5,8-Dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 32dbd891-68b0-4c45-8625-d259b94af3e9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5,8-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• InChI: InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)14-10(17)5-6-11(18)15(14)20-13/h1-7,16-18H
• InChI Key: TUAPRGJSYIVNMR-UHFFFAOYSA-N
• Popularity: 2 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: 1.70
• 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	+	0.9785	97.85%
Caco-2	-	0.7859	78.59%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.6592	65.92%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9780	97.80%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7052	70.52%
P-glycoprotein inhibitior	-	0.8972	89.72%
P-glycoprotein substrate	-	0.9572	95.72%
CYP3A4 substrate	-	0.5781	57.81%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.6883	68.83%
CYP2C9 inhibition	+	0.9090	90.90%
CYP2C19 inhibition	-	0.5391	53.91%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	+	0.8918	89.18%
CYP2C8 inhibition	+	0.6311	63.11%
CYP inhibitory promiscuity	+	0.5645	56.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5145	51.45%
Eye corrosion	-	0.9810	98.10%
Eye irritation	+	0.9547	95.47%
Skin irritation	+	0.5699	56.99%
Skin corrosion	-	0.9819	98.19%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9180	91.80%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.8633	86.33%
Androgen receptor binding	+	0.9360	93.60%
Thyroid receptor binding	+	0.6250	62.50%
Glucocorticoid receptor binding	+	0.9272	92.72%
Aromatase binding	+	0.9291	92.91%
PPAR gamma	+	0.9250	92.50%
Honey bee toxicity	-	0.8389	83.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8228	82.28%

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	97.31%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	96.66%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.87%	99.15%
CHEMBL3194	P02766	Transthyretin	93.18%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.80%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.47%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.57%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.69%	83.57%
CHEMBL308	P06493	Cyclin-dependent kinase 1	86.62%	91.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.39%	95.56%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.80%	89.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.20%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.11%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.07%	85.11%
CHEMBL3401	O75469	Pregnane X receptor	83.86%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.39%	91.38%
CHEMBL1951	P21397	Monoamine oxidase A	82.69%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%

Plants that contains it

• Mimosa tenuiflora

Cross-Links

• PubChem: 85987351
• LOTUS: LTS0029953
• wikiData: Q105264646