6-Hydroxy-3-[(4-hydroxyphenyl)methyl]-7-methoxychromen-2-one

Details

• Internal ID: 76604c15-60b9-4095-9fd6-3472b2165cdf
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 6-hydroxy-3-[(4-hydroxyphenyl)methyl]-7-methoxychromen-2-one
• InChI: InChI=1S/C17H14O5/c1-21-16-9-15-11(8-14(16)19)7-12(17(20)22-15)6-10-2-4-13(18)5-3-10/h2-5,7-9,18-19H,6H2,1H3
• InChI Key: PDAYJBSQNNWAGZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9326	93.26%
Caco-2	+	0.6913	69.13%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7273	72.73%
OATP2B1 inhibitior	+	0.5615	56.15%
OATP1B1 inhibitior	+	0.8377	83.77%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6847	68.47%
P-glycoprotein inhibitior	-	0.7924	79.24%
P-glycoprotein substrate	-	0.7055	70.55%
CYP3A4 substrate	+	0.5189	51.89%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.8625	86.25%
CYP2C9 inhibition	-	0.6158	61.58%
CYP2C19 inhibition	-	0.5799	57.99%
CYP2D6 inhibition	-	0.8517	85.17%
CYP1A2 inhibition	+	0.7711	77.11%
CYP2C8 inhibition	+	0.6248	62.48%
CYP inhibitory promiscuity	+	0.5693	56.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5912	59.12%
Eye corrosion	-	0.9539	95.39%
Eye irritation	+	0.7638	76.38%
Skin irritation	-	0.6177	61.77%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7645	76.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.7042	70.42%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	-	0.6290	62.90%
skin sensitisation	-	0.9314	93.14%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5608	56.08%
Acute Oral Toxicity (c)	III	0.7766	77.66%
Estrogen receptor binding	+	0.9193	91.93%
Androgen receptor binding	+	0.7584	75.84%
Thyroid receptor binding	-	0.5205	52.05%
Glucocorticoid receptor binding	+	0.8414	84.14%
Aromatase binding	+	0.8472	84.72%
PPAR gamma	+	0.8323	83.23%
Honey bee toxicity	-	0.8644	86.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.8983	89.83%

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	97.07%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.07%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.98%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.78%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.02%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	88.09%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.87%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.31%	85.14%
CHEMBL2535	P11166	Glucose transporter	86.38%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.86%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.72%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.39%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.89%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.09%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.89%	90.71%

Plants that contains it

• Soymida febrifuga

Cross-Links

• PubChem: 44479225
• LOTUS: LTS0023554
• wikiData: Q105206275