(-)-Deltoin

Details

• Internal ID: 98667e0b-36e2-4909-91dd-140680d7c599
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 2-[(2S)-7-oxo-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yl (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(C)(C)C1CC2=C(O1)C=C3C(=C2)C=CC(=O)O3
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC(C)(C)[C@@H]1CC2=C(O1)C=C3C(=C2)C=CC(=O)O3
• InChI: InChI=1S/C19H20O5/c1-5-11(2)18(21)24-19(3,4)16-9-13-8-12-6-7-17(20)23-14(12)10-15(13)22-16/h5-8,10,16H,9H2,1-4H3/b11-5+/t16-/m0/s1
• InChI Key: HHNCJFKRMZDTHW-WQRDJFRPSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.70

Synonyms

• Marmesin tiglate
• (-)-Sprengelianin
• Deloin
• 19662-71-6
• CHEBI:81122
• UNII-H7ID2E493F
• H7ID2E493F
• CHEMBL1443379
• MLS002472894
• DTXSID101318302
• HMS2198O06
• BDBM50492398
• SMR001397005
• C17482
• A813920
• Q27155078
• (E)-2-methyl-2-butenoic acid 2-[(2S)-7-oxo-2,3-dihydrofuro[3,2-g][1]benzopyran-2-yl]propan-2-yl ester
• 2,3-Dihydro-2alpha-[1-methyl-1-(2-methyl-2-butenoyloxy)ethyl]-7H-furo[3,2-g][1]benzopyran-7-one
• 2-[(2S)-7-oxidanylidene-2,3-dihydrofuro[3,2-g]chromen-2-yl]propan-2-yl (E)-2-methylbut-2-enoate
• 2-BUTENOIC ACID, 2-METHYL-, 1-((2S)-2,3-DIHYDRO-7-OXO-7H-FURO(3,2-G)(1)BENZOPYRAN-2-YL)-1-METHYLETHYL ESTER, (2E)-
• 2-BUTENOIC ACID, 2-METHYL-, 1-(2,3-DIHYDRO-7-OXO-7H-FURO(3,2-G)(1)BENZOPYRAN-2-YL)-1-METHYLETHYL ESTER, (S-(E))-

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
CHEMBL1287622	Q9Y468	Lethal(3)malignant brain tumor-like protein 1	8912.5 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.10%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.52%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.46%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.93%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.55%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.51%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.05%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.48%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.00%	96.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.22%	93.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.66%	95.89%

Plants that contains it

• Angelica decursiva
• Cachrys sicula
• Eryngium ilicifolium
• Ferulago lutea
• Peucedanum japonicum
• Peucedanum rubricaule
• Saposhnikovia divaricata

Cross-Links

• PubChem: 906525
• NPASS: NPC7526
• ChEMBL: CHEMBL1443379
• LOTUS: LTS0114707
• wikiData: Q27155078