7-Hydroxy-3-[hydroxy(phenyl)methyl]-6-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: ed45137b-9df5-4cf8-9e83-54bb080ce0a7
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: 7-hydroxy-3-[hydroxy(phenyl)methyl]-6-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O5/c1-21-15-7-11-14(8-13(15)18)22-9-12(17(11)20)16(19)10-5-3-2-4-6-10/h2-8,12,16,18-19H,9H2,1H3
• InChI Key: XILAJGBHJRFDOR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.33
• 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	+	0.9735	97.35%
Caco-2	+	0.6039	60.39%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7676	76.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9488	94.88%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6168	61.68%
P-glycoprotein inhibitior	-	0.6720	67.20%
P-glycoprotein substrate	-	0.7783	77.83%
CYP3A4 substrate	+	0.5236	52.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7131	71.31%
CYP3A4 inhibition	-	0.7709	77.09%
CYP2C9 inhibition	+	0.5075	50.75%
CYP2C19 inhibition	+	0.7393	73.93%
CYP2D6 inhibition	-	0.8341	83.41%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	-	0.8785	87.85%
CYP inhibitory promiscuity	+	0.5199	51.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6326	63.26%
Eye corrosion	-	0.9707	97.07%
Eye irritation	+	0.5312	53.12%
Skin irritation	-	0.6832	68.32%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7713	77.13%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7670	76.70%
Acute Oral Toxicity (c)	III	0.8115	81.15%
Estrogen receptor binding	+	0.5772	57.72%
Androgen receptor binding	+	0.5726	57.26%
Thyroid receptor binding	+	0.5521	55.21%
Glucocorticoid receptor binding	+	0.5749	57.49%
Aromatase binding	-	0.6626	66.26%
PPAR gamma	-	0.6433	64.33%
Honey bee toxicity	-	0.8072	80.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8177	81.77%

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	98.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.81%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.51%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.21%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.42%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.50%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.89%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.30%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.67%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.00%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.66%	96.00%

Plants that contains it

• Persicaria senegalensis

Cross-Links

• PubChem: 163032871
• LOTUS: LTS0079067
• wikiData: Q105328559