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

Details

• Internal ID: 523a8f1d-04d7-4b57-9529-b2f8ed00ed71
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [2-[3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5-bis(acetyloxymethyl)-4-hydroxyoxolan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C27H34O16/c1-13(29)37-11-19-22(35)25(41-20(33)9-6-16-4-7-17(32)8-5-16)27(42-19,12-38-14(2)30)43-26-24(39-15(3)31)23(36)21(34)18(10-28)40-26/h4-9,18-19,21-26,28,32,34-36H,10-12H2,1-3H3
• InChI Key: XAEXDDRZTSBTMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₆
• Molecular Weight: 614.50 g/mol
• Exact Mass: 614.18468499 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.71
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7141	71.41%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7883	78.83%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8029	80.29%
OATP1B3 inhibitior	+	0.9219	92.19%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9325	93.25%
P-glycoprotein inhibitior	+	0.6476	64.76%
P-glycoprotein substrate	-	0.6993	69.93%
CYP3A4 substrate	+	0.6582	65.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.8472	84.72%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.8990	89.90%
CYP2C8 inhibition	+	0.7266	72.66%
CYP inhibitory promiscuity	-	0.7794	77.94%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6698	66.98%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.8186	81.86%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6752	67.52%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5968	59.68%
Acute Oral Toxicity (c)	III	0.6006	60.06%
Estrogen receptor binding	+	0.8315	83.15%
Androgen receptor binding	+	0.6449	64.49%
Thyroid receptor binding	+	0.5358	53.58%
Glucocorticoid receptor binding	+	0.6481	64.81%
Aromatase binding	+	0.5724	57.24%
PPAR gamma	+	0.7155	71.55%
Honey bee toxicity	-	0.6848	68.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9533	95.33%

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	98.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.19%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.10%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.98%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	91.87%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	91.21%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.24%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.51%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.16%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.97%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.95%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.68%	89.67%
CHEMBL3194	P02766	Transthyretin	84.05%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.89%	93.10%
CHEMBL4208	P20618	Proteasome component C5	81.92%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.37%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.89%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	80.60%	92.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.50%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	80.45%	91.19%

Plants that contains it

• Prunus maximowiczii

Cross-Links

• PubChem: 162853440
• LOTUS: LTS0110971
• wikiData: Q105323888