8-Hydroxy-7,3',4',5'-tetramethoxyflavone

Details

• Internal ID: fdd18327-cd7f-4667-9237-6d6cfcb6d684
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 8-hydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)C=C(O2)C3=CC(=C(C(=C3)OC)OC)OC)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)C=C(O2)C3=CC(=C(C(=C3)OC)OC)OC)O
• InChI: InChI=1S/C19H18O7/c1-22-13-6-5-11-12(20)9-14(26-18(11)17(13)21)10-7-15(23-2)19(25-4)16(8-10)24-3/h5-9,21H,1-4H3
• InChI Key: HTUAAJBUIBPCOA-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.10525291 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8779	87.79%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5858	58.58%
P-glycoprotein inhibitior	+	0.8925	89.25%
P-glycoprotein substrate	-	0.7208	72.08%
CYP3A4 substrate	+	0.5452	54.52%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5748	57.48%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8530	85.30%
CYP2C8 inhibition	+	0.7371	73.71%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6280	62.80%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7939	79.39%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.9086	90.86%
Androgen receptor binding	+	0.7752	77.52%
Thyroid receptor binding	+	0.7092	70.92%
Glucocorticoid receptor binding	+	0.8286	82.86%
Aromatase binding	+	0.6759	67.59%
PPAR gamma	+	0.8140	81.40%
Honey bee toxicity	-	0.8952	89.52%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	+	0.8902	89.02%

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	97.79%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.26%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.62%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.43%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	88.06%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.41%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	85.99%	92.98%
CHEMBL3194	P02766	Transthyretin	83.00%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.77%	98.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.08%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.51%	93.99%

Plants that contains it

• Muntingia calabura

Cross-Links

• PubChem: 129847689
• LOTUS: LTS0083590
• wikiData: Q105033606