[2-[(4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,3-dihydroxybenzoate

Details

• Internal ID: 07162c78-1f25-44cf-8024-09002b4f480a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [2-[(4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,3-dihydroxybenzoate
• SMILES (Canonical): C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C(=CC=C4)O)O
• SMILES (Isomeric): C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C(=CC=C4)O)O
• InChI: InChI=1S/C23H26O12/c1-2-10-11-6-7-31-20(29)13(11)9-32-22(10)35-23-19(18(28)17(27)15(8-24)33-23)34-21(30)12-4-3-5-14(25)16(12)26/h2-5,9-11,15,17-19,22-28H,1,6-8H2
• InChI Key: XJKQETQKNZJWIM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₂
• Molecular Weight: 494.40 g/mol
• Exact Mass: 494.14242626 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5056	50.56%
Caco-2	-	0.9065	90.65%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6687	66.87%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7110	71.10%
P-glycoprotein inhibitior	-	0.5658	56.58%
P-glycoprotein substrate	-	0.6655	66.55%
CYP3A4 substrate	+	0.6602	66.02%
CYP2C9 substrate	-	0.6121	61.21%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8860	88.60%
CYP2C9 inhibition	-	0.6861	68.61%
CYP2C19 inhibition	-	0.6945	69.45%
CYP2D6 inhibition	-	0.8506	85.06%
CYP1A2 inhibition	-	0.7615	76.15%
CYP2C8 inhibition	+	0.6196	61.96%
CYP inhibitory promiscuity	-	0.8190	81.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6406	64.06%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.7727	77.27%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7302	73.02%
Acute Oral Toxicity (c)	III	0.4838	48.38%
Estrogen receptor binding	+	0.8139	81.39%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	+	0.5219	52.19%
Glucocorticoid receptor binding	+	0.6917	69.17%
Aromatase binding	+	0.5931	59.31%
PPAR gamma	+	0.6706	67.06%
Honey bee toxicity	-	0.7908	79.08%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9133	91.33%

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	98.00%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.01%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	92.90%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.45%	83.57%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.92%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.55%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.96%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.64%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.43%	92.88%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.24%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.77%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.49%	95.17%
CHEMBL4530	P00488	Coagulation factor XIII	81.79%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	81.29%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.62%	86.92%

Plants that contains it

• Gentiana algida
• Gentiana tibetica

Cross-Links

• PubChem: 78407175
• LOTUS: LTS0127507
• wikiData: Q105329019