6,7,2',3',4'-Pentamethoxyisoflavone

Details

• Internal ID: 14c574cb-a7c5-4bd6-b0b0-d0bf337660f6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
• IUPAC Name: 6,7-dimethoxy-3-(2,3,4-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C(=C(C=C1)C2=COC3=CC(=C(C=C3C2=O)OC)OC)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C=C1)C2=COC3=CC(=C(C=C3C2=O)OC)OC)OC)OC
• InChI: InChI=1S/C20H20O7/c1-22-14-7-6-11(19(25-4)20(14)26-5)13-10-27-15-9-17(24-3)16(23-2)8-12(15)18(13)21/h6-10H,1-5H3
• InChI Key: PQBJXCFVHIZLIF-UHFFFAOYSA-N
• Popularity: 0 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): 72.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 33978-66-4
• 6,7-Dimethoxy-3-(2,3,4-trimethoxyphenyl)-4H-chromen-4-one
• LMPK12050119
• CCG-214166

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8822	88.22%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.9919	99.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4606	46.06%
P-glycoprotein inhibitior	+	0.9347	93.47%
P-glycoprotein substrate	-	0.6870	68.70%
CYP3A4 substrate	+	0.5454	54.54%
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	-	0.6362	63.62%
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	-	0.6290	62.90%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4212	42.12%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5894	58.94%
Acute Oral Toxicity (c)	II	0.6245	62.45%
Estrogen receptor binding	+	0.9185	91.85%
Androgen receptor binding	+	0.7598	75.98%
Thyroid receptor binding	+	0.7177	71.77%
Glucocorticoid receptor binding	+	0.7819	78.19%
Aromatase binding	+	0.6180	61.80%
PPAR gamma	+	0.5564	55.64%
Honey bee toxicity	-	0.8943	89.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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	95.10%	92.98%
CHEMBL2581	P07339	Cathepsin D	93.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.63%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.26%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.63%	94.00%
CHEMBL2535	P11166	Glucose transporter	90.16%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.60%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.82%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	83.06%	90.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.81%	97.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.61%	94.03%

Plants that contains it

• Pterodon emarginatus

Cross-Links

• PubChem: 44257251
• LOTUS: LTS0008632
• wikiData: Q104195196