[2-(Acetyloxymethyl)-2-[4,5-diacetyloxy-6-(acetyloxymethyl)-3-hydroxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: e17acf8e-fe5c-4d4a-908e-d0da4971036a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [2-(acetyloxymethyl)-2-[4,5-diacetyloxy-6-(acetyloxymethyl)-3-hydroxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)OC(=O)C=CC3=CC=C(C=C3)O)COC(=O)C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)OC(=O)C=CC3=CC=C(C=C3)O)COC(=O)C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C29H36O17/c1-14(31)39-12-21-25(41-16(3)33)26(42-17(4)34)24(38)28(43-21)46-29(13-40-15(2)32)27(23(37)20(11-30)45-29)44-22(36)10-7-18-5-8-19(35)9-6-18/h5-10,20-21,23-28,30,35,37-38H,11-13H2,1-4H3
• InChI Key: UULRBMDSYFJFGT-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: -0.40
• 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	-	0.5322	53.22%
Caco-2	-	0.8620	86.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7742	77.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8296	82.96%
OATP1B3 inhibitior	+	0.9024	90.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9246	92.46%
P-glycoprotein inhibitior	+	0.7348	73.48%
P-glycoprotein substrate	-	0.6765	67.65%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.7829	78.29%
CYP2C9 inhibition	-	0.8721	87.21%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.9014	90.14%
CYP2C8 inhibition	+	0.7167	71.67%
CYP inhibitory promiscuity	-	0.6265	62.65%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9628	96.28%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.8184	81.84%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3654	36.54%
Micronuclear	-	0.6726	67.26%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6447	64.47%
Acute Oral Toxicity (c)	III	0.5565	55.65%
Estrogen receptor binding	+	0.8331	83.31%
Androgen receptor binding	+	0.6680	66.80%
Thyroid receptor binding	+	0.5477	54.77%
Glucocorticoid receptor binding	+	0.6540	65.40%
Aromatase binding	+	0.5986	59.86%
PPAR gamma	+	0.7143	71.43%
Honey bee toxicity	-	0.6673	66.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9466	94.66%

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	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.19%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.50%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.28%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	89.49%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.89%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.09%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.95%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.87%	94.80%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.20%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.14%	89.67%
CHEMBL340	P08684	Cytochrome P450 3A4	83.83%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.19%	86.92%
CHEMBL2996	Q05655	Protein kinase C delta	83.07%	97.79%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.92%	85.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.18%	97.28%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.99%	93.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.70%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.50%	92.50%
CHEMBL4208	P20618	Proteasome component C5	80.27%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.12%	95.89%

Plants that contains it

• Prunus padus

Cross-Links

• PubChem: 73814619
• LOTUS: LTS0243132
• wikiData: Q105279433