5-[3-[3,4-Dihydroxy-4-[(4-hydroxy-3-methoxybenzoyl)oxymethyl]oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2-hydroxybenzoic acid

Details

• Internal ID: dcaad492-5cb0-4e00-bb7c-ca8575c54d7c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 5-[3-[3,4-dihydroxy-4-[(4-hydroxy-3-methoxybenzoyl)oxymethyl]oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2-hydroxybenzoic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)OCC2(COC(C2O)OC3C(C(COC3OC4=CC(=C(C=C4)O)C(=O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)OCC2(COC(C2O)OC3C(C(COC3OC4=CC(=C(C=C4)O)C(=O)O)O)O)O)O
• InChI: InChI=1S/C25H28O15/c1-35-17-6-11(2-4-15(17)27)22(33)37-9-25(34)10-38-24(20(25)30)40-19-18(29)16(28)8-36-23(19)39-12-3-5-14(26)13(7-12)21(31)32/h2-7,16,18-20,23-24,26-30,34H,8-10H2,1H3,(H,31,32)
• InChI Key: AARWFJMSRMBDND-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₅
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.14282018 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6916	69.16%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6892	68.92%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7220	72.20%
P-glycoprotein inhibitior	+	0.5781	57.81%
P-glycoprotein substrate	+	0.5108	51.08%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.8858	88.58%
CYP2C9 inhibition	-	0.8352	83.52%
CYP2C19 inhibition	-	0.8522	85.22%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.8930	89.30%
CYP2C8 inhibition	+	0.7754	77.54%
CYP inhibitory promiscuity	-	0.8651	86.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5394	53.94%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.8432	84.32%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6705	67.05%
Micronuclear	+	0.5907	59.07%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8952	89.52%
Acute Oral Toxicity (c)	III	0.7540	75.40%
Estrogen receptor binding	+	0.8095	80.95%
Androgen receptor binding	+	0.5482	54.82%
Thyroid receptor binding	-	0.5444	54.44%
Glucocorticoid receptor binding	+	0.6745	67.45%
Aromatase binding	+	0.6959	69.59%
PPAR gamma	+	0.6597	65.97%
Honey bee toxicity	-	0.7963	79.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7695	76.95%

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	99.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL4208	P20618	Proteasome component C5	94.02%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.91%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.43%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.11%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.91%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.79%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.39%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.83%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	88.60%	91.19%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.53%	87.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.68%	90.71%
CHEMBL3194	P02766	Transthyretin	86.66%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.01%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.90%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.70%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.80%	94.45%
CHEMBL2535	P11166	Glucose transporter	81.71%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	80.09%	95.93%

Plants that contains it

• Medicago truncatula

Cross-Links

• PubChem: 163024161
• LOTUS: LTS0024879
• wikiData: Q104908318