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

Details

• Internal ID: 238b7bd1-48a3-42a0-809c-bcc1d8a07fe3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one
• InChI: InChI=1S/C18H16O9/c1-24-11-5-7(4-8(19)17(11)25-2)16-15(23)13(21)12-10(27-16)6-9(20)18(26-3)14(12)22/h4-6,19-20,22-23H,1-3H3
• InChI Key: GACHUHJTMFLQJT-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:180414
• LMPK12110614
• 3,5,7-trihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.7436	74.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.6918	69.18%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8123	81.23%
P-glycoprotein inhibitior	-	0.4485	44.85%
P-glycoprotein substrate	-	0.8113	81.13%
CYP3A4 substrate	+	0.5543	55.43%
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	+	0.8145	81.45%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5741	57.41%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5250	52.50%
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	-	0.7979	79.79%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8933	89.33%
Androgen receptor binding	+	0.5330	53.30%
Thyroid receptor binding	+	0.6614	66.14%
Glucocorticoid receptor binding	+	0.7664	76.64%
Aromatase binding	+	0.7657	76.57%
PPAR gamma	+	0.7878	78.78%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5149	51.49%
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	98.01%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.03%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.28%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.79%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.12%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.04%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.29%	94.45%
CHEMBL3194	P02766	Transthyretin	84.10%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.62%	98.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.34%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.67%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.40%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.16%	80.78%

Plants that contains it

• Premna oligotricha

Cross-Links

• PubChem: 44258043
• LOTUS: LTS0126555
• wikiData: Q105005301