ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-2-(2-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylate

Details

• Internal ID: 837e3108-53ff-494e-8d0f-3eaadca873ef
• 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-[[(2S)-5-hydroxy-2-(2-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylate
• SMILES (Canonical): CCOC(=O)C1C(C(C(C(O1)OC2=CC(=C3C(=O)CC(OC3=C2)C4=CC=CC=C4O)O)O)O)O
• SMILES (Isomeric): CCOC(=O)[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=O)C[C@H](OC3=C2)C4=CC=CC=C4O)O)O)O)O
• InChI: InChI=1S/C23H24O11/c1-2-31-22(30)21-19(28)18(27)20(29)23(34-21)32-10-7-13(25)17-14(26)9-15(33-16(17)8-10)11-5-3-4-6-12(11)24/h3-8,15,18-21,23-25,27-29H,2,9H2,1H3/t15-,18-,19-,20+,21-,23+/m0/s1
• InChI Key: ZWPAOSIAKIALQU-YEKYASBRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₁
• Molecular Weight: 476.40 g/mol
• Exact Mass: 476.13186158 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.55
• 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	+	0.5435	54.35%
Caco-2	-	0.8853	88.53%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	0.6994	69.94%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7209	72.09%
P-glycoprotein inhibitior	-	0.5450	54.50%
P-glycoprotein substrate	-	0.8013	80.13%
CYP3A4 substrate	+	0.6734	67.34%
CYP2C9 substrate	-	0.8251	82.51%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.6809	68.09%
CYP2C19 inhibition	-	0.8256	82.56%
CYP2D6 inhibition	-	0.9621	96.21%
CYP1A2 inhibition	-	0.8656	86.56%
CYP2C8 inhibition	+	0.7160	71.60%
CYP inhibitory promiscuity	-	0.6942	69.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6842	68.42%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.8282	82.82%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6111	61.11%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.6832	68.32%
skin sensitisation	-	0.9220	92.20%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5325	53.25%
Acute Oral Toxicity (c)	III	0.6296	62.96%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.5986	59.86%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6032	60.32%
Aromatase binding	-	0.5310	53.10%
PPAR gamma	+	0.5303	53.03%
Honey bee toxicity	-	0.7640	76.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	97.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.07%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.42%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.63%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.20%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.78%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.69%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.50%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.45%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.45%	93.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.35%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.00%	91.07%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.80%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.94%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%

Plants that contains it

• Scutellaria ramosissima

Cross-Links

• PubChem: 21633173
• LOTUS: LTS0252358
• wikiData: Q105385103