Linalyl isovalerate

Details

• Internal ID: 06f8ae69-daff-4150-85c2-a827f1f118c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Acyclic monoterpenoids
• IUPAC Name: 3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C
• SMILES (Isomeric): CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C
• InChI: InChI=1S/C15H26O2/c1-7-15(6,10-8-9-12(2)3)17-14(16)11-13(4)5/h7,9,13H,1,8,10-11H2,2-6H3
• InChI Key: WCDGWAIZRYMVOW-UHFFFAOYSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 1118-27-0
• Linalyl isopentanoate
• Linalyl 3-methylbutanoate
• Isovaleric acid, linalyl ester
• 3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate
• Butanoic acid, 3-methyl-, 1-ethenyl-1,5-dimethyl-4-hexenyl ester
• Linalyl iso-valerate
• FEMA No. 2646
• Linalyl isovalerianate
• 3,7-Dimethyl-1,6-octadien-3-yl isovalerate
• UNII-1X8S4K3UQ9
• 1X8S4K3UQ9
• DTXSID5047160
• EINECS 214-259-4
• Isovaleric acid, 1,5-dimethyl-1-vinyl-4-hexenyl ester
• AI3-24273
• 1,5-Dimethyl-1-vinyl-4-hexenyl isovalerate
• 1,5-Dimethyl-1-vinylhex-4-enyl isovalerate
• Butanoic acid, 3-methyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester
• Butanoic acid,3-methyl-, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester
• 1,6-Octadien-3-ol, 3,7-dimethyl-, isovalerate
• 1-Ethenyl-1,5-dimethyl-4-hexenyl 3-methylbutanoate
• 3,7-Dimethyl-1,6-octadien-3-yl 3-methylbutanoate
• 1,6-OCTADIEN-3-OL, 4,7-DIMETHYL-, ISOVALERATE
• Isovaleric acid, (4,7-dimethyl-1,6-octadien-3-yl) ester
• fema 2646
• Isovaleric acid linalyl ester
• 1,5-Dimethyl-1-vinyl-4-hexenyl 3-methylbutanoate
• SCHEMBL309635
• CHEMBL3183593
• DTXCID3027160
• LINALYL-3-METHYLBUTANOATE
• WCDGWAIZRYMVOW-UHFFFAOYSA-N
• LINALYL ISOVALERATE [FHFI]
• Linalyl isovalerate, >=95%, FG
• NSC46154
• Tox21_303620
• NSC-46154
• NCGC00256678-01
• CAS-1118-27-0
• 1,5-Dimethyl-1-vinyl-4-hexenyl 3-methylbutanoate #
• Q27253032
• 1,5 - dimethyl - 1 - vinylhex - 4 - enyl isovalerate
• BUTANOATE, 3-METHYL-, 1-ETHENYL-1,5-DIMETHYL-4-HEXENYL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.6516	65.16%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5697	56.97%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.8012	80.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7777	77.77%
P-glycoprotein inhibitior	-	0.9457	94.57%
P-glycoprotein substrate	-	0.8963	89.63%
CYP3A4 substrate	-	0.5197	51.97%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.8363	83.63%
CYP2C19 inhibition	-	0.7095	70.95%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.6859	68.59%
CYP2C8 inhibition	-	0.9427	94.27%
CYP inhibitory promiscuity	-	0.8114	81.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.5112	51.12%
Eye corrosion	+	0.4769	47.69%
Eye irritation	+	0.7913	79.13%
Skin irritation	+	0.8166	81.66%
Skin corrosion	-	0.9894	98.94%
Ames mutagenesis	-	0.8601	86.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.6843	68.43%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	+	0.8722	87.22%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.6901	69.01%
Acute Oral Toxicity (c)	III	0.7808	78.08%
Estrogen receptor binding	-	0.9375	93.75%
Androgen receptor binding	-	0.8591	85.91%
Thyroid receptor binding	-	0.6301	63.01%
Glucocorticoid receptor binding	-	0.7272	72.72%
Aromatase binding	-	0.7812	78.12%
PPAR gamma	-	0.8129	81.29%
Honey bee toxicity	-	0.7242	72.42%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9585	95.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.10%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.01%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.51%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.57%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.34%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.03%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.89%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.87%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	83.18%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.03%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.01%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.97%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.72%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.32%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.16%	95.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.09%	82.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.14%	97.21%

Plants that contains it

• Mentha arvensis
• Mentha canadensis

Cross-Links

• PubChem: 240119
• NPASS: NPC151919