[(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-hydroxybenzoate

Details

• Internal ID: 3017ace7-cfa9-498f-b9cb-c042d3f463cf
• 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-hydroxybenzoate
• 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)O)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)O)O
• InChI: InChI=1S/C25H30O13/c26-9-13-1-7-16(8-2-13)36-23-20(19(30)18(29)17(10-27)37-23)38-24-21(31)25(33,12-35-24)11-34-22(32)14-3-5-15(28)6-4-14/h1-8,17-21,23-24,26-31,33H,9-12H2/t17-,18-,19+,20-,21+,23-,24+,25-/m1/s1
• InChI Key: WIMAHNFFARKNJF-KXQNOTADSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₃
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.16864101 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.61
• 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	-	0.7539	75.39%
Caco-2	-	0.8952	89.52%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5650	56.50%
P-glycoprotein inhibitior	-	0.5650	56.50%
P-glycoprotein substrate	-	0.6705	67.05%
CYP3A4 substrate	+	0.6701	67.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8595	85.95%
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	+	0.7416	74.16%
CYP inhibitory promiscuity	-	0.8069	80.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5514	55.14%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.8319	83.19%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6570	65.70%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7320	73.20%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8280	82.80%
Acute Oral Toxicity (c)	III	0.6613	66.13%
Estrogen receptor binding	+	0.7565	75.65%
Androgen receptor binding	+	0.6657	66.57%
Thyroid receptor binding	-	0.5161	51.61%
Glucocorticoid receptor binding	+	0.5685	56.85%
Aromatase binding	+	0.6877	68.77%
PPAR gamma	+	0.7093	70.93%
Honey bee toxicity	-	0.7179	71.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
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	97.99%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.71%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.14%	94.00%
CHEMBL4208	P20618	Proteasome component C5	91.60%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.08%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.91%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.59%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.55%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.78%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.18%	85.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	87.07%	94.97%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.12%	96.69%
CHEMBL2581	P07339	Cathepsin D	83.60%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.54%	93.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.37%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.66%	89.00%
CHEMBL2514	O95665	Neurotensin receptor 2	82.57%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.16%	89.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.75%	94.33%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	81.70%	93.00%
CHEMBL3891	P07384	Calpain 1	81.05%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.47%	97.28%

Plants that contains it

• Cucurbita moschata

Cross-Links

• PubChem: 11156927
• NPASS: NPC193620
• LOTUS: LTS0204490
• wikiData: Q105306356