6,7,3',4',5'-Pentamethoxyisoflavone

Details

• Internal ID: a7c98de3-b5bf-4d17-a085-8a05148d7bbe
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
• IUPAC Name: 6,7-dimethoxy-3-(3,4,5-trimethoxyphenyl)chromen-4-one
• InChI: InChI=1S/C20H20O7/c1-22-15-8-12-14(9-16(15)23-2)27-10-13(19(12)21)11-6-17(24-3)20(26-5)18(7-11)25-4/h6-10H,1-5H3
• InChI Key: HLOABGSBRIDRHW-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 72.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• CHEMBL3950284
• 6,7-dimethoxy-3-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
• LMPK12050127
• AKOS037480542
• 3',4',5',6,7-pentamethoxyisoflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8459	84.59%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9582	95.82%
OATP1B3 inhibitior	+	0.9919	99.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6113	61.13%
P-glycoprotein inhibitior	+	0.9040	90.40%
P-glycoprotein substrate	-	0.8469	84.69%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.6138	61.38%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	+	0.7445	74.45%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	+	0.9694	96.94%
CYP2C8 inhibition	-	0.6130	61.30%
CYP inhibitory promiscuity	+	0.8123	81.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5636	56.36%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.5625	56.25%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6648	66.48%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6126	61.26%
Acute Oral Toxicity (c)	II	0.6245	62.45%
Estrogen receptor binding	+	0.8933	89.33%
Androgen receptor binding	+	0.6744	67.44%
Thyroid receptor binding	+	0.6538	65.38%
Glucocorticoid receptor binding	+	0.7609	76.09%
Aromatase binding	+	0.5893	58.93%
PPAR gamma	+	0.5963	59.63%
Honey bee toxicity	-	0.7853	78.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9192	91.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4302	P08183	P-glycoprotein 1	99.18%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.03%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.07%	92.38%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.42%	94.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.58%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.16%	99.17%
CHEMBL5747	Q92793	CREB-binding protein	83.41%	95.12%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	82.04%	85.00%
CHEMBL1907	P15144	Aminopeptidase N	80.17%	93.31%

Plants that contains it

• Pterodon emarginatus

Cross-Links

• PubChem: 44257254
• LOTUS: LTS0057924
• wikiData: Q105030241