[6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 36c3cba4-5f0b-4c0b-8b58-a3a3df646b21
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O
• InChI: InChI=1S/C29H36O14/c1-14-22(35)23(36)24(37)29(40-14)43-27-25(38)28(39-11-10-16-4-8-18(32)19(33)12-16)41-20(13-30)26(27)42-21(34)9-5-15-2-6-17(31)7-3-15/h2-9,12,14,20,22-33,35-38H,10-11,13H2,1H3
• InChI Key: CNHXTGSOMDOVOM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₄
• Molecular Weight: 608.60 g/mol
• Exact Mass: 608.21050582 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7586	75.86%
Caco-2	-	0.9088	90.88%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.7962	79.62%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7307	73.07%
P-glycoprotein inhibitior	-	0.6074	60.74%
P-glycoprotein substrate	-	0.5766	57.66%
CYP3A4 substrate	+	0.6631	66.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.8907	89.07%
CYP2C9 inhibition	-	0.7325	73.25%
CYP2C19 inhibition	-	0.8467	84.67%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.8483	84.83%
CYP2C8 inhibition	+	0.7614	76.14%
CYP inhibitory promiscuity	-	0.5836	58.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9195	91.95%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7054	70.54%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8149	81.49%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.9155	91.55%
Acute Oral Toxicity (c)	III	0.8034	80.34%
Estrogen receptor binding	+	0.7706	77.06%
Androgen receptor binding	-	0.5571	55.71%
Thyroid receptor binding	+	0.5294	52.94%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	-	0.4887	48.87%
PPAR gamma	+	0.6727	67.27%
Honey bee toxicity	-	0.6371	63.71%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7773	77.73%

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	99.62%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.14%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.07%	96.09%
CHEMBL3194	P02766	Transthyretin	94.61%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.49%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.25%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.54%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.57%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	89.38%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.13%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.03%	91.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.00%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.97%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	83.64%	95.93%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.10%	89.67%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.71%	80.78%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.20%	85.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.97%	96.37%
CHEMBL4208	P20618	Proteasome component C5	81.17%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.35%	95.56%

Plants that contains it

• Scrophularia nodosa

Cross-Links

• PubChem: 73814629
• LOTUS: LTS0234987
• wikiData: Q104965814