5,2'-Dihydroxyflavone

Details

• Internal ID: 051dcf6d-8a22-44ea-a09f-d4dfe9681f94
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5-hydroxy-2-(2-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC=C(C(=C1)C2=CC(=O)C3=C(C=CC=C3O2)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)C2=CC(=O)C3=C(C=CC=C3O2)O)O
• InChI: InChI=1S/C15H10O4/c16-10-5-2-1-4-9(10)14-8-12(18)15-11(17)6-3-7-13(15)19-14/h1-8,16-17H
• InChI Key: QAGGRDVXPIXVDQ-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 6674-39-1
• 5-hydroxy-2-(2-hydroxyphenyl)chromen-4-one
• 5-hydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
• KBio2_004512
• Spectrum_001464
• KBioSS_001944
• SCHEMBL4649638
• KBio2_001944
• KBio2_007080
• QAGGRDVXPIXVDQ-UHFFFAOYSA-N
• DTXSID301041391
• LMPK12110081
• MFCD00017675
• PD001271
• FT-0636232
• 4H-1-Benzopyran-4-one, 5-hydroxy-2-(2-hydroxyphenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	-	0.5317	53.17%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8516	85.16%
OATP2B1 inhibitior	-	0.6969	69.69%
OATP1B1 inhibitior	+	0.9358	93.58%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7820	78.20%
P-glycoprotein inhibitior	-	0.7940	79.40%
P-glycoprotein substrate	-	0.8874	88.74%
CYP3A4 substrate	-	0.5738	57.38%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.6261	62.61%
CYP2C9 inhibition	+	0.9757	97.57%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	-	0.7380	73.80%
CYP inhibitory promiscuity	+	0.6929	69.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6163	61.63%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.9567	95.67%
Skin irritation	+	0.6467	64.67%
Skin corrosion	-	0.9880	98.80%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9031	90.31%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5200	52.00%
Acute Oral Toxicity (c)	II	0.5629	56.29%
Estrogen receptor binding	+	0.9432	94.32%
Androgen receptor binding	+	0.7842	78.42%
Thyroid receptor binding	+	0.7124	71.24%
Glucocorticoid receptor binding	+	0.9342	93.42%
Aromatase binding	+	0.9179	91.79%
PPAR gamma	+	0.9193	91.93%
Honey bee toxicity	-	0.8858	88.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9385	93.85%

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	97.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.59%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.61%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.28%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	87.95%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.47%	99.23%
CHEMBL3194	P02766	Transthyretin	86.85%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.33%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.61%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.35%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.11%	98.75%

Plants that contains it

• Primula denticulata

Cross-Links

• PubChem: 688660
• LOTUS: LTS0031344
• wikiData: Q105217381