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

Details

• Internal ID: 9e1e5265-dd04-460d-8286-533d3ba5a4b3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(2S,3R,4R,5S)-5-acetyloxy-2,4-dihydroxy-3,6-dimethoxyhexyl] acetate
• InChI: InChI=1S/C12H22O8/c1-7(13)19-5-9(15)12(18-4)11(16)10(6-17-3)20-8(2)14/h9-12,15-16H,5-6H2,1-4H3/t9-,10-,11+,12+/m0/s1
• InChI Key: YXCIGBISYLAZQU-NNYUYHANSA-N
• Popularity: 2 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	+	0.5817	58.17%
Caco-2	+	0.5553	55.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7056	70.56%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8472	84.72%
P-glycoprotein inhibitior	-	0.8516	85.16%
P-glycoprotein substrate	-	0.8709	87.09%
CYP3A4 substrate	+	0.5162	51.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.9299	92.99%
CYP2C9 inhibition	-	0.8965	89.65%
CYP2C19 inhibition	-	0.9078	90.78%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9152	91.52%
CYP2C8 inhibition	-	0.9297	92.97%
CYP inhibitory promiscuity	-	0.9813	98.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.7188	71.88%
Eye corrosion	-	0.8935	89.35%
Eye irritation	-	0.9261	92.61%
Skin irritation	-	0.9004	90.04%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8196	81.96%
Micronuclear	-	0.8326	83.26%
Hepatotoxicity	-	0.6050	60.50%
skin sensitisation	-	0.8417	84.17%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.7941	79.41%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.7294	72.94%
Acute Oral Toxicity (c)	III	0.8244	82.44%
Estrogen receptor binding	-	0.6209	62.09%
Androgen receptor binding	-	0.8568	85.68%
Thyroid receptor binding	-	0.5619	56.19%
Glucocorticoid receptor binding	-	0.5687	56.87%
Aromatase binding	-	0.8076	80.76%
PPAR gamma	-	0.6158	61.58%
Honey bee toxicity	-	0.7923	79.23%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.7108	71.08%

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	97.89%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.93%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.27%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.88%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.31%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.72%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.54%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.95%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.81%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.79%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.52%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162929703
• LOTUS: LTS0145901
• wikiData: Q105367498