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

Details

• Internal ID: b8b91d54-a429-4bf7-b406-8ceb54294f8b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(3-hydroxy-4,5-dimethoxyphenyl)-3,5,6,7-tetramethoxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)O)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)O)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)OC)OC
• InChI: InChI=1S/C21H22O9/c1-24-13-8-10(7-11(22)18(13)26-3)17-21(29-6)16(23)15-12(30-17)9-14(25-2)19(27-4)20(15)28-5/h7-9,22H,1-6H3
• InChI Key: YVPMEHQFKWNMQP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₉
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.12638228 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 7

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	+	0.7812	78.12%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5102	51.02%
P-glycoprotein inhibitior	+	0.8282	82.82%
P-glycoprotein substrate	-	0.7718	77.18%
CYP3A4 substrate	+	0.5188	51.88%
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	+	0.7140	71.40%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.6042	60.42%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6453	64.53%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6519	65.19%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8444	84.44%
Androgen receptor binding	+	0.5736	57.36%
Thyroid receptor binding	+	0.5887	58.87%
Glucocorticoid receptor binding	+	0.6256	62.56%
Aromatase binding	+	0.6543	65.43%
PPAR gamma	+	0.7894	78.94%
Honey bee toxicity	-	0.8822	88.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
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	97.43%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.13%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.32%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.02%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.20%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.62%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.58%	96.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.68%	80.78%
CHEMBL1255126	O15151	Protein Mdm4	80.56%	90.20%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.12%	98.11%

Plants that contains it

• Apuleia leiocarpa

Cross-Links

• PubChem: 162939233
• LOTUS: LTS0235921
• wikiData: Q104202128