4-Hydroxyphenethyl 6-O-[5-O-(4-hydroxybenzoyl)-D-apio-beta-D-furanosyl]-beta-D-glucopyranoside

Details

• Internal ID: 29733523-2668-4e53-ad8f-67c5adf38f29
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 4-hydroxybenzoate
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC=C(C=C3)O)O)O)O)O)(COC(=O)C4=CC=C(C=C4)O)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCCC3=CC=C(C=C3)O)O)O)O)O)(COC(=O)C4=CC=C(C=C4)O)O
• InChI: InChI=1S/C26H32O13/c27-16-5-1-14(2-6-16)9-10-35-24-21(31)20(30)19(29)18(39-24)11-36-25-22(32)26(34,13-38-25)12-37-23(33)15-3-7-17(28)8-4-15/h1-8,18-22,24-25,27-32,34H,9-13H2/t18-,19-,20+,21-,22+,24-,25-,26-/m1/s1
• InChI Key: CMKXQAFCXALXCG-RMOHBAFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₃
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.18429107 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.21
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6682	66.82%
Caco-2	-	0.8977	89.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8478	84.78%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6526	65.26%
P-glycoprotein inhibitior	-	0.5275	52.75%
P-glycoprotein substrate	-	0.6058	60.58%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.8754	87.54%
CYP2C9 inhibition	-	0.8597	85.97%
CYP2C19 inhibition	-	0.8199	81.99%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	-	0.9152	91.52%
CYP2C8 inhibition	+	0.8255	82.55%
CYP inhibitory promiscuity	-	0.9036	90.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5540	55.40%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.8258	82.58%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5346	53.46%
Micronuclear	-	0.7026	70.26%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8760	87.60%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8228	82.28%
Acute Oral Toxicity (c)	III	0.6151	61.51%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	+	0.6715	67.15%
Thyroid receptor binding	+	0.5752	57.52%
Glucocorticoid receptor binding	+	0.5797	57.97%
Aromatase binding	+	0.7491	74.91%
PPAR gamma	+	0.7193	71.93%
Honey bee toxicity	-	0.7670	76.70%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.7788	77.88%

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	97.08%	91.11%
CHEMBL3437	Q16853	Amine oxidase, copper containing	93.49%	94.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.48%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.29%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.01%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	90.23%	95.93%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.57%	85.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.56%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.97%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.74%	98.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.25%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.32%	89.00%
CHEMBL3891	P07384	Calpain 1	83.18%	93.04%
CHEMBL4208	P20618	Proteasome component C5	83.02%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.65%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.18%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.27%	95.89%

Plants that contains it

• Handroanthus impetiginosus
• Ipomoea nil

Cross-Links

• PubChem: 11192111
• NPASS: NPC281421
• LOTUS: LTS0197985
• wikiData: Q104964804