Linalyl propionate

Details

• Internal ID: ea88dd2b-dfff-468f-8ce9-d0144caeed11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Acyclic monoterpenoids
• IUPAC Name: 3,7-dimethylocta-1,6-dien-3-yl propanoate
• SMILES (Canonical): CCC(=O)OC(C)(CCC=C(C)C)C=C
• SMILES (Isomeric): CCC(=O)OC(C)(CCC=C(C)C)C=C
• InChI: InChI=1S/C13H22O2/c1-6-12(14)15-13(5,7-2)10-8-9-11(3)4/h7,9H,2,6,8,10H2,1,3-5H3
• InChI Key: WAQIIHCCEMGYKP-UHFFFAOYSA-N
• Popularity: 44 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₂
• Molecular Weight: 210.31 g/mol
• Exact Mass: 210.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 144-39-8
• Linalyl propanoate
• 3,7-dimethylocta-1,6-dien-3-yl propanoate
• Linalool propionate
• 1,6-OCTADIEN-3-OL, 3,7-DIMETHYL-, PROPANOATE
• 1,6-Octadien-3-ol, 3,7-dimethyl-, propionate
• Propionic acid, linalyl ester
• FEMA No. 2645
• Linalyl n-propionate
• 1,6-Octadien-3-ol, 3,7-dimethyl-, 3-propanoate
• 3,7-dimethylocta-1,6-dien-3-yl propionate
• 3,7-Dimethyl-1,6-octadien-3-ol propanoate
• 3,7-Dimethyl-1,6-octadien-3-yl propanoate
• 3,7-Dimethyl-1,6-octadien-3-yl propionate
• EINECS 205-627-5
• EINECS 305-130-4
• NSC 46139
• Propionic Acid Linalyl Ester
• UNII-BI845A018T
• AI3-24353
• DTXSID1047574
• (1)-1,5-Dimethyl-1-vinylhex-4-enyl propionate
• BI845A018T
• NSC-46139
• Propionic acid, linalyl ester (6CI)
• 1,6-Octadien-3-ol, 3,7-dimethyl-, propionate (7CI,8CI)
• SCHEMBL538489
• CHEMBL3186660
• DTXCID9027574
• LINALYL PROPIONATE [FCC]
• 1, 3,7-dimethyl-, propanoate
• 1, 3,7-dimethyl-, propionate
• FEMA 2645
• LINALYL PROPIONATE [FHFI]
• CHEBI:174062
• WAQIIHCCEMGYKP-UHFFFAOYSA-N
• (+/-)-LINALYL PROPIONATE
• NSC46139
• Tox21_302590
• BBL028020
• MFCD00048607
• STL372904
• AKOS015955727
• LS-2889
• Linalyl propionate, >=95%, FCC, FG
• NCGC00256878-01
• CAS-144-39-8
• VS-08647
• 1,5-Dimethyl-1-vinyl-4-hexenyl propionate
• CS-0318525
• FT-0627864
• L0265
• 1,5-Dimethyl-1-vinyl-4-hexenyl propionate #
• D91259
• (+-)-1,5-dimethyl-1-vinylhex-4-enyl propionate
• Q27274686
• methyl?2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
• 94346-06-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.8387	83.87%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5032	50.32%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	+	0.8871	88.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7907	79.07%
P-glycoprotein inhibitior	-	0.9729	97.29%
P-glycoprotein substrate	-	0.9224	92.24%
CYP3A4 substrate	-	0.5266	52.66%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.8108	81.08%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.6827	68.27%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.6121	61.21%
CYP2C8 inhibition	-	0.8773	87.73%
CYP inhibitory promiscuity	-	0.7083	70.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.5085	50.85%
Eye corrosion	-	0.5623	56.23%
Eye irritation	+	0.9229	92.29%
Skin irritation	+	0.6863	68.63%
Skin corrosion	-	0.9867	98.67%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5052	50.52%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6218	62.18%
skin sensitisation	+	0.8595	85.95%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5426	54.26%
Acute Oral Toxicity (c)	III	0.8396	83.96%
Estrogen receptor binding	-	0.9223	92.23%
Androgen receptor binding	-	0.9139	91.39%
Thyroid receptor binding	-	0.7712	77.12%
Glucocorticoid receptor binding	-	0.8166	81.66%
Aromatase binding	-	0.8232	82.32%
PPAR gamma	-	0.8545	85.45%
Honey bee toxicity	-	0.7707	77.07%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9729	97.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.68%	96.95%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.58%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.72%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.16%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	84.70%	83.82%
CHEMBL255	P29275	Adenosine A2b receptor	84.46%	98.59%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.71%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.54%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.00%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.14%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.67%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.21%	97.25%

Plants that contains it

• Annona muricata
• Lavandula angustifolia
• Lavandula angustifolia subsp. angustifolia
• Liquidambar orientalis
• Tanacetum parthenium
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 61098
• NPASS: NPC27264
• LOTUS: LTS0107150
• wikiData: Q27274686