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

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	19386cb5-4689-4391-949b-ff21c9cbd8c9
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name	[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)	C1C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)(CO)O
SMILES (Isomeric)	C1C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCCC4=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)24(43-27-25(37)28(38,12-30)13-40-27)22(36)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	MOOYCEWTRITIQB-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₃₄O₁₅
Molecular Weight	610.60 g/mol
Exact Mass	610.18977037 g/mol
Topological Polar Surface Area (TPSA)	245.00 Å²
XlogP	-0.60
Atomic LogP (AlogP)	-1.40
H-Bond Acceptor	15
H-Bond Donor	9
Rotatable Bonds	11

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5697	56.97%
Caco-2	-	0.9063	90.63%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6762	67.62%
P-glycoprotein inhibitior	-	0.4559	45.59%
P-glycoprotein substrate	-	0.6026	60.26%
CYP3A4 substrate	+	0.6785	67.85%
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	+	0.7064	70.64%
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	-	0.9065	90.65%
Skin irritation	-	0.8065	80.65%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6894	68.94%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.6750	67.50%
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	-	0.8756	87.56%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.7411	74.11%
Androgen receptor binding	+	0.5525	55.25%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	-	0.4722	47.22%
Aromatase binding	+	0.5800	58.00%
PPAR gamma	+	0.6842	68.42%
Honey bee toxicity	-	0.6413	64.13%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7714	77.14%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.86%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.21%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.20%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.83%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.17%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.69%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.21%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.34%	96.00%
CHEMBL3194	P02766	Transthyretin	89.90%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.49%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.89%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.26%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.24%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.70%	97.28%
CHEMBL3401	O75469	Pregnane X receptor	83.49%	94.73%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.07%	96.37%
CHEMBL340	P08684	Cytochrome P450 3A4	82.04%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.71%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.47%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.46%	90.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.45%	93.18%
CHEMBL1951	P21397	Monoamine oxidase A	80.01%	91.49%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Calceolaria polifolia