[3,4,5-Trihydroxy-6-[4-hydroxy-2,5-bis(hydroxymethyl)-3-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyloxy]oxolan-2-yl]oxyoxan-2-yl]methyl 4-methoxybenzoate

Details

• Internal ID: 850c1985-c64f-46bf-96f4-42ebaa6eb919
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [3,4,5-trihydroxy-6-[4-hydroxy-2,5-bis(hydroxymethyl)-3-[3-(3,4,5-trimethoxyphenyl)prop-2-enoyloxy]oxolan-2-yl]oxyoxan-2-yl]methyl 4-methoxybenzoate
• SMILES (Canonical): COC1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC(=C(C(=C4)OC)OC)OC)CO)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC(=C(C(=C4)OC)OC)OC)CO)O)O)O
• InChI: InChI=1S/C32H40O17/c1-41-18-8-6-17(7-9-18)30(40)45-14-22-24(36)26(38)27(39)31(46-22)49-32(15-34)29(25(37)21(13-33)48-32)47-23(35)10-5-16-11-19(42-2)28(44-4)20(12-16)43-3/h5-12,21-22,24-27,29,31,33-34,36-39H,13-15H2,1-4H3
• InChI Key: YRXWOYVIRQDXNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₇
• Molecular Weight: 696.60 g/mol
• Exact Mass: 696.22654980 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7827	78.27%
Caco-2	-	0.8732	87.32%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7023	70.23%
OATP2B1 inhibitior	-	0.5825	58.25%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8194	81.94%
P-glycoprotein inhibitior	+	0.7192	71.92%
P-glycoprotein substrate	-	0.6253	62.53%
CYP3A4 substrate	+	0.6701	67.01%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.7802	78.02%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.8396	83.96%
CYP inhibitory promiscuity	-	0.7421	74.21%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3762	37.62%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.7143	71.43%
skin sensitisation	-	0.8251	82.51%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9077	90.77%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	+	0.8390	83.90%
Androgen receptor binding	+	0.6412	64.12%
Thyroid receptor binding	+	0.5616	56.16%
Glucocorticoid receptor binding	+	0.7050	70.50%
Aromatase binding	+	0.6018	60.18%
PPAR gamma	+	0.7172	71.72%
Honey bee toxicity	-	0.7266	72.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9374	93.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.03%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.85%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.78%	99.17%
CHEMBL4208	P20618	Proteasome component C5	91.81%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.90%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.44%	95.83%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.54%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	85.01%	92.98%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.76%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	84.39%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.25%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.23%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.87%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.61%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.56%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.95%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.77%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.70%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	80.82%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.65%	94.80%
CHEMBL209	P07477	Trypsin I	80.00%	90.00%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 162876807
• LOTUS: LTS0057297
• wikiData: Q105353238