5,7-Dihydroxy-8-methoxy-3-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: f476998b-dc9e-4940-88e7-e8c86a47f22c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 4-O-methylisoflavones
• IUPAC Name: 5,7-dihydroxy-8-methoxy-3-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C(=CC(=C3OC)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C(=CC(=C3OC)O)O
• InChI: InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)11-8-23-17-14(15(11)20)12(18)7-13(19)16(17)22-2/h3-8,18-19H,1-2H3
• InChI Key: OABIUNRFCBFKTL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• 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	+	0.9440	94.40%
Caco-2	+	0.9105	91.05%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7519	75.19%
P-glycoprotein inhibitior	-	0.5100	51.00%
P-glycoprotein substrate	-	0.9545	95.45%
CYP3A4 substrate	+	0.5287	52.87%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	+	0.4447	44.47%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.7542	75.42%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5843	58.43%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6219	62.19%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.9219	92.19%
Androgen receptor binding	+	0.8868	88.68%
Thyroid receptor binding	+	0.8123	81.23%
Glucocorticoid receptor binding	+	0.8601	86.01%
Aromatase binding	+	0.7645	76.45%
PPAR gamma	+	0.6364	63.64%
Honey bee toxicity	-	0.9314	93.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8636	86.36%

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	98.29%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.18%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.59%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.13%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	89.73%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.73%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.34%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.78%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	85.04%	92.98%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.94%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.51%	96.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.20%	93.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.58%	93.99%

Plants that contains it

• Polygala virgata

Cross-Links

• PubChem: 15818932
• LOTUS: LTS0166266
• wikiData: Q105188575