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

Details

• Internal ID: f17850f7-4ce2-4027-9c6c-a856621e9ff2
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 3-O-methylated isoflavonoids > 3-O-methylisoflavones
• IUPAC Name: 7-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
• InChI: InChI=1S/C17H14O6/c1-21-14-5-9(6-15(22-2)17(14)20)12-8-23-13-7-10(18)3-4-11(13)16(12)19/h3-8,18,20H,1-2H3
• InChI Key: KAAIDCFNSXASKK-UHFFFAOYSA-N
• Popularity: 5 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

• CHEMBL457942
• InChI=1/C17H14O6/c1-21-14-5-9(6-15(22-2)17(14)20)12-8-23-13-7-10(18)3-4-11(13)16(12)19/h3-8,18,20H,1-2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.7848	78.48%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	+	0.5646	56.46%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6708	67.08%
P-glycoprotein inhibitior	-	0.5258	52.58%
P-glycoprotein substrate	-	0.7249	72.49%
CYP3A4 substrate	+	0.5688	56.88%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.6908	69.08%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.6987	69.87%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8761	87.61%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4633	46.33%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.8472	84.72%
Androgen receptor binding	+	0.8355	83.55%
Thyroid receptor binding	+	0.7340	73.40%
Glucocorticoid receptor binding	+	0.8284	82.84%
Aromatase binding	+	0.7128	71.28%
PPAR gamma	+	0.8691	86.91%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.8898	88.98%

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	98.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.22%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.40%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.92%	86.33%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	88.90%	98.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.38%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.90%	85.14%
CHEMBL3194	P02766	Transthyretin	83.26%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.14%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.78%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	81.48%	98.35%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.94%	98.11%

Plants that contains it

• Tephrosia purpurea

Cross-Links

• PubChem: 5323742
• LOTUS: LTS0117485
• wikiData: Q105137756