[3,5-Dihydroxy-2-(hydroxymethyl)-6-(4-hydroxy-5-methyl-2-propan-2-ylphenoxy)oxan-4-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 8bc6e68b-27fd-4366-a649-423670a445ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [3,5-dihydroxy-2-(hydroxymethyl)-6-(4-hydroxy-5-methyl-2-propan-2-ylphenoxy)oxan-4-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1=CC(=C(C=C1O)C(C)C)OC2C(C(C(C(O2)CO)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O
• SMILES (Isomeric): CC1=CC(=C(C=C1O)C(C)C)OC2C(C(C(C(O2)CO)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O
• InChI: InChI=1S/C23H28O11/c1-9(2)12-7-13(25)10(3)4-16(12)32-23-20(30)21(19(29)17(8-24)33-23)34-22(31)11-5-14(26)18(28)15(27)6-11/h4-7,9,17,19-21,23-30H,8H2,1-3H3
• InChI Key: FXEKONTUQLLWJB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₁₁
• Molecular Weight: 480.50 g/mol
• Exact Mass: 480.16316171 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6269	62.69%
Caco-2	-	0.7731	77.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8093	80.93%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.7579	75.79%
OATP1B3 inhibitior	+	0.8057	80.57%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6119	61.19%
P-glycoprotein inhibitior	-	0.5092	50.92%
P-glycoprotein substrate	-	0.7394	73.94%
CYP3A4 substrate	+	0.6064	60.64%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.8516	85.16%
CYP2C9 inhibition	-	0.8470	84.70%
CYP2C19 inhibition	-	0.8900	89.00%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.7015	70.15%
CYP2C8 inhibition	+	0.4602	46.02%
CYP inhibitory promiscuity	-	0.7638	76.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7491	74.91%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8734	87.34%
Skin irritation	-	0.8739	87.39%
Skin corrosion	-	0.9693	96.93%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6987	69.87%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8927	89.27%
Acute Oral Toxicity (c)	III	0.7767	77.67%
Estrogen receptor binding	+	0.7316	73.16%
Androgen receptor binding	+	0.5362	53.62%
Thyroid receptor binding	+	0.5686	56.86%
Glucocorticoid receptor binding	+	0.6187	61.87%
Aromatase binding	+	0.5275	52.75%
PPAR gamma	+	0.6228	62.28%
Honey bee toxicity	-	0.8295	82.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8780	87.80%

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	98.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.00%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.74%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.49%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.42%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.66%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.51%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.36%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.02%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.26%	97.21%
CHEMBL4581	P52732	Kinesin-like protein 1	88.47%	93.18%
CHEMBL3194	P02766	Transthyretin	86.30%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.10%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.86%	95.56%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	83.79%	95.44%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.88%	83.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.28%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.18%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.85%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.47%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.99%	91.07%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.53%	97.53%

Plants that contains it

• Quercus glauca

Cross-Links

• PubChem: 78173448
• LOTUS: LTS0128616
• wikiData: Q105003853