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

Details

• Internal ID: d82ed3f5-6310-4e3f-8c8a-ef049754afd6
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavones
• IUPAC Name: 5-hydroxy-3-[(4-hydroxyphenyl)methyl]-7-methoxychromen-4-one
• InChI: InChI=1S/C17H14O5/c1-21-13-7-14(19)16-15(8-13)22-9-11(17(16)20)6-10-2-4-12(18)5-3-10/h2-5,7-9,18-19H,6H2,1H3
• InChI Key: RRUYUEQSMGGNHI-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: 3.30
• 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	+	0.9742	97.42%
Caco-2	+	0.7188	71.88%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8273	82.73%
OATP2B1 inhibitior	-	0.5726	57.26%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.9861	98.61%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7504	75.04%
P-glycoprotein inhibitior	-	0.5534	55.34%
P-glycoprotein substrate	-	0.8566	85.66%
CYP3A4 substrate	+	0.5311	53.11%
CYP2C9 substrate	-	0.5831	58.31%
CYP2D6 substrate	-	0.7906	79.06%
CYP3A4 inhibition	-	0.6557	65.57%
CYP2C9 inhibition	+	0.7688	76.88%
CYP2C19 inhibition	+	0.9030	90.30%
CYP2D6 inhibition	-	0.7068	70.68%
CYP1A2 inhibition	+	0.9680	96.80%
CYP2C8 inhibition	+	0.6366	63.66%
CYP inhibitory promiscuity	+	0.8143	81.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6064	60.64%
Eye corrosion	-	0.9577	95.77%
Eye irritation	+	0.8829	88.29%
Skin irritation	-	0.6316	63.16%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7023	70.23%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9395	93.95%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4659	46.59%
Acute Oral Toxicity (c)	III	0.7293	72.93%
Estrogen receptor binding	+	0.8873	88.73%
Androgen receptor binding	+	0.9019	90.19%
Thyroid receptor binding	+	0.5616	56.16%
Glucocorticoid receptor binding	+	0.8126	81.26%
Aromatase binding	+	0.9062	90.62%
PPAR gamma	+	0.8734	87.34%
Honey bee toxicity	-	0.8183	81.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8687	86.87%

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	97.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.27%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.56%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.50%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.31%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.24%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.00%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.60%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.05%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.97%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.68%	94.73%
CHEMBL2535	P11166	Glucose transporter	84.04%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.92%	85.14%
CHEMBL3194	P02766	Transthyretin	82.05%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.14%	97.28%

Plants that contains it

• Lachenalia punctata

Cross-Links

• PubChem: 162800995
• LOTUS: LTS0109143
• wikiData: Q105244370