[5-Acetyloxy-3,4-dihydroxy-6-(2-phenylethoxy)oxan-2-yl]methyl acetate

Details

• Internal ID: aa2def06-569c-407b-8194-f523f858c8bd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [5-acetyloxy-3,4-dihydroxy-6-(2-phenylethoxy)oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OCCC2=CC=CC=C2)OC(=O)C)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OCCC2=CC=CC=C2)OC(=O)C)O)O
• InChI: InChI=1S/C18H24O8/c1-11(19)24-10-14-15(21)16(22)17(25-12(2)20)18(26-14)23-9-8-13-6-4-3-5-7-13/h3-7,14-18,21-22H,8-10H2,1-2H3
• InChI Key: HSXZFKWYUYQDQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₈
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.14711772 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6345	63.45%
Caco-2	-	0.6249	62.49%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9096	90.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8455	84.55%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5978	59.78%
P-glycoprotein inhibitior	-	0.6042	60.42%
P-glycoprotein substrate	-	0.9276	92.76%
CYP3A4 substrate	+	0.5579	55.79%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.9197	91.97%
CYP2C9 inhibition	-	0.7609	76.09%
CYP2C19 inhibition	-	0.8881	88.81%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8335	83.35%
CYP2C8 inhibition	-	0.6393	63.93%
CYP inhibitory promiscuity	-	0.9213	92.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7211	72.11%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.8511	85.11%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5284	52.84%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9395	93.95%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8257	82.57%
Acute Oral Toxicity (c)	III	0.6728	67.28%
Estrogen receptor binding	+	0.5344	53.44%
Androgen receptor binding	-	0.6724	67.24%
Thyroid receptor binding	-	0.5556	55.56%
Glucocorticoid receptor binding	+	0.5623	56.23%
Aromatase binding	-	0.7864	78.64%
PPAR gamma	-	0.5338	53.38%
Honey bee toxicity	-	0.8742	87.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7978	79.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	98.40%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.93%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.37%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.81%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.50%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.22%	94.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.05%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	83.91%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.11%	94.45%
CHEMBL5028	O14672	ADAM10	82.52%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.97%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.28%	96.95%

Plants that contains it

• Gaillardia aestivalis

Cross-Links

• PubChem: 14825807
• LOTUS: LTS0149571
• wikiData: Q105033317