[4-acetyloxy-2-(acetyloxymethyl)-6-[(4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]-5-hydroxyoxan-3-yl] 3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: 162ac2d6-5118-4b50-8301-466e308c1259
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [4-acetyloxy-2-(acetyloxymethyl)-6-[(4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]-5-hydroxyoxan-3-yl] 3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• InChI: InChI=1S/C33H40O18/c1-4-18-19-8-9-43-30(42)20(19)12-45-31(18)51-33-26(40)28(46-15(3)36)27(22(49-33)13-44-14(2)35)50-29(41)16-6-5-7-17(10-16)47-32-25(39)24(38)23(37)21(11-34)48-32/h4-7,10,12,18-19,21-28,31-34,37-40H,1,8-9,11,13H2,2-3H3
• InChI Key: VXFRVDMRRFAMKD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₁₈
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.22146442 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.41
• H-Bond Acceptor: 18
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6305	63.05%
Caco-2	-	0.8771	87.71%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7569	75.69%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.8177	81.77%
OATP1B3 inhibitior	+	0.9132	91.32%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6600	66.00%
P-glycoprotein inhibitior	+	0.7121	71.21%
P-glycoprotein substrate	-	0.5409	54.09%
CYP3A4 substrate	+	0.7162	71.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.8643	86.43%
CYP2C9 inhibition	-	0.8136	81.36%
CYP2C19 inhibition	-	0.8060	80.60%
CYP2D6 inhibition	-	0.8744	87.44%
CYP1A2 inhibition	-	0.7643	76.43%
CYP2C8 inhibition	+	0.7370	73.70%
CYP inhibitory promiscuity	-	0.8155	81.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6915	69.15%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.7489	74.89%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3928	39.28%
Micronuclear	-	0.6767	67.67%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.8329	83.29%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4651	46.51%
Acute Oral Toxicity (c)	III	0.5819	58.19%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.6126	61.26%
Thyroid receptor binding	-	0.5118	51.18%
Glucocorticoid receptor binding	+	0.6699	66.99%
Aromatase binding	-	0.5182	51.82%
PPAR gamma	+	0.6948	69.48%
Honey bee toxicity	-	0.7061	70.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9524	95.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.34%	95.93%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	95.76%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.69%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.09%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.05%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.00%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	92.87%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.59%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.26%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.80%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.25%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.36%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.35%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.13%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.07%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.12%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.36%	83.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.23%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.00%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.49%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.41%	91.19%

Plants that contains it

• Verbena officinalis

Cross-Links

• PubChem: 162931101
• LOTUS: LTS0257877
• wikiData: Q105298470