[(2R,3R,4S,5S)-5-acetyloxy-3,6-dihydroxy-2,4-dimethoxyhexyl] acetate

Details

• Internal ID: 053b47e1-9d5b-424a-aaf7-0f2fc2970efb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: [(2R,3R,4S,5S)-5-acetyloxy-3,6-dihydroxy-2,4-dimethoxyhexyl] acetate
• SMILES (Canonical): CC(=O)OCC(C(C(C(CO)OC(=O)C)OC)O)OC
• SMILES (Isomeric): CC(=O)OC[C@H]([C@H]([C@@H]([C@H](CO)OC(=O)C)OC)O)OC
• InChI: InChI=1S/C12H22O8/c1-7(14)19-6-10(17-3)11(16)12(18-4)9(5-13)20-8(2)15/h9-13,16H,5-6H2,1-4H3/t9-,10+,11+,12+/m0/s1
• InChI Key: AHDSJVGDZAXLOY-IRCOFANPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₂O₈
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.13146766 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.14
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6797	67.97%
Caco-2	+	0.5164	51.64%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8037	80.37%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8382	83.82%
P-glycoprotein inhibitior	-	0.8248	82.48%
P-glycoprotein substrate	-	0.8873	88.73%
CYP3A4 substrate	-	0.5224	52.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.9110	91.10%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.9162	91.62%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.9356	93.56%
CYP2C8 inhibition	-	0.9260	92.60%
CYP inhibitory promiscuity	-	0.9565	95.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7223	72.23%
Carcinogenicity (trinary)	Non-required	0.7384	73.84%
Eye corrosion	-	0.8686	86.86%
Eye irritation	-	0.8469	84.69%
Skin irritation	-	0.9032	90.32%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5712	57.12%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.8275	82.75%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.7340	73.40%
Acute Oral Toxicity (c)	III	0.7170	71.70%
Estrogen receptor binding	-	0.5393	53.93%
Androgen receptor binding	-	0.7634	76.34%
Thyroid receptor binding	-	0.5261	52.61%
Glucocorticoid receptor binding	+	0.5684	56.84%
Aromatase binding	-	0.7778	77.78%
PPAR gamma	-	0.7070	70.70%
Honey bee toxicity	-	0.8121	81.21%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.7879	78.79%

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	96.94%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.61%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.31%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.74%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.39%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.54%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.36%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.28%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163036407
• LOTUS: LTS0143876
• wikiData: Q104912191