7-Hydroxy-5-Methoxy-6,8-Dimethylisoflavone

Details

• Internal ID: 6d6bea45-2853-4915-aab4-026872620d6a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 7-hydroxy-5-methoxy-6,8-dimethyl-3-phenylchromen-4-one
• SMILES (Canonical): CC1=C(C(=C(C2=C1OC=C(C2=O)C3=CC=CC=C3)OC)C)O
• SMILES (Isomeric): CC1=C(C(=C(C2=C1OC=C(C2=O)C3=CC=CC=C3)OC)C)O
• InChI: InChI=1S/C18H16O4/c1-10-15(19)11(2)18-14(17(10)21-3)16(20)13(9-22-18)12-7-5-4-6-8-12/h4-9,19H,1-3H3
• InChI Key: RJYIZTVVOPZJCP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL1269031
• 7-hydroxy-5-methoxy-6,8-dimethylisoflavone
• SCHEMBL664200
• BDBM50482880
• 7-hydroxy-6,8-dimethyl-5-methoxyisoflavone
• Q27138984
• 7-hydroxy-5-methoxy-6,8-dimethyl-3-phenyl-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.7832	78.32%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8072	80.72%
OATP2B1 inhibitior	-	0.7239	72.39%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9880	98.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5827	58.27%
P-glycoprotein inhibitior	-	0.4387	43.87%
P-glycoprotein substrate	-	0.9464	94.64%
CYP3A4 substrate	+	0.5094	50.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7898	78.98%
CYP3A4 inhibition	-	0.6227	62.27%
CYP2C9 inhibition	-	0.7477	74.77%
CYP2C19 inhibition	+	0.6919	69.19%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	+	0.9142	91.42%
CYP2C8 inhibition	+	0.5065	50.65%
CYP inhibitory promiscuity	+	0.6650	66.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5882	58.82%
Eye corrosion	-	0.9819	98.19%
Eye irritation	+	0.7523	75.23%
Skin irritation	-	0.7367	73.67%
Skin corrosion	-	0.9876	98.76%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8038	80.38%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	-	0.5420	54.20%
skin sensitisation	-	0.9690	96.90%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6937	69.37%
Acute Oral Toxicity (c)	III	0.4571	45.71%
Estrogen receptor binding	+	0.7642	76.42%
Androgen receptor binding	+	0.6711	67.11%
Thyroid receptor binding	+	0.7346	73.46%
Glucocorticoid receptor binding	+	0.7962	79.62%
Aromatase binding	+	0.7810	78.10%
PPAR gamma	+	0.7682	76.82%
Honey bee toxicity	-	0.9174	91.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9182	91.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.71%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.36%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.06%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.37%	95.50%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	86.74%	98.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.62%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.60%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.49%	94.08%

Plants that contains it

• Syzygium nervosum

Cross-Links

• PubChem: 49831443
• LOTUS: LTS0152645
• wikiData: Q27138984