7,3'-Dihydroxy-5,4',5'-trimethoxyisoflavone

Details

• Internal ID: 7705e6f8-3c3d-4243-b9ee-3101005a120b
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 3-hydroxy,4-methoxyisoflavonoids
• IUPAC Name: 7-hydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-5-methoxychromen-4-one
• InChI: InChI=1S/C18H16O7/c1-22-13-6-10(19)7-14-16(13)17(21)11(8-25-14)9-4-12(20)18(24-3)15(5-9)23-2/h4-8,19-20H,1-3H3
• InChI Key: KNMQHZKIJQRCIJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.7153	71.53%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.9566	95.66%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5936	59.36%
P-glycoprotein inhibitior	-	0.4598	45.98%
P-glycoprotein substrate	-	0.8855	88.55%
CYP3A4 substrate	+	0.5694	56.94%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.6566	65.66%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	+	0.8642	86.42%
CYP2C8 inhibition	+	0.7131	71.31%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.7073	70.73%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7529	75.29%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6426	64.26%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.9179	91.79%
Androgen receptor binding	+	0.6287	62.87%
Thyroid receptor binding	+	0.7144	71.44%
Glucocorticoid receptor binding	+	0.7275	72.75%
Aromatase binding	+	0.7337	73.37%
PPAR gamma	+	0.6526	65.26%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.8969	89.69%

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	96.94%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.60%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.00%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.14%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	88.78%	92.98%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.04%	80.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL3194	P02766	Transthyretin	86.19%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.71%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.90%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.83%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.78%	98.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.12%	99.23%

Plants that contains it

• Eriocaulon buergerianum

Cross-Links

• PubChem: 24854453
• LOTUS: LTS0023912
• wikiData: Q105143468