[(2R)-3-hydroxy-2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxypropyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 2bc7c806-7ba6-4a66-95b9-305cd8960dae
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [(2R)-3-hydroxy-2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxypropyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C21H20O7/c22-13-19(28-21(26)12-6-16-3-9-18(24)10-4-16)14-27-20(25)11-5-15-1-7-17(23)8-2-15/h1-12,19,22-24H,13-14H2/b11-5+,12-6+/t19-/m1/s1
• InChI Key: BGQSICSUVXWPAE-PVTFYTBMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9549	95.49%
Caco-2	-	0.8059	80.59%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8342	83.42%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8035	80.35%
P-glycoprotein inhibitior	-	0.6179	61.79%
P-glycoprotein substrate	-	0.9102	91.02%
CYP3A4 substrate	-	0.5498	54.98%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	-	0.8614	86.14%
CYP2C9 inhibition	-	0.8190	81.90%
CYP2C19 inhibition	-	0.7887	78.87%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.8019	80.19%
CYP2C8 inhibition	+	0.5095	50.95%
CYP inhibitory promiscuity	-	0.7755	77.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8225	82.25%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.6302	63.02%
Skin irritation	-	0.8484	84.84%
Skin corrosion	-	0.9763	97.63%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6466	64.66%
Micronuclear	+	0.5034	50.34%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.6664	66.64%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4744	47.44%
Acute Oral Toxicity (c)	III	0.6630	66.30%
Estrogen receptor binding	+	0.8657	86.57%
Androgen receptor binding	+	0.7222	72.22%
Thyroid receptor binding	-	0.5569	55.69%
Glucocorticoid receptor binding	+	0.6230	62.30%
Aromatase binding	-	0.5227	52.27%
PPAR gamma	+	0.5578	55.78%
Honey bee toxicity	-	0.8195	81.95%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.9592	95.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.36%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.00%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.34%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.63%	89.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.54%	91.71%
CHEMBL3194	P02766	Transthyretin	88.43%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.07%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.46%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.65%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163187969
• LOTUS: LTS0274070
• wikiData: Q104935695