2',4'-Dihydroxy-5,7-dimethoxyisoflavone

Details

• Internal ID: 9fec8138-8517-4f97-9356-34884411fe36
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-5,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O
• InChI: InChI=1S/C17H14O6/c1-21-10-6-14(22-2)16-15(7-10)23-8-12(17(16)20)11-4-3-9(18)5-13(11)19/h3-8,18-19H,1-2H3
• InChI Key: SKVDVYIZINFQQM-UHFFFAOYSA-N
• Popularity: 0 references 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: 2.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• LMPK12050333

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9636	96.36%
Caco-2	+	0.8740	87.40%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7896	78.96%
OATP2B1 inhibitior	+	0.5602	56.02%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7741	77.41%
P-glycoprotein inhibitior	-	0.4719	47.19%
P-glycoprotein substrate	-	0.8438	84.38%
CYP3A4 substrate	+	0.5538	55.38%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.7952	79.52%
CYP2C9 inhibition	+	0.7585	75.85%
CYP2C19 inhibition	+	0.9080	90.80%
CYP2D6 inhibition	-	0.6124	61.24%
CYP1A2 inhibition	+	0.9222	92.22%
CYP2C8 inhibition	+	0.5926	59.26%
CYP inhibitory promiscuity	+	0.8786	87.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6635	66.35%
Eye corrosion	-	0.9798	97.98%
Eye irritation	+	0.7746	77.46%
Skin irritation	-	0.6805	68.05%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7366	73.66%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5995	59.95%
Acute Oral Toxicity (c)	III	0.6325	63.25%
Estrogen receptor binding	+	0.8668	86.68%
Androgen receptor binding	+	0.8890	88.90%
Thyroid receptor binding	+	0.7187	71.87%
Glucocorticoid receptor binding	+	0.7211	72.11%
Aromatase binding	+	0.7769	77.69%
PPAR gamma	+	0.7161	71.61%
Honey bee toxicity	-	0.8815	88.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.8967	89.67%

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	98.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.84%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.58%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.74%	99.15%
CHEMBL2535	P11166	Glucose transporter	90.05%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.07%	89.00%
CHEMBL3194	P02766	Transthyretin	85.10%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.97%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.86%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.60%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.75%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.62%	99.23%

Plants that contains it

• Lupinus pilosus

Cross-Links

• PubChem: 14756217
• LOTUS: LTS0043264
• wikiData: Q105255064