6-Hydroxy-2-[2-(4-hydroxyphenyl) ethyl]chromone

Details

• Internal ID: 17bf12a6-03e5-4a9d-bb44-8d8b457d65e2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]chromen-4-one
• InChI: InChI=1S/C17H14O4/c18-12-4-1-11(2-5-12)3-7-14-10-16(20)15-9-13(19)6-8-17(15)21-14/h1-2,4-6,8-10,18-19H,3,7H2
• InChI Key: ZEEYITCRNXWBJA-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9630	96.30%
Caco-2	-	0.7557	75.57%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6789	67.89%
OATP2B1 inhibitior	-	0.5828	58.28%
OATP1B1 inhibitior	+	0.8267	82.67%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4708	47.08%
P-glycoprotein inhibitior	-	0.8102	81.02%
P-glycoprotein substrate	-	0.7371	73.71%
CYP3A4 substrate	-	0.5487	54.87%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.7933	79.33%
CYP3A4 inhibition	+	0.7212	72.12%
CYP2C9 inhibition	+	0.5094	50.94%
CYP2C19 inhibition	+	0.5642	56.42%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	+	0.8380	83.80%
CYP2C8 inhibition	+	0.5305	53.05%
CYP inhibitory promiscuity	-	0.5893	58.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.5715	57.15%
Skin irritation	-	0.6111	61.11%
Skin corrosion	-	0.9699	96.99%
Ames mutagenesis	-	0.6232	62.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.6263	62.63%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8092	80.92%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8601	86.01%
Acute Oral Toxicity (c)	III	0.7632	76.32%
Estrogen receptor binding	+	0.9471	94.71%
Androgen receptor binding	+	0.9243	92.43%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.8423	84.23%
Aromatase binding	+	0.8864	88.64%
PPAR gamma	+	0.8324	83.24%
Honey bee toxicity	-	0.8137	81.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4509	45.09%

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	98.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.68%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.06%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.57%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.82%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.58%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.36%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.42%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.19%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.75%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.33%	85.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.47%	96.37%

Plants that contains it

• Aquilaria malaccensis

Cross-Links

• PubChem: 11087237
• NPASS: NPC173403
• LOTUS: LTS0225643
• wikiData: Q105373169