[(9S,10S)-10-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 2b01ab0c-300b-49f3-8ea6-7d8806f62d06
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9S,10S)-10-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@H](C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)O
• InChI: InChI=1S/C19H20O6/c1-5-10(2)18(22)24-17-15(21)14-12(25-19(17,3)4)8-6-11-7-9-13(20)23-16(11)14/h5-9,15,17,21H,1-4H3/b10-5-/t15-,17-/m0/s1
• InChI Key: KJWFOHVSTFGWGZ-ODZVBOMLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.60

Synonyms

• MLS000574889
• CHEMBL1538873
• HMS2228O24
• SMR000156246

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
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	15848.9 nM	Potency	PMID: 18710917
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	PMID: 23411072
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	31622.8 nM	Potency	PMID: 23891163

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.31%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	92.38%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.76%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.20%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.01%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.75%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.75%	81.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.63%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.93%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.14%	86.33%

Plants that contains it

• Angelica keiskei

Cross-Links

• PubChem: 15945056
• NPASS: NPC152771
• ChEMBL: CHEMBL1538873
• LOTUS: LTS0193369
• wikiData: Q104396951