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

Details

• Internal ID: 55c2a5f9-c453-41dc-a885-9191890aa1f5
• 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-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4-hydroxy-2-(hydroxymethyl)oxan-3-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)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OC2C(C(C(OC2OCCC3=CC(=C(C=C3)O)O)CO)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)(CO)O
• InChI: InChI=1S/C28H34O15/c29-11-20-23(42-21(35)6-3-14-1-4-16(31)18(33)9-14)22(36)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: MNAIMEPYDVJSJU-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: -0.60
• 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	-	0.9034	90.34%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8778	87.78%
P-glycoprotein inhibitior	-	0.4703	47.03%
P-glycoprotein substrate	-	0.6056	60.56%
CYP3A4 substrate	+	0.6784	67.84%
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	+	0.7115	71.15%
CYP inhibitory promiscuity	-	0.7799	77.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5701	57.01%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9173	91.73%
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	+	0.7600	76.00%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8022	80.22%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8538	85.38%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.7620	76.20%
Androgen receptor binding	+	0.5300	53.00%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	-	0.4806	48.06%
Aromatase binding	+	0.6141	61.41%
PPAR gamma	+	0.7197	71.97%
Honey bee toxicity	-	0.6619	66.19%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	99.84%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.21%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.74%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.17%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.82%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.97%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.19%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.91%	96.00%
CHEMBL3194	P02766	Transthyretin	88.84%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.79%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.01%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	85.84%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.85%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.23%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.07%	91.19%
CHEMBL4208	P20618	Proteasome component C5	84.04%	90.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.56%	97.28%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.55%	96.37%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.37%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.71%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.37%	91.03%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.06%	92.32%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.22%	94.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.14%	93.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.10%	92.94%

Plants that contains it

• Lantana fucata
• Lepisorus contortus

Cross-Links

• PubChem: 74976009
• LOTUS: LTS0209481
• wikiData: Q105168221