3,5,7,2',4',5'-Hexamethoxyflavone

Details

• Internal ID: 0a40ac2e-99dc-4461-8250-fdd96e108fdc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 3,5,7-trimethoxy-2-(2,4,5-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C(=O)C(=C(O2)C3=CC(=C(C=C3OC)OC)OC)OC
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C(=O)C(=C(O2)C3=CC(=C(C=C3OC)OC)OC)OC
• InChI: InChI=1S/C21H22O8/c1-23-11-7-16(27-5)18-17(8-11)29-20(21(28-6)19(18)22)12-9-14(25-3)15(26-4)10-13(12)24-2/h7-10H,1-6H3
• InChI Key: HWMGTYHXLRBKSP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.13146766 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• LMPK12112532

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8508	85.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9919	99.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8213	82.13%
P-glycoprotein inhibitior	+	0.9318	93.18%
P-glycoprotein substrate	-	0.8350	83.50%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.6138	61.38%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	+	0.7445	74.45%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	+	0.9694	96.94%
CYP2C8 inhibition	+	0.4517	45.17%
CYP inhibitory promiscuity	+	0.8123	81.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5636	56.36%
Eye corrosion	-	0.9682	96.82%
Eye irritation	+	0.6150	61.50%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3639	36.39%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6402	64.02%
Acute Oral Toxicity (c)	II	0.6245	62.45%
Estrogen receptor binding	+	0.8855	88.55%
Androgen receptor binding	+	0.6851	68.51%
Thyroid receptor binding	+	0.6411	64.11%
Glucocorticoid receptor binding	+	0.8001	80.01%
Aromatase binding	+	0.6615	66.15%
PPAR gamma	+	0.7792	77.92%
Honey bee toxicity	-	0.8558	85.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9192	91.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.21%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.16%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL2535	P11166	Glucose transporter	88.44%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.41%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.41%	94.42%
CHEMBL4208	P20618	Proteasome component C5	81.19%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.04%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	81.02%	93.31%

Plants that contains it

• Apuleia leiocarpa
• Distemonanthus benthamianus

Cross-Links

• PubChem: 44259522
• LOTUS: LTS0090140
• wikiData: Q104168465