Thunberginol B

Details

• Internal ID: 7754e843-8d43-4a5d-bdd4-c457aa7ea769
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-6,8-dihydroxyisochromen-1-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC3=CC(=CC(=C3C(=O)O2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC3=CC(=CC(=C3C(=O)O2)O)O)O)O
• InChI: InChI=1S/C15H10O6/c16-9-3-8-5-13(7-1-2-10(17)11(18)4-7)21-15(20)14(8)12(19)6-9/h1-6,16-19H
• InChI Key: NHFGEHLUROYMEB-UHFFFAOYSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.70

Synonyms

• 147666-81-7
• thungerginol B
• 3-(3,4-dihydroxyphenyl)-6,8-dihydroxyisochromen-1-one
• MLS002473235
• D2866L3MW5
• NSC-725013
• SMR001397322
• 3-(3,4-Dihydroxyphenyl)-6,8-dihydroxy-1H-2-benzopyran-1-one
• 1H-2-Benzopyran-1-one, 3-(3,4-dihydroxyphenyl)-6,8-dihydroxy-
• CHEMBL70501
• UNII-D2866L3MW5
• BDBM75772
• cid_5473310
• DTXSID90163774
• HMS2271F05
• NSC725013
• NSC 725013
• NCGC00247501-01
• 3-(3,8-dihydroxyisocoumarin (Thunberginol B)
• 3-(3,4-dihydroxyphenyl)-6,8-dihydroxy-isocoumarin
• Q7798879
• 3-(3,4-dihydroxyphenyl)-6,8-dihydroxy-2-benzopyran-1-one
• 3-[3,4-bis(oxidanyl)phenyl]-6,8-bis(oxidanyl)isochromen-1-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
CHEMBL5573	P09923	Intestinal alkaline phosphatase	565 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.88%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	92.10%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.31%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.14%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.46%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.40%	96.12%
CHEMBL3194	P02766	Transthyretin	86.77%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.40%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.68%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.85%	90.71%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	82.93%	95.20%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.97%	99.17%

Plants that contains it

• Hydrangea macrophylla
• Hydrangea serrata

Cross-Links

• PubChem: 5473310
• LOTUS: LTS0224049
• wikiData: Q7798879