Benzyl 2,6-dihydroxybenzoate 2-glucoside

Details

• Internal ID: e7d80a85-480d-4b99-a755-c1f7738cda6b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: benzyl 2-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): C1=CC=C(C=C1)COC(=O)C2=C(C=CC=C2OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)COC(=O)C2=C(C=CC=C2OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C20H22O9/c21-9-14-16(23)17(24)18(25)20(29-14)28-13-8-4-7-12(22)15(13)19(26)27-10-11-5-2-1-3-6-11/h1-8,14,16-18,20-25H,9-10H2
• InChI Key: GTFARABJCNHOHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₉
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.12638228 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• CHEBI:176001
• benzyl 2-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7791	77.91%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6516	65.16%
OATP2B1 inhibitior	-	0.5580	55.80%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9113	91.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7851	78.51%
P-glycoprotein substrate	-	0.8936	89.36%
CYP3A4 substrate	+	0.5809	58.09%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9003	90.03%
CYP2C9 inhibition	-	0.8789	87.89%
CYP2C19 inhibition	-	0.9210	92.10%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.9357	93.57%
CYP2C8 inhibition	+	0.5480	54.80%
CYP inhibitory promiscuity	-	0.7291	72.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8797	87.97%
Skin irritation	-	0.8497	84.97%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5217	52.17%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7819	78.19%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6100	61.00%
Acute Oral Toxicity (c)	III	0.6114	61.14%
Estrogen receptor binding	+	0.7132	71.32%
Androgen receptor binding	+	0.5978	59.78%
Thyroid receptor binding	-	0.4932	49.32%
Glucocorticoid receptor binding	-	0.5658	56.58%
Aromatase binding	+	0.7134	71.34%
PPAR gamma	+	0.8104	81.04%
Honey bee toxicity	-	0.8551	85.51%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.7614	76.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.11%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.50%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.72%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	91.20%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.68%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.49%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.82%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.11%	94.00%
CHEMBL3891	P07384	Calpain 1	80.53%	93.04%

Plants that contains it

• Sambucus nigra

Cross-Links

• PubChem: 20979874
• LOTUS: LTS0247955
• wikiData: Q105018571