2,7-dihydroxy-5-[(4-hydroxy-6-oxopyran-2-yl)methyl]-2-methyl-3H-chromen-4-one

Details

• Internal ID: 73c37a52-62d6-4f08-969f-08a5422449a4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2,7-dihydroxy-5-[(4-hydroxy-6-oxopyran-2-yl)methyl]-2-methyl-3H-chromen-4-one
• InChI: InChI=1S/C16H14O7/c1-16(21)7-12(19)15-8(2-9(17)5-13(15)23-16)3-11-4-10(18)6-14(20)22-11/h2,4-6,17-18,21H,3,7H2,1H3
• InChI Key: WFNZGUNBSCUXFX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8535	85.35%
Caco-2	-	0.6018	60.18%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7941	79.41%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7671	76.71%
P-glycoprotein inhibitior	-	0.8752	87.52%
P-glycoprotein substrate	-	0.8678	86.78%
CYP3A4 substrate	+	0.5534	55.34%
CYP2C9 substrate	+	0.8398	83.98%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7603	76.03%
CYP2C9 inhibition	-	0.7240	72.40%
CYP2C19 inhibition	-	0.9010	90.10%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	-	0.6193	61.93%
CYP inhibitory promiscuity	-	0.9525	95.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5917	59.17%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8036	80.36%
Skin irritation	-	0.7254	72.54%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5912	59.12%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7739	77.39%
Acute Oral Toxicity (c)	I	0.4515	45.15%
Estrogen receptor binding	+	0.6360	63.60%
Androgen receptor binding	+	0.7456	74.56%
Thyroid receptor binding	-	0.6863	68.63%
Glucocorticoid receptor binding	+	0.8055	80.55%
Aromatase binding	+	0.6439	64.39%
PPAR gamma	+	0.7801	78.01%
Honey bee toxicity	-	0.8457	84.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9526	95.26%

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	99.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.77%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.98%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.10%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.33%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.00%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.39%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.18%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.04%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.34%	96.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.46%	96.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54715200
• LOTUS: LTS0181294
• wikiData: Q105304097