[(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl benzoate

Details

• Internal ID: 1a13c547-ba30-4f6c-a5f9-463cf53ec767
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl benzoate
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)CCO)CO)O)O)O)(COC(=O)C4=CC=CC=C4)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)CCO)CO)O)O)O)(COC(=O)C4=CC=CC=C4)O
• InChI: InChI=1S/C26H32O12/c27-11-10-15-6-8-17(9-7-15)36-24-21(20(30)19(29)18(12-28)37-24)38-25-22(31)26(33,14-35-25)13-34-23(32)16-4-2-1-3-5-16/h1-9,18-22,24-25,27-31,33H,10-14H2/t18-,19-,20+,21-,22+,24-,25+,26-/m1/s1
• InChI Key: MNMYNECIAXCLHN-JUKYQPCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₂
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.18937645 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.27
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7337	73.37%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7885	78.85%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7761	77.61%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6838	68.38%
CYP3A4 substrate	+	0.6576	65.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8661	86.61%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.8671	86.71%
CYP2D6 inhibition	-	0.8981	89.81%
CYP1A2 inhibition	-	0.9136	91.36%
CYP2C8 inhibition	+	0.6959	69.59%
CYP inhibitory promiscuity	-	0.8475	84.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5542	55.42%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9301	93.01%
Skin irritation	-	0.8163	81.63%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7392	73.92%
Micronuclear	-	0.6767	67.67%
Hepatotoxicity	-	0.7444	74.44%
skin sensitisation	-	0.8726	87.26%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8395	83.95%
Acute Oral Toxicity (c)	III	0.6551	65.51%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	+	0.6732	67.32%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	+	0.5872	58.72%
Aromatase binding	+	0.7190	71.90%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.7152	71.52%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4860	48.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	97.38%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.99%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.22%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	93.60%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.00%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.73%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.12%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.12%	94.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.47%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.40%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.20%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.19%	95.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.69%	92.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.57%	90.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.55%	94.97%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.45%	94.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.36%	93.81%
CHEMBL5028	O14672	ADAM10	80.70%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.49%	94.45%

Plants that contains it

• Bryonia alba
• Cucurbita moschata

Cross-Links

• PubChem: 11398542
• LOTUS: LTS0189046
• wikiData: Q105168465