methyl 4-hydroxy-3-[2-hydroxy-5-[(2S,3S)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl]benzoate

Details

• Internal ID: 3759b962-b63c-47ff-8cbb-01398b5a23d4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: methyl 4-hydroxy-3-[2-hydroxy-5-[(2S,3S)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl]benzoate
• InChI: InChI=1S/C23H18O9/c1-31-23(30)11-3-5-16(26)14(7-11)13-6-10(2-4-15(13)25)22-21(29)20(28)19-17(27)8-12(24)9-18(19)32-22/h2-9,21-22,24-27,29H,1H3/t21-,22+/m1/s1
• InChI Key: AVHQURNAYUXRLX-YADHBBJMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₈O₉
• Molecular Weight: 438.40 g/mol
• Exact Mass: 438.09508215 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8805	88.05%
Caco-2	-	0.8581	85.81%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.5596	55.96%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7094	70.94%
P-glycoprotein inhibitior	+	0.5808	58.08%
P-glycoprotein substrate	-	0.8152	81.52%
CYP3A4 substrate	+	0.6124	61.24%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.7532	75.32%
CYP2C9 inhibition	+	0.5173	51.73%
CYP2C19 inhibition	-	0.7636	76.36%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	+	0.5127	51.27%
CYP2C8 inhibition	+	0.7707	77.07%
CYP inhibitory promiscuity	-	0.5558	55.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6003	60.03%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.7465	74.65%
Skin irritation	-	0.6602	66.02%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4615	46.15%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9479	94.79%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7466	74.66%
Acute Oral Toxicity (c)	III	0.6704	67.04%
Estrogen receptor binding	+	0.8154	81.54%
Androgen receptor binding	+	0.6974	69.74%
Thyroid receptor binding	+	0.5763	57.63%
Glucocorticoid receptor binding	+	0.8001	80.01%
Aromatase binding	-	0.6818	68.18%
PPAR gamma	+	0.5197	51.97%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9284	92.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.36%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.26%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.59%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.42%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.28%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.05%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.53%	99.17%
CHEMBL3194	P02766	Transthyretin	88.48%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.31%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.38%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.10%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.72%	94.73%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.63%	91.79%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	81.23%	95.55%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%

Plants that contains it

• Hypnum cupressiforme

Cross-Links

• PubChem: 162892281
• LOTUS: LTS0244440
• wikiData: Q104919509