[4,5-Dihydroxy-6-(hydroxymethyl)-2-[(6-hydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl)oxy]oxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 3fb88c5f-e18c-4a63-8cfc-0bbc4126470f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [4,5-dihydroxy-6-(hydroxymethyl)-2-[(6-hydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl)oxy]oxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C24H28O11/c1-23-15(35-23)10-24(30)8-9-31-22(20(23)24)34-21-19(18(29)17(28)14(11-25)32-21)33-16(27)7-4-12-2-5-13(26)6-3-12/h2-9,14-15,17-22,25-26,28-30H,10-11H2,1H3
• InChI Key: DUSNEDXMOOGSOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₁₁
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.16316171 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8006	80.06%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.5688	56.88%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5210	52.10%
P-glycoprotein inhibitior	-	0.5816	58.16%
P-glycoprotein substrate	-	0.5402	54.02%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.8814	88.14%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.8285	82.85%
CYP2C8 inhibition	+	0.6614	66.14%
CYP inhibitory promiscuity	-	0.8477	84.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9371	93.71%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6886	68.86%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8156	81.56%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8360	83.60%
Acute Oral Toxicity (c)	III	0.4036	40.36%
Estrogen receptor binding	+	0.6849	68.49%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	+	0.5756	57.56%
Glucocorticoid receptor binding	+	0.5811	58.11%
Aromatase binding	+	0.5416	54.16%
PPAR gamma	+	0.6963	69.63%
Honey bee toxicity	-	0.7326	73.26%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.8416	84.16%

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	99.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.27%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.75%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.21%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.84%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.66%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	87.74%	95.93%
CHEMBL4208	P20618	Proteasome component C5	86.80%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.18%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	85.92%	97.79%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.87%	97.28%
CHEMBL206	P03372	Estrogen receptor alpha	85.29%	97.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.51%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.98%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.87%	89.67%
CHEMBL221	P23219	Cyclooxygenase-1	83.29%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	82.64%	91.49%
CHEMBL5255	O00206	Toll-like receptor 4	81.56%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.51%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.33%	95.89%

Plants that contains it

• Ajuga decumbens

Cross-Links

• PubChem: 162982064
• LOTUS: LTS0229370
• wikiData: Q104989402