[3,4-Dihydroxy-5-[(3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl)methoxy]oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 85fe487a-cf40-493f-befd-63bc030fa990
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [3,4-dihydroxy-5-[(3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl)methoxy]oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OCC3=CC=CC=C3)O)O)O)O)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O
• SMILES (Isomeric): C1C(C(C(O1)OCC2C(C(C(C(O2)OCC3=CC=CC=C3)O)O)O)O)(COC(=O)C=CC4=CC(=C(C=C4)O)O)O
• InChI: InChI=1S/C27H32O13/c28-17-8-6-15(10-18(17)29)7-9-20(30)38-13-27(35)14-39-26(24(27)34)37-12-19-21(31)22(32)23(33)25(40-19)36-11-16-4-2-1-3-5-16/h1-10,19,21-26,28-29,31-35H,11-14H2
• InChI Key: UMWARQXKAJGQSG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₃
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.18429107 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5119	51.19%
Caco-2	-	0.9120	91.20%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7505	75.05%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4861	48.61%
P-glycoprotein inhibitior	-	0.5790	57.90%
P-glycoprotein substrate	-	0.7159	71.59%
CYP3A4 substrate	+	0.6443	64.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.8591	85.91%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.7938	79.38%
CYP2D6 inhibition	-	0.8695	86.95%
CYP1A2 inhibition	-	0.8978	89.78%
CYP2C8 inhibition	+	0.8102	81.02%
CYP inhibitory promiscuity	-	0.7890	78.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5787	57.87%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9260	92.60%
Skin irritation	-	0.8232	82.32%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3953	39.53%
Micronuclear	+	0.5048	50.48%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.7689	76.89%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8925	89.25%
Acute Oral Toxicity (c)	III	0.6373	63.73%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.7055	70.55%
Thyroid receptor binding	+	0.5524	55.24%
Glucocorticoid receptor binding	+	0.5778	57.78%
Aromatase binding	+	0.6957	69.57%
PPAR gamma	+	0.7294	72.94%
Honey bee toxicity	-	0.7490	74.90%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9485	94.85%

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	99.85%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.69%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.02%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	94.49%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.43%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.76%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.82%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.19%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.37%	85.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.90%	99.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.63%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	86.50%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.09%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.08%	91.71%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	84.65%	88.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.13%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.80%	99.15%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.47%	83.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.40%	95.93%

Plants that contains it

• Baccharis dracunculifolia

Cross-Links

• PubChem: 85355965
• LOTUS: LTS0185299
• wikiData: Q105275789