Methyl 4-hydroxy-3,5-bis(3-methylbut-2-enyl)benzoate

Details

• Internal ID: 29514bfc-a6a9-4977-81cf-fc6ad4ae131a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: methyl 4-hydroxy-3,5-bis(3-methylbut-2-enyl)benzoate
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C(=O)OC)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C(=O)OC)C
• InChI: InChI=1S/C18H24O3/c1-12(2)6-8-14-10-16(18(20)21-5)11-15(17(14)19)9-7-13(3)4/h6-7,10-11,19H,8-9H2,1-5H3
• InChI Key: RFCUJZRDVDYFCW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7911	79.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9161	91.61%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.7769	77.69%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5607	56.07%
P-glycoprotein inhibitior	-	0.7747	77.47%
P-glycoprotein substrate	-	0.9011	90.11%
CYP3A4 substrate	-	0.5924	59.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	-	0.8850	88.50%
CYP2C9 inhibition	-	0.6274	62.74%
CYP2C19 inhibition	+	0.5397	53.97%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	-	0.6604	66.04%
CYP2C8 inhibition	-	0.7133	71.33%
CYP inhibitory promiscuity	-	0.5335	53.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6708	67.08%
Carcinogenicity (trinary)	Non-required	0.7451	74.51%
Eye corrosion	-	0.9512	95.12%
Eye irritation	+	0.9022	90.22%
Skin irritation	-	0.6106	61.06%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4244	42.44%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6485	64.85%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6515	65.15%
Acute Oral Toxicity (c)	III	0.7894	78.94%
Estrogen receptor binding	+	0.8202	82.02%
Androgen receptor binding	-	0.6272	62.72%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6636	66.36%
Aromatase binding	+	0.7396	73.96%
PPAR gamma	+	0.6790	67.90%
Honey bee toxicity	-	0.9404	94.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.26%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.82%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.49%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.99%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.39%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.16%	91.49%
CHEMBL4208	P20618	Proteasome component C5	85.56%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.28%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.46%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.35%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.93%	94.33%

Plants that contains it

• Piper aduncum

Cross-Links

• PubChem: 54263480
• LOTUS: LTS0002154
• wikiData: Q105235299