Linalyl acetate

Details

• Internal ID: 9db6c4c2-80a9-4cfa-a0b3-d240a29eee15
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Acyclic monoterpenoids
• IUPAC Name: 3,7-dimethylocta-1,6-dien-3-yl acetate
• SMILES (Canonical): CC(=CCCC(C)(C=C)OC(=O)C)C
• SMILES (Isomeric): CC(=CCCC(C)(C=C)OC(=O)C)C
• InChI: InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3
• InChI Key: UWKAYLJWKGQEPM-UHFFFAOYSA-N
• Popularity: 1,409 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29 g/mol
• Exact Mass: 196.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 115-95-7
• Linalool acetate
• Bergamiol
• Bergamol
• 3,7-dimethylocta-1,6-dien-3-yl acetate
• Lynalyl acetate
• Linalol acetate
• Licareol acetate
• Acetic acid linalool ester
• 3,7-Dimethyl-1,6-octadien-3-yl acetate
• 1,6-Octadien-3-ol, 3,7-dimethyl-, acetate
• 3,7-Dimethyl-1,6-octadien-3-ol acetate
• Ex bois de rose (synthetic)
• FEMA No. 2636
• Linalyl acetate (natural)
• NSC 2138
• HSDB 644
• Phanteine
• Dehydrolinalool, acetate
• 1,6-Octadien-3-ol, 3,7-dimethyl-, 3-acetate
• EINECS 204-116-4
• EINECS 254-806-4
• UNII-5K47SSQ51G
• 5K47SSQ51G
• LINALYL ACETATE SYNTHETIC
• 3,7-Dimethyl-1,6-ctadien-3-ol acetate
• DTXSID7026946
• AI3-00941
• NSC-2138
• (1)-1,5-Dimethyl-1-vinylhex-4-enyl acetate
• LINALOOL ACETATE, DL-
• DTXCID006946
• CHEBI:78333
• EC 204-116-4
• LINALYL ACETATE, (+/-)-
• LINALOYL ACETATE, (+/-)-
• 1,5-Dimethyl-1-vinyl-4-hexenyl acetate
• 1,5-dimethyl-1-vinylhex-4-en-1-yl acetate
• Acetic Acid Linalyl Ester
• LINALYL ACETATE (USP-RS)
• LINALYL ACETATE [USP-RS]
• Aetic Acid Linalool Ester
• CAS-115-95-7
• (+)-1,5-Dimethyl-1-vinylhex-4-enyl acetate
• LINALYL ACETATER
• MFCD00008907
• CHEBI:6469
• linalylacetate
• linaloyl acetate
• acetato de linalol
• dl-Linalool acetate
• rac-3,7-dimethylocta-1,6-dien-3-yl acetate
• (+-)-3,7-dimethylocta-1,6-dien-3-yl acetate
• linalyl acetate terpenes
• (+-)-Linalyl acetate
• (+-)-Linaloyl acetate
• (-)-S-Linalyl acetate
• Linalool acetate (6CI)
• (+/-)-linalyl acetate
• Acetic acid-linalyl ester
• (1,5-dimethyl-1-vinyl-hex-4-enyl) acetate
• 3,6-octadien-3-ol acetate
• 3,6-octadien-3-yl acetate
• acetato de linalilo (+-)-
• acetato de linaloil (+-)-
• SCHEMBL58028
• (.+/-.)-Linalyl acetate
• LINALYL ACETATE [MI]
• LINALYL ACETATE [FCC]
• UNII: 5K47SSQ51G
• 1, 3,7-dimethyl-, acetate
• LINALYL ACETATE [FHFI]
• LINALYL ACETATE [HSDB]
• LINALYL ACETATE [INCI]
• CHEMBL502773
• WLN: 1Y&U3Y1U1OV1
• FEMA 2636
• Linalyl acetate(Linalool acetate)
• NSC2138
• Linalyl acetate, natural, >=80%
• 3,7-dimetil-1,6-octadien-3-ilo
• HY-N6948
• Linalyl acetate, analytical standard
• Tox21_201306
• Tox21_303134
• 1,5---dimetil-1-vinilo 4-hexenilo
• AKOS015901735
• Linalyl acetate, >=97%, FCC, FG
• 3-acetoxi-3,7-dimetil-1,6-octadieno
• CS-W010587
• LS-2882
• 3,7-dimethyl-1,6octadien-3-yl acetate
• 3-Acetoxy-3 7-dimethyl-1 6-octadiene
• NCGC00164001-01
• NCGC00164001-02
• NCGC00257047-01
• NCGC00258858-01
• 1 5-Dimethyl-1-vinyl-4-hexenyl acetate
• 1,5-Dimethyl-1-vinylhex-4-enyl acetate
• AC-20000
• BS-49383
• 3 7-Dimethyl-1 6-octadien-3-yl acetate
• 3,7-Dimethyl-1,6-octadien-3-ol 3-acetate
• FT-0627862
• L0049
• 1,6-octadien-3-ol, 3,7-dimetil-, acetato
• Salvia desoleana Atzei & Picci essential oil.
• 3,7-Dimethyl-acetate(3R)-1,6-Octadien-3-ol
• E80781
• (+)-3,7-Dimethyl-1,6-octadien-3-ol acetate
• (+-)-1,5-dimethyl-1-vinylhex-4-enyl acetate
• 1,6-Octadien-3-ol, 3, 7-dimethyl-, acetate
• 1,6-octadien-3-ol, 3,7-dimetil-, 3-acetato
• 16-Octadien-3-ol37-dimethyl-acetate (8CI9CI)
• 3,7-Dimethyl-1,6-octadien-3-yl acetate, 97%
• EN300-7444436
• 3,7-Dimethyl-3-acetate(3R)-1,6-Octadien-3-ol
• A893739
• Q188314
• ACETATE, 3,7-DIMETHYL-1,6-OCTADIEN-3-YL
• W-108587
• Flavor and Extract Manufacturers' Association No. 2636
• Z1255415454
• Acetic acid-linalyl ester 1000 microg/mL in Acetonitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.7102	71.02%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5406	54.06%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.8483	84.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8899	88.99%
P-glycoprotein inhibitior	-	0.9718	97.18%
P-glycoprotein substrate	-	0.9660	96.60%
CYP3A4 substrate	-	0.5425	54.25%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8708	87.08%
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	-	0.9523	95.23%
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	+	0.9520	95.20%
Skin irritation	+	0.8736	87.36%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5363	53.63%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5616	56.16%
skin sensitisation	+	0.9075	90.75%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.7521	75.21%
Acute Oral Toxicity (c)	IV	0.6409	64.09%
Estrogen receptor binding	-	0.9315	93.15%
Androgen receptor binding	-	0.9206	92.06%
Thyroid receptor binding	-	0.8217	82.17%
Glucocorticoid receptor binding	-	0.7858	78.58%
Aromatase binding	-	0.8704	87.04%
PPAR gamma	-	0.8754	87.54%
Honey bee toxicity	-	0.7218	72.18%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
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
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.78%	96.95%
CHEMBL2581	P07339	Cathepsin D	91.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.21%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.78%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.04%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.11%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.70%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.61%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.23%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	80.40%	94.73%

