[5-Hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 45319e54-8e81-4a39-97f6-ebf8196dd670
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [5-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1CCOC2C(C(C(C(O2)CO)OC(=O)C=CC3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCOC2C(C(C(C(O2)CO)OC(=O)C=CC3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
• InChI: InChI=1S/C29H36O14/c30-13-19-22(35)23(36)24(37)29(40-19)43-27-25(38)28(39-12-11-16-3-8-18(33)9-4-16)41-20(14-31)26(27)42-21(34)10-5-15-1-6-17(32)7-2-15/h1-10,19-20,22-33,35-38H,11-14H2
• InChI Key: LWPFQTHPOZZLJT-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: -0.30
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8195	81.95%
Caco-2	-	0.9153	91.53%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7541	75.41%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5736	57.36%
P-glycoprotein inhibitior	-	0.5849	58.49%
P-glycoprotein substrate	-	0.7538	75.38%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.9239	92.39%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.8725	87.25%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	-	0.9296	92.96%
CYP2C8 inhibition	+	0.7381	73.81%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.8418	84.18%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7161	71.61%
Micronuclear	-	0.6867	68.67%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8787	87.87%
Acute Oral Toxicity (c)	III	0.6323	63.23%
Estrogen receptor binding	+	0.7486	74.86%
Androgen receptor binding	+	0.5953	59.53%
Thyroid receptor binding	-	0.5203	52.03%
Glucocorticoid receptor binding	-	0.5656	56.56%
Aromatase binding	+	0.5776	57.76%
PPAR gamma	+	0.6940	69.40%
Honey bee toxicity	-	0.6214	62.14%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7373	73.73%

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	98.28%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.24%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.81%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.55%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.00%	86.33%
CHEMBL3194	P02766	Transthyretin	90.83%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.25%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.06%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.23%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.15%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.27%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.75%	97.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.57%	96.37%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.74%	85.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.49%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.26%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.89%	94.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.73%	89.67%

Plants that contains it

• Plantago lanceolata

Cross-Links

• PubChem: 162892221
• LOTUS: LTS0080032
• wikiData: Q105158479