[(E)-3-[3,5-dimethoxy-4-[(Z)-2-methylbut-2-enoyl]oxyphenyl]prop-2-enyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 79b31825-6afd-4e0c-927f-936193c5c11b
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [(E)-3-[3,5-dimethoxy-4-[(Z)-2-methylbut-2-enoyl]oxyphenyl]prop-2-enyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC=CC1=CC(=C(C(=C1)OC)OC(=O)C(=CC)C)OC
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC/C=C/C1=CC(=C(C(=C1)OC)OC(=O)/C(=C\C)/C)OC
• InChI: InChI=1S/C21H26O6/c1-7-14(3)20(22)26-11-9-10-16-12-17(24-5)19(18(13-16)25-6)27-21(23)15(4)8-2/h7-10,12-13H,11H2,1-6H3/b10-9+,14-7-,15-8-
• InChI Key: DDRSRJPRVMERSF-XFQHEFLPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.8328	83.28%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8309	83.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8858	88.58%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9659	96.59%
P-glycoprotein inhibitior	+	0.7703	77.03%
P-glycoprotein substrate	-	0.9119	91.19%
CYP3A4 substrate	-	0.5116	51.16%
CYP2C9 substrate	-	0.6211	62.11%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.7458	74.58%
CYP2C9 inhibition	-	0.6264	62.64%
CYP2C19 inhibition	+	0.6572	65.72%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	+	0.7110	71.10%
CYP2C8 inhibition	-	0.6532	65.32%
CYP inhibitory promiscuity	+	0.5978	59.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7331	73.31%
Carcinogenicity (trinary)	Non-required	0.6703	67.03%
Eye corrosion	-	0.9649	96.49%
Eye irritation	-	0.5879	58.79%
Skin irritation	-	0.8175	81.75%
Skin corrosion	-	0.9848	98.48%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7441	74.41%
Micronuclear	+	0.5547	55.47%
Hepatotoxicity	+	0.6205	62.05%
skin sensitisation	-	0.5603	56.03%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.5432	54.32%
Acute Oral Toxicity (c)	III	0.6229	62.29%
Estrogen receptor binding	+	0.8867	88.67%
Androgen receptor binding	-	0.5314	53.14%
Thyroid receptor binding	+	0.7169	71.69%
Glucocorticoid receptor binding	+	0.8246	82.46%
Aromatase binding	+	0.5356	53.56%
PPAR gamma	-	0.5628	56.28%
Honey bee toxicity	-	0.7377	73.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9858	98.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.03%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.71%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.03%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.80%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.70%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	84.68%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.83%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.01%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

Plants that contains it

• Blumea lacera

Cross-Links

• PubChem: 9976675
• LOTUS: LTS0043471
• wikiData: Q104976756