2-[(4-Hydroxyphenyl)methyl]-5-[4-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]furan-3-one

Details

• Internal ID: b9c6a76e-0090-4960-b954-6bc0ceef97ad
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[(4-hydroxyphenyl)methyl]-5-[4-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]furan-3-one
• SMILES (Canonical): C1=CC(=CC=C1CC2C(=O)C=C(O2)C3=C(C=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC2C(=O)C=C(O2)C3=C(C=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)O
• InChI: InChI=1S/C23H24O10/c24-10-19-20(28)21(29)22(30)23(33-19)32-16-8-13(26)5-6-14(16)17-9-15(27)18(31-17)7-11-1-3-12(25)4-2-11/h1-6,8-9,18-26,28-30H,7,10H2
• InChI Key: UVBIDKJGBSKHAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₀
• Molecular Weight: 460.40 g/mol
• Exact Mass: 460.13694696 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5844	58.44%
Caco-2	-	0.9394	93.94%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	0.5606	56.06%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4685	46.85%
P-glycoprotein inhibitior	-	0.7451	74.51%
P-glycoprotein substrate	-	0.7330	73.30%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8433	84.33%
CYP3A4 inhibition	-	0.8201	82.01%
CYP2C9 inhibition	-	0.7932	79.32%
CYP2C19 inhibition	-	0.7875	78.75%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	-	0.8000	80.00%
CYP2C8 inhibition	+	0.6759	67.59%
CYP inhibitory promiscuity	+	0.7015	70.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6761	67.61%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.8156	81.56%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7452	74.52%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.8092	80.92%
skin sensitisation	-	0.8166	81.66%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6408	64.08%
Acute Oral Toxicity (c)	III	0.6225	62.25%
Estrogen receptor binding	+	0.7270	72.70%
Androgen receptor binding	+	0.6408	64.08%
Thyroid receptor binding	+	0.5203	52.03%
Glucocorticoid receptor binding	+	0.5842	58.42%
Aromatase binding	+	0.6069	60.69%
PPAR gamma	+	0.7607	76.07%
Honey bee toxicity	-	0.6238	62.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9470	94.70%

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	97.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.17%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.38%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.59%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	92.23%	94.45%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	92.19%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.86%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.02%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.88%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.21%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.76%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.51%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.32%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.26%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.27%	86.92%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.25%	85.00%
CHEMBL2535	P11166	Glucose transporter	82.43%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.07%	95.78%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.78%	90.93%
CHEMBL3194	P02766	Transthyretin	81.44%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.42%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	81.37%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	81.16%	95.93%

Plants that contains it

• Ononis spinosa

Cross-Links

• PubChem: 162852435
• LOTUS: LTS0176504
• wikiData: Q105279723