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

Details

• Internal ID: fcad79cb-4a28-441f-aab7-e76f2c8e0f75
• 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-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC1(COC(C1O)OC2C(C(C(OC2OC3=CC=C(C=C3)CCO)CO)O)O)O
• SMILES (Isomeric): CC(C)CC(=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)CCO)CO)O)O)O
• InChI: InChI=1S/C24H36O12/c1-13(2)9-17(27)32-11-24(31)12-33-23(21(24)30)36-20-19(29)18(28)16(10-26)35-22(20)34-15-5-3-14(4-6-15)7-8-25/h3-6,13,16,18-23,25-26,28-31H,7-12H2,1-2H3/t16-,18-,19+,20-,21+,22-,23+,24-/m1/s1
• InChI Key: HOJXXVSYVRHMPL-PSFSSBABSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₁₂
• Molecular Weight: 516.50 g/mol
• Exact Mass: 516.22067658 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.54
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5256	52.56%
Caco-2	-	0.8509	85.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8545	85.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7438	74.38%
P-glycoprotein inhibitior	-	0.5895	58.95%
P-glycoprotein substrate	-	0.5733	57.33%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8864	88.64%
CYP3A4 inhibition	-	0.8050	80.50%
CYP2C9 inhibition	-	0.8260	82.60%
CYP2C19 inhibition	-	0.8704	87.04%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.8706	87.06%
CYP2C8 inhibition	-	0.5878	58.78%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5724	57.24%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7731	77.31%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8024	80.24%
Acute Oral Toxicity (c)	III	0.6557	65.57%
Estrogen receptor binding	+	0.7143	71.43%
Androgen receptor binding	+	0.5316	53.16%
Thyroid receptor binding	-	0.5779	57.79%
Glucocorticoid receptor binding	+	0.5700	57.00%
Aromatase binding	+	0.7177	71.77%
PPAR gamma	+	0.5933	59.33%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.8290	82.90%

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	97.79%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.44%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.49%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	93.45%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.41%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.00%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.63%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.92%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.52%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.70%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.59%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.79%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.19%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.95%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.77%	90.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.69%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.32%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.16%	94.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.01%	94.33%

Plants that contains it

• Cucurbita pepo

Cross-Links

• PubChem: 11577184
• LOTUS: LTS0175462
• wikiData: Q105031317