1-[4-Hydroxy-3-(3-methylbut-2-enoyl)phenyl]ethyl 2-(acetyloxymethyl)but-2-enoate

Details

• Internal ID: 63e4a903-5b3b-4b54-81e3-b51219e3a09a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyloxycarbonyls
• IUPAC Name: 1-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]ethyl 2-(acetyloxymethyl)but-2-enoate
• SMILES (Canonical): CC=C(COC(=O)C)C(=O)OC(C)C1=CC(=C(C=C1)O)C(=O)C=C(C)C
• SMILES (Isomeric): CC=C(COC(=O)C)C(=O)OC(C)C1=CC(=C(C=C1)O)C(=O)C=C(C)C
• InChI: InChI=1S/C20H24O6/c1-6-15(11-25-14(5)21)20(24)26-13(4)16-7-8-18(22)17(10-16)19(23)9-12(2)3/h6-10,13,22H,11H2,1-5H3
• InChI Key: IHRFCMXSZKQPIA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7705	77.05%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9188	91.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7920	79.20%
P-glycoprotein inhibitior	-	0.4513	45.13%
P-glycoprotein substrate	-	0.7375	73.75%
CYP3A4 substrate	-	0.5283	52.83%
CYP2C9 substrate	-	0.5841	58.41%
CYP2D6 substrate	-	0.8919	89.19%
CYP3A4 inhibition	-	0.8410	84.10%
CYP2C9 inhibition	+	0.5997	59.97%
CYP2C19 inhibition	+	0.7470	74.70%
CYP2D6 inhibition	-	0.7280	72.80%
CYP1A2 inhibition	+	0.8153	81.53%
CYP2C8 inhibition	-	0.8651	86.51%
CYP inhibitory promiscuity	-	0.6276	62.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6429	64.29%
Carcinogenicity (trinary)	Non-required	0.7479	74.79%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.7688	76.88%
Skin irritation	-	0.6898	68.98%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4583	45.83%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.6052	60.52%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7152	71.52%
Acute Oral Toxicity (c)	III	0.5583	55.83%
Estrogen receptor binding	+	0.8630	86.30%
Androgen receptor binding	+	0.6971	69.71%
Thyroid receptor binding	+	0.6083	60.83%
Glucocorticoid receptor binding	+	0.7364	73.64%
Aromatase binding	-	0.5256	52.56%
PPAR gamma	+	0.5936	59.36%
Honey bee toxicity	-	0.8234	82.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9974	99.74%

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	98.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.77%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.47%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.45%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.18%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.23%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.88%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.71%	96.00%

Plants that contains it

• Calea cuneifolia

Cross-Links

• PubChem: 162855993
• LOTUS: LTS0096598
• wikiData: Q104168802