5,7,2',4'-Tetrahydroxy-3,6,5'-trimethoxyflavone

Details

• Internal ID: 9a3df774-6e0c-4f7c-95a5-947cd7e49d66
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 2-(2,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3,6-dimethoxychromen-4-one
• InChI: InChI=1S/C18H16O9/c1-24-11-4-7(8(19)5-9(11)20)16-18(26-3)15(23)13-12(27-16)6-10(21)17(25-2)14(13)22/h4-6,19-22H,1-3H3
• InChI Key: SKOZSTOGCOHGBE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₉
• Molecular Weight: 376.30 g/mol
• Exact Mass: 376.07943208 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• CHEBI:180420
• LMPK12113053
• 2-(2,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3,6-dimethoxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.6057	60.57%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.5554	55.54%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7790	77.90%
P-glycoprotein inhibitior	-	0.5502	55.02%
P-glycoprotein substrate	-	0.8240	82.40%
CYP3A4 substrate	+	0.5283	52.83%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.6311	63.11%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.6963	69.63%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6586	65.86%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8344	83.44%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.9351	93.51%
Androgen receptor binding	+	0.6560	65.60%
Thyroid receptor binding	+	0.6225	62.25%
Glucocorticoid receptor binding	+	0.8370	83.70%
Aromatase binding	+	0.6411	64.11%
PPAR gamma	+	0.7899	78.99%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8724	87.24%

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	98.38%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.24%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.37%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.89%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.06%	95.56%
CHEMBL3194	P02766	Transthyretin	90.77%	90.71%
CHEMBL2581	P07339	Cathepsin D	89.20%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.65%	94.42%
CHEMBL2535	P11166	Glucose transporter	84.43%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.97%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.47%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.29%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.21%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.93%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.25%	85.14%

Plants that contains it

• Gutierrezia grandis

Cross-Links

• PubChem: 44259893
• LOTUS: LTS0217830
• wikiData: Q105254965