ethyl (2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 770fbda4-5f3b-440a-a25d-0d0372dbb3a2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: ethyl (2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CCOC(=O)C1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): CCOC(=O)[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C23H22O11/c1-2-31-22(30)21-19(28)18(27)20(29)23(34-21)32-12-7-13(25)17-14(26)9-15(33-16(17)8-12)10-3-5-11(24)6-4-10/h3-9,18-21,23-25,27-29H,2H2,1H3/t18-,19+,20+,21-,23+/m0/s1
• InChI Key: ZPLSXLOSDYMYJW-OZOVBHBASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₁
• Molecular Weight: 474.40 g/mol
• Exact Mass: 474.11621151 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7286	72.86%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7430	74.30%
OATP2B1 inhibitior	-	0.5318	53.18%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5778	57.78%
P-glycoprotein inhibitior	-	0.5062	50.62%
P-glycoprotein substrate	-	0.7802	78.02%
CYP3A4 substrate	+	0.6364	63.64%
CYP2C9 substrate	+	0.5139	51.39%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9266	92.66%
CYP2C9 inhibition	-	0.7457	74.57%
CYP2C19 inhibition	-	0.8453	84.53%
CYP2D6 inhibition	-	0.9734	97.34%
CYP1A2 inhibition	-	0.8630	86.30%
CYP2C8 inhibition	+	0.8352	83.52%
CYP inhibitory promiscuity	-	0.6583	65.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.7906	79.06%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5726	57.26%
Micronuclear	+	0.7233	72.33%
Hepatotoxicity	-	0.7532	75.32%
skin sensitisation	-	0.9130	91.30%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7822	78.22%
Acute Oral Toxicity (c)	III	0.7533	75.33%
Estrogen receptor binding	+	0.8139	81.39%
Androgen receptor binding	+	0.7851	78.51%
Thyroid receptor binding	+	0.5332	53.32%
Glucocorticoid receptor binding	+	0.6632	66.32%
Aromatase binding	+	0.5408	54.08%
PPAR gamma	+	0.7075	70.75%
Honey bee toxicity	-	0.7535	75.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.9569	95.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.26%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.04%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.73%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.37%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.33%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.76%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.05%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.25%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.31%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.69%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.34%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.27%	94.45%
CHEMBL3194	P02766	Transthyretin	84.12%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.17%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.85%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.45%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.20%	95.64%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.02%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.05%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	80.25%	96.00%

Plants that contains it

• Silybum marianum

Cross-Links

• PubChem: 162938092
• LOTUS: LTS0178253
• wikiData: Q105380998