[3,4,5-Trihydroxy-6-(2-oxochromen-7-yl)oxyoxan-2-yl]methyl acetate

Details

• Internal ID: a9a3574b-083c-4a50-b071-dd8ed4f54f23
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-(2-oxochromen-7-yl)oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C=CC(=O)O3)O)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C=CC(=O)O3)O)O)O
• InChI: InChI=1S/C17H18O9/c1-8(18)23-7-12-14(20)15(21)16(22)17(26-12)24-10-4-2-9-3-5-13(19)25-11(9)6-10/h2-6,12,14-17,20-22H,7H2,1H3
• InChI Key: AWXXCGMRILXXHY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₉
• Molecular Weight: 366.30 g/mol
• Exact Mass: 366.09508215 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5324	53.24%
Caco-2	-	0.7552	75.52%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6662	66.62%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.8507	85.07%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6263	62.63%
P-glycoprotein inhibitior	-	0.7693	76.93%
P-glycoprotein substrate	-	0.9130	91.30%
CYP3A4 substrate	+	0.5359	53.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.9540	95.40%
CYP2C9 inhibition	-	0.9434	94.34%
CYP2C19 inhibition	-	0.9405	94.05%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	-	0.9053	90.53%
CYP2C8 inhibition	-	0.7597	75.97%
CYP inhibitory promiscuity	-	0.9039	90.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.8086	80.86%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5392	53.92%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7866	78.66%
Acute Oral Toxicity (c)	III	0.6709	67.09%
Estrogen receptor binding	+	0.7443	74.43%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6050	60.50%
Glucocorticoid receptor binding	+	0.6667	66.67%
Aromatase binding	+	0.5487	54.87%
PPAR gamma	-	0.4852	48.52%
Honey bee toxicity	-	0.8804	88.04%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	+	0.9366	93.66%

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	97.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.07%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.00%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.12%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	91.14%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.40%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.84%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.24%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.88%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.09%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.01%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%

Plants that contains it

• Sinacalia tangutica

Cross-Links

• PubChem: 163025030
• LOTUS: LTS0043212
• wikiData: Q104920364