[(2S,3S,4R,5S,6S)-3,4,5-triacetyloxy-6-methoxyoxan-2-yl]methyl acetate

Details

• Internal ID: 24999bf7-55dc-4ef5-a049-1011a09de38f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(2S,3S,4R,5S,6S)-3,4,5-triacetyloxy-6-methoxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)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)OC)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C15H22O10/c1-7(16)21-6-11-12(22-8(2)17)13(23-9(3)18)14(24-10(4)19)15(20-5)25-11/h11-15H,6H2,1-5H3/t11-,12-,13+,14-,15-/m0/s1
• InChI Key: UYWUMFGDPBMNCA-RMEBNNNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₁₀
• Molecular Weight: 362.33 g/mol
• Exact Mass: 362.12129689 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8982	89.82%
Caco-2	+	0.6177	61.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8014	80.14%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6519	65.19%
P-glycoprotein inhibitior	-	0.5079	50.79%
P-glycoprotein substrate	-	0.9855	98.55%
CYP3A4 substrate	+	0.5190	51.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9023	90.23%
CYP3A4 inhibition	-	0.9548	95.48%
CYP2C9 inhibition	-	0.9774	97.74%
CYP2C19 inhibition	-	0.9322	93.22%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.9000	90.00%
CYP2C8 inhibition	-	0.9346	93.46%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.7205	72.05%
Eye corrosion	-	0.8826	88.26%
Eye irritation	-	0.6351	63.51%
Skin irritation	-	0.8306	83.06%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4477	44.77%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	-	0.5733	57.33%
skin sensitisation	-	0.9121	91.21%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.5797	57.97%
Acute Oral Toxicity (c)	III	0.7206	72.06%
Estrogen receptor binding	+	0.7064	70.64%
Androgen receptor binding	-	0.7867	78.67%
Thyroid receptor binding	-	0.5207	52.07%
Glucocorticoid receptor binding	-	0.6283	62.83%
Aromatase binding	-	0.6587	65.87%
PPAR gamma	+	0.5173	51.73%
Honey bee toxicity	-	0.8235	82.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8055	80.55%
Fish aquatic toxicity	-	0.6264	62.64%

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	96.65%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.33%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.11%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	88.75%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	85.75%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.05%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	83.40%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.16%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.53%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.37%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.55%	97.21%

Plants that contains it

• Ferula sinaica

Cross-Links

• PubChem: 102469378
• LOTUS: LTS0116615
• wikiData: Q105282008