3,3',5,7-Tetrahydroxyflavone

Details

• Internal ID: 56f834e1-79ad-4245-9cf2-10c27c4842b2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-2-(3-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC(=C1)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
• InChI: InChI=1S/C15H10O6/c16-8-3-1-2-7(4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H
• InChI Key: ABDQTIKKAYGHNV-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 210560-14-8
• 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3-hydroxyphenyl)-
• 3,5,7-trihydroxy-2-(3-hydroxyphenyl)chromen-4-one
• CHEMBL4639902
• SCHEMBL14764207

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9499	94.99%
Caco-2	+	0.5115	51.15%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6122	61.22%
OATP2B1 inhibitior	-	0.5047	50.47%
OATP1B1 inhibitior	+	0.8088	80.88%
OATP1B3 inhibitior	-	0.5697	56.97%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8219	82.19%
P-glycoprotein inhibitior	-	0.8936	89.36%
P-glycoprotein substrate	-	0.6976	69.76%
CYP3A4 substrate	+	0.5389	53.89%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.7241	72.41%
CYP2C9 inhibition	+	0.8948	89.48%
CYP2C19 inhibition	+	0.6434	64.34%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	+	0.9154	91.54%
CYP inhibitory promiscuity	+	0.7652	76.52%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.9852	98.52%
Skin irritation	+	0.6294	62.94%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8388	83.88%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5524	55.24%
skin sensitisation	-	0.7817	78.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8175	81.75%
Acute Oral Toxicity (c)	II	0.6238	62.38%
Estrogen receptor binding	+	0.8832	88.32%
Androgen receptor binding	+	0.7870	78.70%
Thyroid receptor binding	+	0.6814	68.14%
Glucocorticoid receptor binding	+	0.8764	87.64%
Aromatase binding	+	0.8472	84.72%
PPAR gamma	+	0.9241	92.41%
Honey bee toxicity	-	0.9090	90.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	98.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	95.40%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.22%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.19%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.44%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.41%	99.23%
CHEMBL3194	P02766	Transthyretin	88.42%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.51%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.41%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.26%	93.99%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.29%	83.10%

Plants that contains it

• Costus spicatus

Cross-Links

• PubChem: 9860659
• LOTUS: LTS0141309
• wikiData: Q104908542