7-Hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-3,5,6-trimethoxychromen-4-one

Details

• Internal ID: 6eb86c41-529f-40f3-a9b2-6e3d671b5154
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-3,5,6-trimethoxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)O)C2=C(C(=O)C3=C(O2)C=C(C(=C3OC)OC)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)O)C2=C(C(=O)C3=C(O2)C=C(C(=C3OC)OC)O)OC
• InChI: InChI=1S/C20H20O9/c1-24-13-7-9(6-10(21)17(13)25-2)16-20(28-5)15(23)14-12(29-16)8-11(22)18(26-3)19(14)27-4/h6-8,21-22H,1-5H3
• InChI Key: LXQUCUQNRDUIPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₉
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.11073221 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.7352	73.52%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.9454	94.54%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7336	73.36%
P-glycoprotein inhibitior	+	0.7697	76.97%
P-glycoprotein substrate	-	0.8605	86.05%
CYP3A4 substrate	+	0.5224	52.24%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.6566	65.66%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	+	0.8642	86.42%
CYP2C8 inhibition	+	0.7066	70.66%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.5411	54.11%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3884	38.84%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6449	64.49%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6625	66.25%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8782	87.82%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	+	0.7011	70.11%
Aromatase binding	+	0.7113	71.13%
PPAR gamma	+	0.7331	73.31%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.8969	89.69%

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	97.45%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.13%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.58%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.95%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.40%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.50%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.16%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.77%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.62%	96.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.14%	80.78%

Plants that contains it

• Toxicopueraria peduncularis

Cross-Links

• PubChem: 5316815
• NPASS: NPC45043