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

Details

• Internal ID: 89e08050-6bce-4774-9a11-bb084c37207f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-2-(5-hydroxy-2,3-dimethoxyphenyl)-6,7-dimethoxychromen-4-one
• InChI: InChI=1S/C19H18O8/c1-23-14-6-9(20)5-10(18(14)25-3)12-7-11(21)16-13(27-12)8-15(24-2)19(26-4)17(16)22/h5-8,20,22H,1-4H3
• InChI Key: QZADAOTXNROIKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₈
• Molecular Weight: 374.30 g/mol
• Exact Mass: 374.10016753 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

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	+	0.7874	78.74%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7185	71.85%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6204	62.04%
P-glycoprotein inhibitior	+	0.7724	77.24%
P-glycoprotein substrate	-	0.6600	66.00%
CYP3A4 substrate	+	0.5545	55.45%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
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	+	0.6433	64.33%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.6681	66.81%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6661	66.61%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8986	89.86%
Androgen receptor binding	+	0.7064	70.64%
Thyroid receptor binding	+	0.6265	62.65%
Glucocorticoid receptor binding	+	0.8187	81.87%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	+	0.7755	77.55%
Honey bee toxicity	-	0.8024	80.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
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	97.65%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.52%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.07%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.99%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.13%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL3194	P02766	Transthyretin	89.61%	90.71%
CHEMBL2581	P07339	Cathepsin D	88.16%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.14%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.52%	96.21%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.17%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.66%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%

Plants that contains it

• Gardenia crameri

Cross-Links

• PubChem: 101350252
• LOTUS: LTS0090045
• wikiData: Q105231364