[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(E)-2-methylbut-2-enoxy]methyl]-2-(2-methylpropoxy)oxan-3-yl] acetate

Details

• Internal ID: 69da36da-999e-4e65-9858-1f8c2cd0508b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(E)-2-methylbut-2-enoxy]methyl]-2-(2-methylpropoxy)oxan-3-yl] acetate
• SMILES (Canonical): CC=C(C)COCC1C(C(C(C(O1)OCC(C)C)OC(=O)C)O)O
• SMILES (Isomeric): C/C=C(\C)/COC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OCC(C)C)OC(=O)C)O)O
• InChI: InChI=1S/C17H30O7/c1-6-11(4)8-21-9-13-14(19)15(20)16(23-12(5)18)17(24-13)22-7-10(2)3/h6,10,13-17,19-20H,7-9H2,1-5H3/b11-6+/t13-,14-,15+,16-,17-/m1/s1
• InChI Key: BLMQKSAUCLZUFD-IMONNPJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₀O₇
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.19915329 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7364	73.64%
Caco-2	-	0.6074	60.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8530	85.30%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7002	70.02%
P-glycoprotein inhibitior	-	0.7455	74.55%
P-glycoprotein substrate	-	0.8762	87.62%
CYP3A4 substrate	+	0.5703	57.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.9531	95.31%
CYP2C9 inhibition	-	0.8088	80.88%
CYP2C19 inhibition	-	0.7831	78.31%
CYP2D6 inhibition	-	0.8899	88.99%
CYP1A2 inhibition	-	0.7809	78.09%
CYP2C8 inhibition	-	0.8975	89.75%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6502	65.02%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7254	72.54%
Micronuclear	-	0.8226	82.26%
Hepatotoxicity	-	0.5694	56.94%
skin sensitisation	-	0.7748	77.48%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7670	76.70%
Acute Oral Toxicity (c)	III	0.6706	67.06%
Estrogen receptor binding	+	0.5846	58.46%
Androgen receptor binding	-	0.6537	65.37%
Thyroid receptor binding	+	0.5814	58.14%
Glucocorticoid receptor binding	+	0.6731	67.31%
Aromatase binding	-	0.5890	58.90%
PPAR gamma	-	0.5208	52.08%
Honey bee toxicity	-	0.8260	82.60%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7855	78.55%
Fish aquatic toxicity	+	0.8577	85.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.02%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.72%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	90.21%	95.93%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.22%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.25%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.94%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.76%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.69%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.49%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.16%	92.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.10%	82.50%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.97%	95.64%
CHEMBL340	P08684	Cytochrome P450 3A4	80.94%	91.19%
CHEMBL5957	P21589	5'-nucleotidase	80.83%	97.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.30%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.20%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.20%	94.33%

Plants that contains it

• Picradeniopsis pringlei

Cross-Links

• PubChem: 162898414
• LOTUS: LTS0233585
• wikiData: Q104938065