1-[8-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2-dimethylchromen-6-yl]ethanone

Details

• Internal ID: cad5f1bb-c45e-4eb5-9ad8-55dcb72b8762
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[8-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2-dimethylchromen-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C(=C1)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)OC(C=C2)(C)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C(=C1)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)OC(C=C2)(C)C
• InChI: InChI=1S/C24H32O12/c1-11(26)13-6-12-4-5-23(2,3)36-19(12)14(7-13)34-21-18(29)17(28)16(27)15(35-21)8-32-22-20(30)24(31,9-25)10-33-22/h4-7,15-18,20-22,25,27-31H,8-10H2,1-3H3
• InChI Key: HQUSJTTVEKIFDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₁₂
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.18937645 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.28
• H-Bond Acceptor: 12
• 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	+	0.8012	80.12%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7465	74.65%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5274	52.74%
CYP3A4 substrate	+	0.6774	67.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.9202	92.02%
CYP2C9 inhibition	-	0.8946	89.46%
CYP2C19 inhibition	-	0.8257	82.57%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.7892	78.92%
CYP2C8 inhibition	+	0.6028	60.28%
CYP inhibitory promiscuity	-	0.7634	76.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5755	57.55%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9393	93.93%
Skin irritation	-	0.7953	79.53%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6533	65.33%
Micronuclear	-	0.5826	58.26%
Hepatotoxicity	-	0.6557	65.57%
skin sensitisation	-	0.8109	81.09%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4745	47.45%
Acute Oral Toxicity (c)	III	0.5500	55.00%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	-	0.5389	53.89%
Thyroid receptor binding	+	0.5416	54.16%
Glucocorticoid receptor binding	+	0.6163	61.63%
Aromatase binding	+	0.7450	74.50%
PPAR gamma	+	0.7622	76.22%
Honey bee toxicity	-	0.7877	78.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6983	69.83%
Fish aquatic toxicity	+	0.9178	91.78%

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	98.62%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.70%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.17%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.20%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.34%	96.95%
CHEMBL4208	P20618	Proteasome component C5	88.65%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.19%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.62%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.54%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	84.52%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.50%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.51%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.47%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.06%	97.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.83%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.77%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.53%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.42%	96.90%
CHEMBL2581	P07339	Cathepsin D	80.38%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.04%	95.71%

Plants that contains it

• Rodgersia sambucifolia

Cross-Links

• PubChem: 162938674
• LOTUS: LTS0262870
• wikiData: Q105032441