[5-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxan-4-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: d7b3b76f-154d-47ce-b9ee-d4dac144e0c6
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [5-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxan-4-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C28H34O14/c29-12-20-22(35)23(41-21(34)8-4-16-3-7-18(32)19(33)11-16)24(42-27-25(36)28(37,13-30)14-39-27)26(40-20)38-10-9-15-1-5-17(31)6-2-15/h1-8,11,20,22-27,29-33,35-37H,9-10,12-14H2
• InChI Key: RHQIZJFLMIOHRF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₄
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.19485575 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5697	56.97%
Caco-2	-	0.8990	89.90%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.8845	88.45%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8509	85.09%
P-glycoprotein inhibitior	+	0.6046	60.46%
P-glycoprotein substrate	-	0.5426	54.26%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.8515	85.15%
CYP2C9 inhibition	-	0.8028	80.28%
CYP2C19 inhibition	-	0.8301	83.01%
CYP2D6 inhibition	-	0.8566	85.66%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.7920	79.20%
CYP inhibitory promiscuity	-	0.7799	77.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5701	57.01%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.8065	80.65%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7930	79.30%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8022	80.22%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8678	86.78%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.7856	78.56%
Androgen receptor binding	+	0.6245	62.45%
Thyroid receptor binding	+	0.5520	55.20%
Glucocorticoid receptor binding	-	0.4690	46.90%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	+	0.7419	74.19%
Honey bee toxicity	-	0.6306	63.06%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7714	77.14%

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	99.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.60%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	96.65%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.45%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.38%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.82%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.32%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.42%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.27%	96.00%
CHEMBL3194	P02766	Transthyretin	89.83%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.51%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.96%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.78%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.30%	92.94%
CHEMBL4208	P20618	Proteasome component C5	84.18%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.96%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.71%	91.71%
CHEMBL1951	P21397	Monoamine oxidase A	83.69%	91.49%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.63%	85.00%
CHEMBL3401	O75469	Pregnane X receptor	83.38%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.02%	97.28%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.39%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.31%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.03%	94.97%

Plants that contains it

• Lepisorus contortus

Cross-Links

• PubChem: 75605114
• LOTUS: LTS0031189
• wikiData: Q105236574