2-Isobutyl-3,4,5-trimethoxy-phenol

Details

• Internal ID: abd045b4-70e6-4507-af6c-303960fda01f
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 3,4,5-trimethoxy-2-(2-methylpropyl)phenol
• SMILES (Canonical): CC(C)CC1=C(C(=C(C=C1O)OC)OC)OC
• SMILES (Isomeric): CC(C)CC1=C(C(=C(C=C1O)OC)OC)OC
• InChI: InChI=1S/C13H20O4/c1-8(2)6-9-10(14)7-11(15-3)13(17-5)12(9)16-4/h7-8,14H,6H2,1-5H3
• InChI Key: ROVXFNGQIBRIQW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₄
• Molecular Weight: 240.29 g/mol
• Exact Mass: 240.13615911 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• ROVXFNGQIBRIQW-UHFFFAOYSA-N
• 2-Isobutyl-3,4,5-trimethoxy-phenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.8338	83.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8249	82.49%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8970	89.70%
P-glycoprotein inhibitior	-	0.9454	94.54%
P-glycoprotein substrate	-	0.8947	89.47%
CYP3A4 substrate	-	0.6312	63.12%
CYP2C9 substrate	+	0.5965	59.65%
CYP2D6 substrate	+	0.4548	45.48%
CYP3A4 inhibition	-	0.8343	83.43%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.7102	71.02%
CYP2D6 inhibition	-	0.8639	86.39%
CYP1A2 inhibition	-	0.6159	61.59%
CYP2C8 inhibition	-	0.7702	77.02%
CYP inhibitory promiscuity	-	0.7773	77.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7543	75.43%
Carcinogenicity (trinary)	Non-required	0.6207	62.07%
Eye corrosion	-	0.8333	83.33%
Eye irritation	+	0.7224	72.24%
Skin irritation	-	0.7811	78.11%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3757	37.57%
Micronuclear	-	0.8026	80.26%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5439	54.39%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.8302	83.02%
Acute Oral Toxicity (c)	III	0.7892	78.92%
Estrogen receptor binding	-	0.7016	70.16%
Androgen receptor binding	-	0.7886	78.86%
Thyroid receptor binding	+	0.6377	63.77%
Glucocorticoid receptor binding	-	0.6540	65.40%
Aromatase binding	-	0.8559	85.59%
PPAR gamma	+	0.5959	59.59%
Honey bee toxicity	-	0.9536	95.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.9320	93.20%

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	94.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.88%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	88.87%	90.20%
CHEMBL2581	P07339	Cathepsin D	87.99%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.56%	99.15%
CHEMBL4208	P20618	Proteasome component C5	85.53%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.81%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.73%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.89%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.62%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.59%	92.68%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.44%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%

Plants that contains it

• Helichrysum drakensbergense

Cross-Links

• PubChem: 11160802
• LOTUS: LTS0260946
• wikiData: Q105242499