818 nM	Ki; Ki; Ki	via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	0.2692 nM; 3.2 nM; 0.5 nM; 0.53 nM	Ki; IC50; Ki; Ki	via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	0.34 nM; 0.64 nM	Ki; Ki	via Super-PRED; via Super-PRED
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	0.14 nM; 0.21 nM; 0.6 nM	Ki; Ki; Ki	via Super-PRED; via Super-PRED; 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	98.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.62%	86.33%
CHEMBL5028	O14672	ADAM10	85.25%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.24%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.57%	97.09%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	84.38%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.45%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.31%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.67%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.19%	82.69%

Plants that contains it

• Anisodus tanguticus
• Atropa belladonna
• Brugmansia arborea
• Cyphanthera myosotidea
• Cyphanthera odgersii
• Datura discolor
• Datura innoxia
• Datura metel
• Datura stramonium
• Duboisia leichhardtii
• Duboisia myoporoides
• Hyoscyamus albus
• Hyoscyamus muticus
• Hyoscyamus niger
• Hyoscyamus pusillus
• Latua pubiflora
• Physochlaina alaica
• Scopolia japonica

Cross-Links

• PubChem: 6931560
• LOTUS: LTS0070885
• wikiData: Q104252704