ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[8-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 82ac7f65-248f-49d9-8c6b-0cd6c3ad4b28
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[8-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate
• InChI: InChI=1S/C23H22O11/c1-2-31-22(30)21-18(28)17(27)19(29)23(34-21)33-14-8-7-12-13(25)9-15(32-20(12)16(14)26)10-3-5-11(24)6-4-10/h3-9,17-19,21,23-24,26-29H,2H2,1H3/t17-,18-,19+,21-,23+/m0/s1
• InChI Key: NPECUJYKTQHRAW-VLXBDIDVSA-N
• Popularity: 2 references 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: 1.30
• 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	+	0.7418	74.18%
Caco-2	-	0.9195	91.95%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7573	75.73%
OATP2B1 inhibitior	-	0.5343	53.43%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9046	90.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5643	56.43%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6078	60.78%
CYP3A4 substrate	+	0.6647	66.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.9303	93.03%
CYP2C9 inhibition	-	0.6527	65.27%
CYP2C19 inhibition	-	0.7575	75.75%
CYP2D6 inhibition	-	0.9769	97.69%
CYP1A2 inhibition	-	0.8052	80.52%
CYP2C8 inhibition	+	0.9000	90.00%
CYP inhibitory promiscuity	-	0.6435	64.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7175	71.75%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.7900	79.00%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6199	61.99%
Micronuclear	+	0.7333	73.33%
Hepatotoxicity	-	0.5978	59.78%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8250	82.50%
Acute Oral Toxicity (c)	III	0.6887	68.87%
Estrogen receptor binding	+	0.8035	80.35%
Androgen receptor binding	+	0.8083	80.83%
Thyroid receptor binding	+	0.5312	53.12%
Glucocorticoid receptor binding	+	0.6769	67.69%
Aromatase binding	+	0.5587	55.87%
PPAR gamma	+	0.6708	67.08%
Honey bee toxicity	-	0.8252	82.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7450	74.50%
Fish aquatic toxicity	+	0.9672	96.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.81%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.89%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.57%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.43%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.58%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.20%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.75%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	89.45%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.37%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.86%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.08%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.93%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.35%	95.78%
CHEMBL242	Q92731	Estrogen receptor beta	85.49%	98.35%
CHEMBL3194	P02766	Transthyretin	85.04%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.70%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.64%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.25%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.00%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	81.52%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.39%	93.65%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.22%	89.23%
CHEMBL220	P22303	Acetylcholinesterase	80.71%	94.45%

Plants that contains it

• Silybum marianum

Cross-Links

• PubChem: 162873581
• LOTUS: LTS0211796
• wikiData: Q105182995