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

Details

• Internal ID: 19b726f8-6191-4644-af02-6b4e8661b653
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5S)-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[4-(hydroxymethyl)phenoxy]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)CO)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)CO)CO)O)O)O)(COC(=O)C4=CC=CC=C4)O
• InChI: InChI=1S/C25H30O12/c26-10-14-6-8-16(9-7-14)35-23-20(19(29)18(28)17(11-27)36-23)37-24-21(30)25(32,13-34-24)12-33-22(31)15-4-2-1-3-5-15/h1-9,17-21,23-24,26-30,32H,10-13H2/t17-,18+,19+,20-,21+,23-,24+,25-/m1/s1
• InChI Key: AXZMIAQIIFBOLT-LZMGOZBSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₂
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.17372639 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7539	75.39%
Caco-2	-	0.8725	87.25%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	0.8484	84.84%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6018	60.18%
P-glycoprotein inhibitior	-	0.5558	55.58%
P-glycoprotein substrate	-	0.7743	77.43%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.8641	86.41%
CYP2C9 inhibition	-	0.9188	91.88%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.9280	92.80%
CYP2C8 inhibition	+	0.6243	62.43%
CYP inhibitory promiscuity	-	0.8069	80.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5514	55.14%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9311	93.11%
Skin irritation	-	0.8319	83.19%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6947	69.47%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7319	73.19%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8773	87.73%
Acute Oral Toxicity (c)	III	0.6613	66.13%
Estrogen receptor binding	+	0.8123	81.23%
Androgen receptor binding	+	0.6556	65.56%
Thyroid receptor binding	+	0.5269	52.69%
Glucocorticoid receptor binding	+	0.5910	59.10%
Aromatase binding	+	0.7345	73.45%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.7455	74.55%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6407	64.07%

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	96.80%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	96.59%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.23%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.79%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.78%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.72%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.09%	94.00%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.75%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.81%	90.00%
CHEMBL209	P07477	Trypsin I	84.10%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.86%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.81%	95.89%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.40%	92.67%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.08%	93.81%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.99%	83.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.60%	96.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.06%	89.44%

Plants that contains it

• Cucurbita moschata

Cross-Links

• PubChem: 163022741
• LOTUS: LTS0188316
• wikiData: Q104920935