Suksdorfin

Details

• Internal ID: 4e719de7-3275-4afa-a3f6-affd6904365c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C
• SMILES (Isomeric): CC(C)CC(=O)O[C@H]1[C@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C
• InChI: InChI=1S/C21H24O7/c1-11(2)10-16(24)27-19-17-14(28-21(4,5)20(19)25-12(3)22)8-6-13-7-9-15(23)26-18(13)17/h6-9,11,19-20H,10H2,1-5H3/t19-,20-/m1/s1
• InChI Key: KLUTZDJBVDPOFE-WOJBJXKFSA-N
• Popularity: 28 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 3.20

Synonyms

• 53023-17-9
• Saxdorphin
• NSC666862
• [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate
• 3'-O-Acetyl-4'-O-isovaleryl-cis-khellactone
• (9R-cis)-9-(Acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-10-yl 3-methylbutanoate
• [(9R,10S)-9-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate
• Pyranocoumarin iBuCOO deriv.
• MLS000574879
• CHEMBL68956
• SCHEMBL15532093
• DTXSID60201071
• HMS2194L09
• AKOS030503531
• NSC-666862
• NCGC00247545-01
• SMR000156247
• 3'-O-Acetyl-4'-O-isopentanoyl-(+)-cis-khellactone
• [(9R,10R)-9-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbutanoate
• Butanoic acid, 3-methyl-, 9-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-10-yl ester, (9R-cis)-

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
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	35481.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.54%	83.82%
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.58%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.51%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.90%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.12%	94.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	82.53%	88.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.43%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.02%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.67%	89.67%

Plants that contains it

• Acacia desmondii
• Angelica furcijuga
• Ferulopsis hystrix
• Levisticum officinale
• Lomatium suksdorfii
• Musineon divaricatum
• Seseli eriocephalum

Cross-Links

• PubChem: 72414
• NPASS: NPC128529
• ChEMBL: CHEMBL68956
• LOTUS: LTS0139822
• wikiData: Q83074255