Aspernigrin B

Details

• Internal ID: 18711380-ab36-4220-9f3d-648a36b7b923
• Taxonomy: Phenylpropanoids and polyketides > Kavalactones
• IUPAC Name: 6-benzyl-1-[(1S)-1-(4-methoxy-6-oxopyran-2-yl)-2-phenylethyl]-4-oxopyridine-3-carboxamide
• SMILES (Canonical): COC1=CC(=O)OC(=C1)C(CC2=CC=CC=C2)N3C=C(C(=O)C=C3CC4=CC=CC=C4)C(=O)N
• SMILES (Isomeric): COC1=CC(=O)OC(=C1)[C@H](CC2=CC=CC=C2)N3C=C(C(=O)C=C3CC4=CC=CC=C4)C(=O)N
• InChI: InChI=1S/C27H24N2O5/c1-33-21-15-25(34-26(31)16-21)23(13-19-10-6-3-7-11-19)29-17-22(27(28)32)24(30)14-20(29)12-18-8-4-2-5-9-18/h2-11,14-17,23H,12-13H2,1H3,(H2,28,32)/t23-/m0/s1
• InChI Key: CPVCVIXCXKPURM-QHCPKHFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₄N₂O₅
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.16852187 g/mol
• Topological Polar Surface Area (TPSA): 98.90 Ų
• XlogP: 3.90

Synonyms

• 773855-63-3
• CHEMBL3746659
• CHEBI:133847
• DTXSID501107438
• 1,4-Dihydro-1-[(1S)-1-(4-methoxy-2-oxo-2H-pyran-6-yl)-2-phenylethyl]-4-oxo-6-(phenylmethyl)-3-pyridinecarboxamide
• 6-benzyl-1-[(1S)-1-(4-methoxy-2-oxo-2H-pyran-6-yl)-2-phenylethyl]-4-oxo-1,4-dihydropyridine-3-carboxamide
• 6-benzyl-1-[(1S)-1-(4-methoxy-6-oxo-pyran-2-yl)-2-phenyl-ethyl]-4-oxo-pyridine-3-carboxamide

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	98.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.37%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.34%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.52%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.11%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.95%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.61%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.19%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.93%	94.00%
CHEMBL3891	P07384	Calpain 1	83.45%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.67%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.31%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	81.21%	90.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.63%	97.14%
CHEMBL2535	P11166	Glucose transporter	80.44%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.43%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 126456438
• LOTUS: LTS0103253
• wikiData: Q104967798