Isobutyl benzoate

Details

• Internal ID: 2d99f87a-42f1-41d3-99e6-20a89b812324
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: 2-methylpropyl benzoate
• SMILES (Canonical): CC(C)COC(=O)C1=CC=CC=C1
• SMILES (Isomeric): CC(C)COC(=O)C1=CC=CC=C1
• InChI: InChI=1S/C11H14O2/c1-9(2)8-13-11(12)10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3
• InChI Key: KYZHGEFMXZOSJN-UHFFFAOYSA-N
• Popularity: 70 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23 g/mol
• Exact Mass: 178.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 120-50-3
• 2-Methylpropyl benzoate
• Benzoic acid, isobutyl ester
• BENZOIC ACID, 2-METHYLPROPYL ESTER
• FEMA No. 2185
• Benzoic Acid Isobutyl Ester
• Isobutyl benzoate (natural)
• KQ6XZ9WJII
• UNII-KQ6XZ9WJII
• NSC 6580
• EINECS 204-401-3
• BRN 2045961
• AI3-01267
• DTXSID6047074
• CHEBI:87500
• NSC-6580
• Benzoic acid-(2-methylpropyl) ester
• Benzoic acid, isobutyl ester (6CI,7CI,8CI)
• iso-butyl benzoate
• 2-Methylpropyl Ester Benzoic Acid
• Benzoic acid isobutyl
• Isobutyl benzoate, 99%
• Isobutyl benzoate, >=98%
• SCHEMBL298176
• (2-methyl-1-propyl) benzoate
• BENZOATE, 2-METHYLPROPYL
• Benzoic acid-2methylpropyl ester
• CHEMBL2260714
• DTXCID4027074
• ISOBUTYL BENZOATE [FHFI]
• ISOBUTYL BENZOATE [INCI]
• FEMA 2185
• NSC6580
• BENZOIC ACID ISO-BUTYL ESTER
• Tox21_302327
• MFCD00048344
• AKOS015889452
• benzoic acid, 2,2-dimethylethyl ester
• LS-2848
• BENZOIC ACID 2-METHYLPROPYL ESTER
• NCGC00256173-01
• AS-61775
• CAS-120-50-3
• B0072
• CS-0187444
• FT-0622711
• E77891
• 4-(N-PROPYLAMINOCARBONYL)PHENYLBORONICACID
• J-004354
• Q27159676

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9122	91.22%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8128	81.28%
OATP2B1 inhibitior	-	0.8695	86.95%
OATP1B1 inhibitior	+	0.9555	95.55%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8297	82.97%
P-glycoprotein inhibitior	-	0.9733	97.33%
P-glycoprotein substrate	-	0.9691	96.91%
CYP3A4 substrate	-	0.7160	71.60%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.9810	98.10%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.9292	92.92%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	+	0.5320	53.20%
CYP2C8 inhibition	-	0.9404	94.04%
CYP inhibitory promiscuity	-	0.8262	82.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5356	53.56%
Carcinogenicity (trinary)	Non-required	0.5989	59.89%
Eye corrosion	+	0.7153	71.53%
Eye irritation	+	0.9847	98.47%
Skin irritation	+	0.6986	69.86%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7695	76.95%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.8707	87.07%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.6804	68.04%
Acute Oral Toxicity (c)	III	0.5814	58.14%
Estrogen receptor binding	-	0.7176	71.76%
Androgen receptor binding	-	0.7185	71.85%
Thyroid receptor binding	-	0.9065	90.65%
Glucocorticoid receptor binding	-	0.9634	96.34%
Aromatase binding	-	0.7316	73.16%
PPAR gamma	-	0.9055	90.55%
Honey bee toxicity	-	0.9811	98.11%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9673	96.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.72%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.26%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.84%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.75%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.67%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.05%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.31%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.25%	90.00%

Plants that contains it

• Ephedra sinica
• Hypericum perforatum
• Vitis vinifera

Cross-Links

• PubChem: 61048
• NPASS: NPC225060
• LOTUS: LTS0173541
• wikiData: Q27159676