4,5-Dihydroxy-7-(4-hydroxyphenyl)chromen-2-one

Details

• Internal ID: 4753e435-3e37-487b-8472-821dc03a8e18
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 4-hydroxycoumarins
• IUPAC Name: 4,5-dihydroxy-7-(4-hydroxyphenyl)chromen-2-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=C3C(=CC(=O)OC3=C2)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=C3C(=CC(=O)OC3=C2)O)O)O
• InChI: InChI=1S/C15H10O5/c16-10-3-1-8(2-4-10)9-5-11(17)15-12(18)7-14(19)20-13(15)6-9/h1-7,16-18H
• InChI Key: UMEUPGNISCZDFG-UHFFFAOYSA-N
• Popularity: 0 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): 87.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9500	95.00%
Caco-2	+	0.7959	79.59%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	0.6727	67.27%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.8698	86.98%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6934	69.34%
P-glycoprotein inhibitior	-	0.8763	87.63%
P-glycoprotein substrate	-	0.9473	94.73%
CYP3A4 substrate	-	0.5801	58.01%
CYP2C9 substrate	+	0.5173	51.73%
CYP2D6 substrate	-	0.8799	87.99%
CYP3A4 inhibition	+	0.8646	86.46%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7419	74.19%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.5075	50.75%
CYP2C8 inhibition	+	0.6664	66.64%
CYP inhibitory promiscuity	-	0.5430	54.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.9290	92.90%
Skin irritation	+	0.5485	54.85%
Skin corrosion	-	0.9808	98.08%
Ames mutagenesis	-	0.5044	50.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.9200	92.00%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4570	45.70%
Acute Oral Toxicity (c)	III	0.5988	59.88%
Estrogen receptor binding	+	0.8881	88.81%
Androgen receptor binding	+	0.9500	95.00%
Thyroid receptor binding	+	0.5760	57.60%
Glucocorticoid receptor binding	+	0.9523	95.23%
Aromatase binding	+	0.8841	88.41%
PPAR gamma	+	0.8963	89.63%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8967	89.67%

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	97.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	91.94%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.59%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.45%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.91%	99.15%
CHEMBL3194	P02766	Transthyretin	88.14%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.05%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.00%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.32%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.43%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.38%	93.65%

Plants that contains it

• Echinops niveus

Cross-Links

• PubChem: 85548965
• LOTUS: LTS0174218
• wikiData: Q104396347