Rohitukine

Details

• Internal ID: cf64e013-3791-4583-a767-34dec9956c90
• Taxonomy: Organoheterocyclic compounds > Piperidines > Phenylpiperidines
• IUPAC Name: 5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C(=C(C=C2O)O)C3CCN(CC3O)C
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C(=C(C=C2O)O)[C@H]3CCN(C[C@H]3O)C
• InChI: InChI=1S/C16H19NO5/c1-8-5-10(18)15-12(20)6-11(19)14(16(15)22-8)9-3-4-17(2)7-13(9)21/h5-6,9,13,19-21H,3-4,7H2,1-2H3/t9-,13+/m0/s1
• InChI Key: MOCVYVBNJQIVOV-TVQRCGJNSA-N
• Popularity: 25 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₅
• Molecular Weight: 305.32 g/mol
• Exact Mass: 305.12632271 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 1.40

Synonyms

• 71294-60-5
• 5,7-Dihydroxy-8-[(3R,4S)-3-hydroxy-1-methylpiperidin-4-yl]-2-methylchromen-4-one
• 5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-methylchromen-4-one
• 5,7-Dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-methyl-4H-1-benzopyran-4-one
• NSC623611
• 5,7-Dihydroxy-8-((3S,4R)-3-hydroxy-1-methylpiperidin-4-yl)-2-methyl-4H-chromen-4-one
• 5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-methyl-4H-chromen-4-one
• CHEMBL1077604
• SCHEMBL23718142
• DTXSID70540347
• CHEBI:156498
• MOCVYVBNJQIVOV-TVQRCGJNSA-N
• BDBM50189885
• AKOS040749359
• 5,7-Dihydroxy-8-[(3R,4S)-3-hydroxy-1-methyl-4-piperidinyl)-2-methyl-4H-chromen-4-one
• 5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidyl]-2-methyl-chromen-4-one

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
CHEMBL2111389	O60563	CDK9/cyclin T1	300 nM	IC50	via Super-PRED
CHEMBL3116	P50750	Cyclin-dependent kinase 9	300 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.23%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.04%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.42%	91.11%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.76%	85.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.04%	93.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.75%	91.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.74%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.71%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.28%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.39%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.71%	93.04%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.63%	91.38%
CHEMBL1951	P21397	Monoamine oxidase A	84.46%	91.49%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.85%	98.46%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.57%	93.65%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.27%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.07%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.43%	96.00%

Plants that contains it

• Dysoxylum acutangulum
• Dysoxylum gotadhora
• Schumanniophyton magnificum
• Schumanniophyton problematicum

Cross-Links

• PubChem: 13422573
• LOTUS: LTS0201725
• wikiData: Q6111106