[(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 (2S)-2-methylbutanoate

Details

• Internal ID: 177800d8-1d18-444f-b489-8c3694e00e2e
• 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 (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OCC1(COC(C1O)OC2C(C(C(OC2OC3=CC=C(C=C3)CO)CO)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)OC[C@]1(CO[C@H]([C@@H]1O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)CO)CO)O)O)O
• InChI: InChI=1S/C23H34O12/c1-3-12(2)20(29)31-10-23(30)11-32-22(19(23)28)35-18-17(27)16(26)15(9-25)34-21(18)33-14-6-4-13(8-24)5-7-14/h4-7,12,15-19,21-22,24-28,30H,3,8-11H2,1-2H3/t12-,15+,16+,17-,18+,19-,21+,22-,23+/m0/s1
• InChI Key: PWDKTMDATTYHBL-FUBHOALRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₁₂
• Molecular Weight: 502.50 g/mol
• Exact Mass: 502.20502652 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.58
• 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	-	0.5282	52.82%
Caco-2	-	0.8439	84.39%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7170	71.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7444	74.44%
P-glycoprotein inhibitior	-	0.6833	68.33%
P-glycoprotein substrate	-	0.6604	66.04%
CYP3A4 substrate	+	0.6470	64.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8864	88.64%
CYP3A4 inhibition	-	0.6453	64.53%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.8394	83.94%
CYP2C8 inhibition	-	0.6198	61.98%
CYP inhibitory promiscuity	-	0.7921	79.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6058	60.58%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9479	94.79%
Skin irritation	-	0.7994	79.94%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7244	72.44%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9003	90.03%
Acute Oral Toxicity (c)	III	0.5961	59.61%
Estrogen receptor binding	+	0.7265	72.65%
Androgen receptor binding	+	0.5918	59.18%
Thyroid receptor binding	-	0.5229	52.29%
Glucocorticoid receptor binding	+	0.5611	56.11%
Aromatase binding	+	0.7184	71.84%
PPAR gamma	+	0.6053	60.53%
Honey bee toxicity	-	0.7626	76.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.8610	86.10%

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	97.52%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.09%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.27%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.47%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.58%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.70%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.18%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.22%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.93%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.62%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.55%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.42%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.61%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.25%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.02%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.19%	86.92%
CHEMBL2514	O95665	Neurotensin receptor 2	80.02%	100.00%

Plants that contains it

• Cucurbita pepo

Cross-Links

• PubChem: 11656306
• LOTUS: LTS0174983
• wikiData: Q105215773