1-[4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]ethanone

Details

• Internal ID: f1fb5a4b-3c7b-48b1-b4ff-c21940316ebc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=CC=C(C=C1)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C19H26O11/c1-9(21)10-2-4-11(5-3-10)29-17-15(24)14(23)13(22)12(30-17)6-27-18-16(25)19(26,7-20)8-28-18/h2-5,12-18,20,22-26H,6-8H2,1H3/t12-,13-,14+,15-,16+,17-,18-,19-/m1/s1
• InChI Key: YESNEZCTDYCURG-OTCFHACESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₁₁
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.14751164 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.47
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7001	70.01%
Caco-2	-	0.8626	86.26%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7850	78.50%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9424	94.24%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5908	59.08%
P-glycoprotein inhibitior	-	0.7491	74.91%
P-glycoprotein substrate	-	0.8072	80.72%
CYP3A4 substrate	+	0.6005	60.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.9038	90.38%
CYP2C9 inhibition	-	0.9191	91.91%
CYP2C19 inhibition	-	0.9018	90.18%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.9241	92.41%
CYP2C8 inhibition	-	0.6048	60.48%
CYP inhibitory promiscuity	-	0.8452	84.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9433	94.33%
Skin irritation	-	0.8310	83.10%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3900	39.00%
Micronuclear	-	0.6626	66.26%
Hepatotoxicity	-	0.7333	73.33%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5746	57.46%
Acute Oral Toxicity (c)	III	0.6809	68.09%
Estrogen receptor binding	+	0.7108	71.08%
Androgen receptor binding	-	0.6200	62.00%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	-	0.5784	57.84%
Aromatase binding	+	0.6763	67.63%
PPAR gamma	+	0.6940	69.40%
Honey bee toxicity	-	0.8655	86.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	-	0.3961	39.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.31%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.55%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.29%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.66%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.79%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.43%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.58%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.45%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.14%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.00%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.95%	95.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.61%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.52%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.16%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.45%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Canthium berberidifolium
• Phlomis brunneogaleata
• Salvia officinalis

Cross-Links

• PubChem: 10646277
• LOTUS: LTS0150283
• wikiData: Q105347384