[2,4-dihydroxy-3-[(2R)-2-hydroxy-3-methylbut-3-enyl]phenyl]-(6-hydroxy-1-benzofuran-2-yl)methanone

Details

• Internal ID: a3b5c70d-21ce-4bd2-b07f-e25895b45beb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Aryl-phenylketones
• IUPAC Name: [2,4-dihydroxy-3-[(2R)-2-hydroxy-3-methylbut-3-enyl]phenyl]-(6-hydroxy-1-benzofuran-2-yl)methanone
• InChI: InChI=1S/C20H18O6/c1-10(2)16(23)9-14-15(22)6-5-13(19(14)24)20(25)18-7-11-3-4-12(21)8-17(11)26-18/h3-8,16,21-24H,1,9H2,2H3/t16-/m1/s1
• InChI Key: BFJYPPKXXBMMJF-MRXNPFEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	-	0.6848	68.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5390	53.90%
OATP2B1 inhibitior	+	0.5736	57.36%
OATP1B1 inhibitior	+	0.8127	81.27%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7136	71.36%
P-glycoprotein inhibitior	-	0.7182	71.82%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5146	51.46%
CYP2C9 substrate	+	0.5651	56.51%
CYP2D6 substrate	-	0.8121	81.21%
CYP3A4 inhibition	-	0.6775	67.75%
CYP2C9 inhibition	+	0.5135	51.35%
CYP2C19 inhibition	+	0.5201	52.01%
CYP2D6 inhibition	-	0.8306	83.06%
CYP1A2 inhibition	+	0.7348	73.48%
CYP2C8 inhibition	+	0.5365	53.65%
CYP inhibitory promiscuity	+	0.8404	84.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5401	54.01%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.6207	62.07%
Skin irritation	-	0.6536	65.36%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6347	63.47%
Micronuclear	+	0.6118	61.18%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.5822	58.22%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8691	86.91%
Acute Oral Toxicity (c)	III	0.4156	41.56%
Estrogen receptor binding	+	0.8473	84.73%
Androgen receptor binding	+	0.7905	79.05%
Thyroid receptor binding	+	0.6579	65.79%
Glucocorticoid receptor binding	+	0.8687	86.87%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	+	0.8194	81.94%
Honey bee toxicity	-	0.8649	86.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.85%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.01%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.79%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.10%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.57%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.57%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.00%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.82%	90.71%
CHEMBL4581	P52732	Kinesin-like protein 1	83.04%	93.18%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.30%	94.42%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.63%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.26%	86.33%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 162936204
• LOTUS: LTS0172446
• wikiData: Q104934294