Linalyl isobutyrate

Details

• Internal ID: 2e129799-8756-4871-a4ed-edb08adf4a8e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Acyclic monoterpenoids
• IUPAC Name: 3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC(C)(CCC=C(C)C)C=C
• SMILES (Isomeric): CC(C)C(=O)OC(C)(CCC=C(C)C)C=C
• InChI: InChI=1S/C14H24O2/c1-7-14(6,10-8-9-11(2)3)16-13(15)12(4)5/h7,9,12H,1,8,10H2,2-6H3
• InChI Key: JZIARAQCPRDGAC-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.34 g/mol
• Exact Mass: 224.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 78-35-3
• Linalool isobutyrate
• Linalyl 2-methylpropanoate
• Linalool, isobutyrate
• 3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate
• Isobutyric acid, linalyl ester
• 1,5-Dimethyl-1-vinyl-4-hexenyl isobutyrate
• FEMA No. 2640
• 1,6-Octadien-3-ol, 3,7-dimethyl-, isobutyrate
• 3,7-Dimethyl-1,6-octadienyl isobutyrate
• 3,7-Dimethyl-1,6-octadien-3-yl isobutyrate
• NSC 46145
• ISOBUTYRIC ACID, 1,5-DIMETHYL-1-VINYL-4-HEXENYL ESTER
• 1,5-Dimethyl-1-vinylhex-4-enyl isobutyrate
• 3,7-Dimethyl-1,6-octadien-3-ol isobutyrate
• 3,7-Dimethyl-1,6-octadien-3-yl isobutanoate
• EINECS 201-108-2
• EINECS 305-132-5
• Propanoic acid, 2-methyl-, 1-ethenyl-1,5-dimethyl-4-hexenyl ester
• 3,7-Dimethyl-1,6-octadien-3-yl 2-methylpropanoate
• BRN 1726378
• 1-Ethenyl-1,5-dimethyl-4-hexenyl 2-methylpropanoate
• AI3-24264
• DTXSID6047490
• UNII-8867Y4G46L
• (1)-1,5-Dimethyl-1-vinylhex-4-enyl isobutyrate
• NSC-46145
• 8867Y4G46L
• Isobutyric acid, linalyl ester (6CI)
• Propanoic acid, 2-methyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester
• 4-02-00-00849 (Beilstein Handbook Reference)
• 1,5-Dimethyl-1-vinyl-4-hexenyl 2-methylpropanoate
• Linalylisobutyrate
• linalylisobutyrat
• Linalol isobutyrate
• Linalyl iso-Butyrate
• 3,6-octadienyl isobutyrate
• SCHEMBL560781
• 3,6-octadien-3-yl isobutyrate
• CHEMBL3185164
• DTXCID4027490
• FEMA 2640
• 1, 3,7-dimethyl-, isobutyrate
• LINALYL ISOBUTYRATE [FCC]
• CHEBI:171776
• JZIARAQCPRDGAC-UHFFFAOYSA-N
• LINALYL ISOBUTYRATE [FHFI]
• NSC46145
• Tox21_302721
• AKOS015837556
• LS-2887
• CAS-78-35-3
• NCGC00256753-01
• AS-77518
• 1,5-dimethyl-1-vinylhex-4-enylisobutyrat
• 3,7-Dimethyl-1, 6-octadienyl isobutyrate
• WLN: 1Y1&VOX1&1U1&3UY1&1
• FT-0631344
• 3,7-Dimethylocta-1,6-dien-3-yl isobutyrate
• 3, 7-Dimethyl-1,6-octadien-3-yl isobutyrate
• D93228
• Isobutyric acid,5-dimethyl-1-vinyl-4-hexenyl ester
• Q27269894
• Propanoic acid, 1-ethenyl-1,5-dimethyl-4-hexenyl ester
• 1,5 - dimethyl - 1 - vinylhex - 4 - enyl isobutyrate
• Propanoic acid, 2-methyl-, 1-ethenyl-1,5-dimethyl-4-hexenylester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.6168	61.68%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5406	54.06%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.8483	84.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9026	90.26%
P-glycoprotein inhibitior	-	0.9323	93.23%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	-	0.5495	54.95%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8246	82.46%
CYP2C9 inhibition	-	0.8555	85.55%
CYP2C19 inhibition	-	0.7144	71.44%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.6937	69.37%
CYP2C8 inhibition	-	0.9496	94.96%
CYP inhibitory promiscuity	-	0.7763	77.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5200	52.00%
Carcinogenicity (trinary)	Warning	0.4855	48.55%
Eye corrosion	+	0.5710	57.10%
Eye irritation	+	0.8348	83.48%
Skin irritation	+	0.8736	87.36%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	-	0.8364	83.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5364	53.64%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5616	56.16%
skin sensitisation	+	0.9075	90.75%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.6686	66.86%
Acute Oral Toxicity (c)	IV	0.6409	64.09%
Estrogen receptor binding	-	0.7499	74.99%
Androgen receptor binding	-	0.8281	82.81%
Thyroid receptor binding	-	0.7324	73.24%
Glucocorticoid receptor binding	-	0.6857	68.57%
Aromatase binding	-	0.6837	68.37%
PPAR gamma	-	0.8381	83.81%
Honey bee toxicity	-	0.5765	57.65%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9139	91.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.88%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.98%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.97%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.37%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.42%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.23%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.07%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.80%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.81%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.53%	96.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.30%	94.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.25%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.62%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.13%	91.07%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.16%	97.29%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.87%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.24%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.16%	91.24%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 6532
• NPASS: NPC148056