[(3R,4S)-5-[(3S,4S,5R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: c53fc566-d73c-4681-a7af-35f3e58f19c4
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [(3R,4S)-5-[(3S,4S,5R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C28H34O13/c29-13-20-22(33)23(34)24(26(40-20)37-12-11-17-3-8-19(31)9-4-17)41-27-25(35)28(36,15-39-27)14-38-21(32)10-5-16-1-6-18(30)7-2-16/h1-10,20,22-27,29-31,33-36H,11-15H2/b10-5+/t20?,22-,23-,24-,25+,26?,27?,28-/m0/s1
• InChI Key: LNARHOSBHRLKHD-XFRJALHUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₃
• Molecular Weight: 578.60 g/mol
• Exact Mass: 578.19994113 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6353	63.53%
Caco-2	-	0.8992	89.92%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7874	78.74%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.8667	86.67%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7124	71.24%
P-glycoprotein inhibitior	-	0.5203	52.03%
P-glycoprotein substrate	-	0.5873	58.73%
CYP3A4 substrate	+	0.6719	67.19%
CYP2C9 substrate	-	0.8049	80.49%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8654	86.54%
CYP2C9 inhibition	-	0.8588	85.88%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.8779	87.79%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.7436	74.36%
CYP inhibitory promiscuity	-	0.7941	79.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6809	68.09%
Micronuclear	-	0.6767	67.67%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8414	84.14%
Acute Oral Toxicity (c)	III	0.6484	64.84%
Estrogen receptor binding	+	0.8219	82.19%
Androgen receptor binding	+	0.6960	69.60%
Thyroid receptor binding	-	0.5056	50.56%
Glucocorticoid receptor binding	-	0.5178	51.78%
Aromatase binding	+	0.6787	67.87%
PPAR gamma	+	0.7068	70.68%
Honey bee toxicity	-	0.6698	66.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7197	71.97%

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	98.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.51%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.02%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.81%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.75%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.49%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.40%	95.93%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.50%	94.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.07%	96.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.74%	94.00%
CHEMBL3194	P02766	Transthyretin	86.28%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.05%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.62%	86.92%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.38%	97.28%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.93%	85.00%
CHEMBL233	P35372	Mu opioid receptor	84.53%	97.93%
CHEMBL2581	P07339	Cathepsin D	84.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.93%	89.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.29%	94.33%
CHEMBL2514	O95665	Neurotensin receptor 2	80.99%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.40%	97.25%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 162865664
• LOTUS: LTS0256044
• wikiData: Q105154239