6,8-Dimethylisogenistein

Details

• Internal ID: 5eeee0d9-05d8-48e4-8831-6c75a1f4754e
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 5,7-dihydroxy-3-(2-hydroxyphenyl)-6,8-dimethylchromen-4-one
• InChI: InChI=1S/C17H14O5/c1-8-14(19)9(2)17-13(15(8)20)16(21)11(7-22-17)10-5-3-4-6-12(10)18/h3-7,18-20H,1-2H3
• InChI Key: VYFQDBFEAYEXCL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:67377
• DTXSID301159752
• 5,7,2'-trihydroxy-6,8-dimethylisoflavone
• Q27135836
• 5,7-dihydroxy-3-(2-hydroxyphenyl)-6,8-dimethyl-4H-chromen-4-one
• 5,7-Dihydroxy-3-(2-hydroxyphenyl)-6,8-dimethyl-4H-1-benzopyran-4-one
• 1303568-40-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	+	0.7282	72.82%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7964	79.64%
OATP2B1 inhibitior	+	0.5790	57.90%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	+	0.8429	84.29%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8442	84.42%
P-glycoprotein inhibitior	-	0.7919	79.19%
P-glycoprotein substrate	-	0.9355	93.55%
CYP3A4 substrate	-	0.5186	51.86%
CYP2C9 substrate	-	0.6233	62.33%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	+	0.8116	81.16%
CYP2C9 inhibition	+	0.8167	81.67%
CYP2C19 inhibition	+	0.7890	78.90%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	+	0.9473	94.73%
CYP2C8 inhibition	-	0.7150	71.50%
CYP inhibitory promiscuity	+	0.8054	80.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7003	70.03%
Eye corrosion	-	0.9883	98.83%
Eye irritation	+	0.8633	86.33%
Skin irritation	-	0.5773	57.73%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8108	81.08%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5816	58.16%
skin sensitisation	-	0.8905	89.05%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5600	56.00%
Acute Oral Toxicity (c)	III	0.6444	64.44%
Estrogen receptor binding	+	0.8177	81.77%
Androgen receptor binding	+	0.6846	68.46%
Thyroid receptor binding	+	0.7223	72.23%
Glucocorticoid receptor binding	+	0.8941	89.41%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.7352	73.52%
Honey bee toxicity	-	0.9410	94.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9398	93.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.71%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.25%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.61%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.71%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.74%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.19%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.10%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	86.97%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.00%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	81.93%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.61%	99.15%

Plants that contains it

• Pisonia umbellifera

Cross-Links

• PubChem: 70697886
• NPASS: NPC180590
• LOTUS: LTS0017009
• wikiData: Q27135836