Scopolin tetraacetate

Details

• Internal ID: 0a35ffc2-49cd-43c2-885a-f243a1ee0ada
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(6-methoxy-2-oxochromen-7-yl)oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C3C=CC(=O)OC3=C2)OC)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C=C3C=CC(=O)OC3=C2)OC)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C24H26O13/c1-11(25)31-10-19-21(32-12(2)26)22(33-13(3)27)23(34-14(4)28)24(37-19)36-18-9-16-15(8-17(18)30-5)6-7-20(29)35-16/h6-9,19,21-24H,10H2,1-5H3/t19-,21-,22+,23-,24-/m1/s1
• InChI Key: QLLMKEQDKWNRKE-PFKOEMKTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₃
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.13734088 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 13
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	-	0.6310	63.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6618	66.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8477	84.77%
OATP1B3 inhibitior	+	0.8617	86.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9679	96.79%
P-glycoprotein inhibitior	+	0.9068	90.68%
P-glycoprotein substrate	-	0.7683	76.83%
CYP3A4 substrate	+	0.5716	57.16%
CYP2C9 substrate	-	0.8154	81.54%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.8425	84.25%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.6798	67.98%
CYP2C8 inhibition	-	0.5599	55.99%
CYP inhibitory promiscuity	-	0.6260	62.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6826	68.26%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.8540	85.40%
Skin irritation	-	0.8572	85.72%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7402	74.02%
Micronuclear	-	0.5008	50.08%
Hepatotoxicity	-	0.6768	67.68%
skin sensitisation	-	0.8527	85.27%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7741	77.41%
Acute Oral Toxicity (c)	III	0.6425	64.25%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	+	0.5649	56.49%
Thyroid receptor binding	+	0.5640	56.40%
Glucocorticoid receptor binding	+	0.8163	81.63%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6811	68.11%
Honey bee toxicity	-	0.8739	87.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.9365	93.65%

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	95.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.79%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.07%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.62%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.19%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	84.28%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.77%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.49%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.19%	94.45%

Plants that contains it

• Chrysothamnus viscidiflorus

Cross-Links

• PubChem: 14414542
• LOTUS: LTS0093741
• wikiData: Q105223654