2-(3,5-Dihydroxy-4-methoxyphenyl)-3,7-dihydroxychromen-4-one

Details

• Internal ID: ce076f34-c674-477a-bd18-d300af220678
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 2-(3,5-dihydroxy-4-methoxyphenyl)-3,7-dihydroxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1O)C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1O)C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)O
• InChI: InChI=1S/C16H12O7/c1-22-16-10(18)4-7(5-11(16)19)15-14(21)13(20)9-3-2-8(17)6-12(9)23-15/h2-6,17-19,21H,1H3
• InChI Key: APGKGZNGOXQWLG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9524	95.24%
Caco-2	+	0.8089	80.89%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6494	64.94%
OATP2B1 inhibitior	+	0.5878	58.78%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8171	81.71%
P-glycoprotein inhibitior	-	0.7563	75.63%
P-glycoprotein substrate	-	0.6252	62.52%
CYP3A4 substrate	+	0.5429	54.29%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.7348	73.48%
CYP2C9 inhibition	+	0.7560	75.60%
CYP2C19 inhibition	+	0.8648	86.48%
CYP2D6 inhibition	-	0.6993	69.93%
CYP1A2 inhibition	+	0.9218	92.18%
CYP2C8 inhibition	+	0.7307	73.07%
CYP inhibitory promiscuity	+	0.8546	85.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.8251	82.51%
Skin irritation	-	0.5841	58.41%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6357	63.57%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8060	80.60%
Acute Oral Toxicity (c)	III	0.7362	73.62%
Estrogen receptor binding	+	0.9141	91.41%
Androgen receptor binding	+	0.7501	75.01%
Thyroid receptor binding	+	0.7037	70.37%
Glucocorticoid receptor binding	+	0.8584	85.84%
Aromatase binding	+	0.8295	82.95%
PPAR gamma	+	0.7925	79.25%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8321	83.21%

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	99.40%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.13%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.69%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.48%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.47%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.20%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.61%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.94%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.67%	99.17%
CHEMBL3194	P02766	Transthyretin	83.52%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.01%	85.14%

Plants that contains it

• Sophora yunnanensis

Cross-Links

• PubChem: 57384111
• LOTUS: LTS0198120
• wikiData: Q104916251