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

Details

• Internal ID: b8875533-e5bb-405f-a22f-edaf15757a72
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-hydroxy-5-[(6-hydroxy-4-oxopyran-2-yl)methyl]-2-methyl-3H-chromen-4-one
• InChI: InChI=1S/C16H14O6/c1-16(20)8-12(18)15-9(3-2-4-13(15)22-16)5-11-6-10(17)7-14(19)21-11/h2-4,6-7,19-20H,5,8H2,1H3
• InChI Key: PPQZSHBCSHPUFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• 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	+	0.5000	50.00%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7941	79.41%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6828	68.28%
P-glycoprotein inhibitior	-	0.8975	89.75%
P-glycoprotein substrate	-	0.8153	81.53%
CYP3A4 substrate	+	0.5794	57.94%
CYP2C9 substrate	+	0.6121	61.21%
CYP2D6 substrate	-	0.8434	84.34%
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	-	0.6086	60.86%
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	-	0.9288	92.88%
Skin irritation	-	0.7254	72.54%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6202	62.02%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5870	58.70%
Acute Oral Toxicity (c)	I	0.4515	45.15%
Estrogen receptor binding	+	0.6056	60.56%
Androgen receptor binding	+	0.7302	73.02%
Thyroid receptor binding	-	0.6928	69.28%
Glucocorticoid receptor binding	+	0.7128	71.28%
Aromatase binding	+	0.6944	69.44%
PPAR gamma	+	0.8440	84.40%
Honey bee toxicity	-	0.8739	87.39%
Biodegradation	-	0.8250	82.50%
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	99.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.40%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.42%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.39%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.95%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.22%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.17%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.35%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.29%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.61%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.24%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.52%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.86%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21676588
• LOTUS: LTS0205658
• wikiData: Q105213010