[2-[3-Acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxy-2,5-bis(acetyloxymethyl)-4-hydroxyoxolan-3-yl] 3-(3-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 63da69ae-efd3-428f-ac84-3028e4eea803
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [2-[3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxy-2,5-bis(acetyloxymethyl)-4-hydroxyoxolan-3-yl] 3-(3-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C)O)OC(=O)C=CC3=CC(=CC=C3)O)COC(=O)C)OC(=O)C)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C)O)OC(=O)C=CC3=CC(=CC=C3)O)COC(=O)C)OC(=O)C)O)O
• InChI: InChI=1S/C29H36O17/c1-14(30)39-11-20-23(36)25(38)26(42-17(4)33)28(43-20)46-29(13-41-16(3)32)27(24(37)21(45-29)12-40-15(2)31)44-22(35)9-8-18-6-5-7-19(34)10-18/h5-10,20-21,23-28,34,36-38H,11-13H2,1-4H3
• InChI Key: JAUBIJLYWFRNRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₇
• Molecular Weight: 656.60 g/mol
• Exact Mass: 656.19524968 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.14
• H-Bond Acceptor: 17
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5701	57.01%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8654	86.54%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8246	82.46%
OATP1B3 inhibitior	+	0.8706	87.06%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8751	87.51%
P-glycoprotein inhibitior	+	0.7226	72.26%
P-glycoprotein substrate	-	0.6399	63.99%
CYP3A4 substrate	+	0.6622	66.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.8840	88.40%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.8523	85.23%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.8544	85.44%
CYP2C8 inhibition	+	0.7723	77.23%
CYP inhibitory promiscuity	-	0.7768	77.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6158	61.58%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9245	92.45%
Skin irritation	-	0.8171	81.71%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4244	42.44%
Micronuclear	-	0.6052	60.52%
Hepatotoxicity	-	0.8226	82.26%
skin sensitisation	-	0.8466	84.66%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8832	88.32%
Acute Oral Toxicity (c)	III	0.6021	60.21%
Estrogen receptor binding	+	0.8469	84.69%
Androgen receptor binding	+	0.6193	61.93%
Thyroid receptor binding	+	0.5595	55.95%
Glucocorticoid receptor binding	+	0.6628	66.28%
Aromatase binding	+	0.5445	54.45%
PPAR gamma	+	0.7628	76.28%
Honey bee toxicity	-	0.7209	72.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.66%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	96.96%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.57%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.11%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.04%	95.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.63%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.07%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.83%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.64%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.45%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.17%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	84.92%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.31%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.97%	85.14%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.45%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.12%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.24%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.08%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.81%	95.89%

Plants that contains it

• Prunus maximowiczii

Cross-Links

• PubChem: 162843073
• LOTUS: LTS0251246
• wikiData: Q105124072