2-(3,5-Dihydroxyphenyl)-6-hydroxy-1-benzofuran-5-carbaldehyde

Details

• Internal ID: cb6c228c-f3fb-47fc-bc16-6e88c5dce282
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3,5-dihydroxyphenyl)-6-hydroxy-1-benzofuran-5-carbaldehyde
• InChI: InChI=1S/C15H10O5/c16-7-10-1-8-4-14(20-15(8)6-13(10)19)9-2-11(17)5-12(18)3-9/h1-7,17-19H
• InChI Key: JPEZKGGHIXXEFQ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.7941	79.41%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7074	70.74%
OATP2B1 inhibitior	-	0.6966	69.66%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	-	0.5072	50.72%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6811	68.11%
P-glycoprotein inhibitior	-	0.8788	87.88%
P-glycoprotein substrate	-	0.8986	89.86%
CYP3A4 substrate	-	0.5588	55.88%
CYP2C9 substrate	-	0.6230	62.30%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	+	0.6304	63.04%
CYP2C9 inhibition	+	0.8922	89.22%
CYP2C19 inhibition	+	0.8259	82.59%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	+	0.9371	93.71%
CYP2C8 inhibition	+	0.5156	51.56%
CYP inhibitory promiscuity	+	0.8960	89.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.9690	96.90%
Skin irritation	+	0.5843	58.43%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6382	63.82%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.5042	50.42%
skin sensitisation	-	0.8117	81.17%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4986	49.86%
Estrogen receptor binding	+	0.9188	91.88%
Androgen receptor binding	+	0.6016	60.16%
Thyroid receptor binding	+	0.6537	65.37%
Glucocorticoid receptor binding	+	0.8125	81.25%
Aromatase binding	+	0.8601	86.01%
PPAR gamma	+	0.8219	82.19%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9709	97.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.67%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL3194	P02766	Transthyretin	92.51%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	86.76%	90.48%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.42%	99.15%
CHEMBL4208	P20618	Proteasome component C5	84.86%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.64%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.30%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.09%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.58%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.16%	99.23%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 46177530
• NPASS: NPC253872