7,8-Dihydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one

Details

• Internal ID: 5ddf1cc8-a4ee-4368-9a29-e6c8568652c1
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids
• IUPAC Name: 7,8-dihydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one
• InChI: InChI=1S/C17H14O5/c1-21-12-4-2-10(3-5-12)8-11-9-22-17-13(15(11)19)6-7-14(18)16(17)20/h2-8,18,20H,9H2,1H3
• InChI Key: VXIWIIHDWPBCIM-UHFFFAOYSA-N
• Popularity: 4 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: 2.60
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 5
• 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	+	0.9419	94.19%
Caco-2	+	0.7092	70.92%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7113	71.13%
OATP2B1 inhibitior	+	0.5589	55.89%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.9906	99.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5620	56.20%
P-glycoprotein inhibitior	-	0.8686	86.86%
P-glycoprotein substrate	-	0.9505	95.05%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7680	76.80%
CYP3A4 inhibition	-	0.6486	64.86%
CYP2C9 inhibition	+	0.7219	72.19%
CYP2C19 inhibition	+	0.8490	84.90%
CYP2D6 inhibition	-	0.6027	60.27%
CYP1A2 inhibition	+	0.9463	94.63%
CYP2C8 inhibition	-	0.8336	83.36%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	-	0.9842	98.42%
Eye irritation	+	0.8957	89.57%
Skin irritation	-	0.7124	71.24%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7955	79.55%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8191	81.91%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5744	57.44%
Acute Oral Toxicity (c)	III	0.5767	57.67%
Estrogen receptor binding	+	0.8693	86.93%
Androgen receptor binding	+	0.9021	90.21%
Thyroid receptor binding	+	0.5950	59.50%
Glucocorticoid receptor binding	+	0.8320	83.20%
Aromatase binding	+	0.8179	81.79%
PPAR gamma	+	0.6950	69.50%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	99.00%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.92%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.37%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.30%	96.12%
CHEMBL4208	P20618	Proteasome component C5	92.01%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.89%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.06%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.17%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.46%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.28%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.26%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.83%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	81.86%	93.31%
CHEMBL3194	P02766	Transthyretin	81.57%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.31%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.16%	90.24%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.96%	80.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 130123
• LOTUS: LTS0100593
• wikiData: Q105298532