Alstonidine

Details

• Internal ID: 8503f79e-b5a5-4f95-b156-283d29ba4cfb
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: methyl (2S,3S,4S)-3-(hydroxymethyl)-2-methyl-4-[(9-methylpyrido[3,4-b]indol-1-yl)methyl]-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): CC1C(C(C(=CO1)C(=O)OC)CC2=NC=CC3=C2N(C4=CC=CC=C34)C)CO
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H](C(=CO1)C(=O)OC)CC2=NC=CC3=C2N(C4=CC=CC=C34)C)CO
• InChI: InChI=1S/C22H24N2O4/c1-13-17(11-25)16(18(12-28-13)22(26)27-3)10-19-21-15(8-9-23-19)14-6-4-5-7-20(14)24(21)2/h4-9,12-13,16-17,25H,10-11H2,1-3H3/t13-,16-,17-/m0/s1
• InChI Key: ZHSWZGYEMVSUSM-JQFCIGGWSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.17360725 g/mol
• Topological Polar Surface Area (TPSA): 73.60 Ų
• XlogP: 2.50

Synonyms

• Alstonidine [MI]
• 25394-75-6
• UNII-48PG8HUG8O
• 48PG8HUG8O
• 2H-Pyran-5-carboxylic acid, 3,4-dihydro-3-(hydroxymethyl)-2-methyl-4-((9-methyl-9H-pyrido(3,4-b)indol-1-yl)methyl)-, methyl ester, (2S,3S,4S)-
• AKOS040750358
• Q27259156
• methyl (2S,3S,4S)-3-(hydroxymethyl)-2-methyl-4-[(9-methylpyrido[3,4-b]indol-1-yl)methyl]-3,4-dihydro-2H-pyran-5-carboxylate

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.19%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.84%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.08%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.03%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.07%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.90%	95.56%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	85.71%	88.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	85.43%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.36%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.14%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.07%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.83%	99.23%

Plants that contains it

• Alstonia balansae
• Alstonia constricta

Cross-Links

• PubChem: 12305773
• LOTUS: LTS0102336
• wikiData: Q27259156