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

Details

• Internal ID: 0eb77a1d-78f8-4518-9381-4b872d8b8c11
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OCCC3=CC(=C(C=C3)O)O)CO)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OC2C(C(C(OC2OCCC3=CC(=C(C=C3)O)O)CO)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)(CO)O
• InChI: InChI=1S/C28H34O15/c29-11-20-22(36)23(42-21(35)6-3-14-1-4-16(31)18(33)9-14)24(43-27-25(37)28(38,12-30)13-40-27)26(41-20)39-8-7-15-2-5-17(32)19(34)10-15/h1-6,9-10,20,22-27,29-34,36-38H,7-8,11-13H2
• InChI Key: YWKLZOGFDAIZCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₅
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.18977037 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• 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	-	0.9001	90.01%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8144	81.44%
P-glycoprotein inhibitior	+	0.6083	60.83%
P-glycoprotein substrate	-	0.6041	60.41%
CYP3A4 substrate	+	0.6759	67.59%
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	+	0.7217	72.17%
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	-	0.9116	91.16%
Skin irritation	-	0.8065	80.65%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8466	84.66%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8022	80.22%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8692	86.92%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.7664	76.64%
Androgen receptor binding	+	0.5440	54.40%
Thyroid receptor binding	+	0.5289	52.89%
Glucocorticoid receptor binding	-	0.4694	46.94%
Aromatase binding	+	0.5840	58.40%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.6565	65.65%
Biodegradation	-	0.6250	62.50%
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	99.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.23%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	96.37%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.82%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.30%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.04%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.43%	91.49%
CHEMBL3194	P02766	Transthyretin	88.84%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.70%	96.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.56%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.85%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.54%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.53%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.41%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	84.07%	91.19%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.63%	96.37%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.49%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.39%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.31%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.87%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.41%	91.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.57%	91.03%

Plants that contains it

• Lepisorus contortus

Cross-Links

• PubChem: 75605113
• LOTUS: LTS0032045
• wikiData: Q105366868