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

Details

• Internal ID: f47c4d4c-1136-4c79-9b8d-da7c489716b0
• 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-6-(hydroxymethyl)-2-[4-(hydroxymethyl)phenoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-aminobenzoate
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)CO)CO)O)O)O)(COC(=O)C4=CC=C(C=C4)N)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)CO)CO)O)O)O)(COC(=O)C4=CC=C(C=C4)N)O
• InChI: InChI=1S/C25H31NO12/c26-15-5-3-14(4-6-15)22(32)34-11-25(33)12-35-24(21(25)31)38-20-19(30)18(29)17(10-28)37-23(20)36-16-7-1-13(9-27)2-8-16/h1-8,17-21,23-24,27-31,33H,9-12,26H2/t17-,18-,19+,20-,21+,23-,24+,25-/m1/s1
• InChI Key: GDKZNHGIXKBQNU-KXQNOTADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₁NO₁₂
• Molecular Weight: 537.50 g/mol
• Exact Mass: 537.18462542 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 13
• 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	-	0.8116	81.16%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Nucleus	0.3899	38.99%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5139	51.39%
P-glycoprotein inhibitior	-	0.5080	50.80%
P-glycoprotein substrate	-	0.6362	63.62%
CYP3A4 substrate	+	0.6414	64.14%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.9324	93.24%
CYP2C9 inhibition	-	0.8725	87.25%
CYP2C19 inhibition	-	0.8027	80.27%
CYP2D6 inhibition	-	0.8784	87.84%
CYP1A2 inhibition	-	0.8750	87.50%
CYP2C8 inhibition	+	0.5500	55.00%
CYP inhibitory promiscuity	-	0.7830	78.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5078	50.78%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9266	92.66%
Skin irritation	-	0.8093	80.93%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3930	39.30%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.7445	74.45%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9094	90.94%
Acute Oral Toxicity (c)	III	0.6087	60.87%
Estrogen receptor binding	+	0.7539	75.39%
Androgen receptor binding	+	0.6996	69.96%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5902	59.02%
Aromatase binding	+	0.7059	70.59%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.7493	74.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.14%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.54%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.86%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	92.09%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.91%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL4208	P20618	Proteasome component C5	90.88%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.46%	99.17%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	87.41%	95.48%
CHEMBL209	P07477	Trypsin I	82.54%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.31%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.92%	95.50%
CHEMBL3891	P07384	Calpain 1	81.87%	93.04%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.83%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.29%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.01%	95.56%

Plants that contains it

• Cucurbita pepo
• Garcinia hanburyi

Cross-Links

• PubChem: 11519464
• LOTUS: LTS0149581
• wikiData: Q105338160