Plants that contains it

• Abies sachalinensis
• Acokanthera oblongifolia
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Annona muricata
• Artemisia annua
• Artemisia argyi
• Artemisia montana
• Artemisia princeps
• Asarum canadense
• Asarum gusk
• Athamanta macedonica
• Bellis perennis
• Blepharocalyx salicifolius
• Brillantaisia lamium
• Bupleurum fruticosum
• Chaerophyllum macrospermum
• Cinnamomum verum
• Citrus × aurantium
• Citrus limon
• Citrus maxima
• Citrus medica
• Clinopodium grandiflorum
• Conioselinum anthriscoides
• Conioselinum smithii
• Conioselinum tenuissimum
• Coriandrum sativum
• Croton eluteria
• Cryptomeria japonica
• Daphne odora
• Daucus carota
• Diplotaenia cachrydifolia
• Elettaria cardamomum
• Ferula arrigonii
• Helichrysum odoratissimum
• Heracleum antasiaticum
• Hippia frutescens
• Hyptis emoryi
• Juglans regia
• Juniperus communis
• Juniperus drupacea
• Juniperus monticola
• Juniperus thurifera
• Laurus nobilis
• Lavandula angustifolia
• Lavandula angustifolia subsp. angustifolia
• Lavandula latifolia
• Lavandula stoechas
• Lavandula stoechas subsp. luisieri
• Mentha arvensis
• Mentha canadensis
• Micromeria myrtifolia
• Monarda fistulosa
• Myristica fragrans
• Myrtus communis
• Ocimum basilicum
• Origanum acutidens
• Origanum cordifolium
• Origanum majorana
• Origanum majoricum
• Origanum onites
• Origanum syriacum
• Origanum vulgare
• Origanum vulgare subsp. virens
• Pimpinella serbica
• Piper obliquum
• Polygala senega
• Pycnocycla spinosa
• Rhanterium epapposum
• Salvia dominica
• Salvia fruticosa
• Salvia mirzayanii
• Salvia officinalis
• Salvia sclarea
• Santolina chamaecyparissus
• Satureja thymbra
• Sideritis tragoriganum
• Tagetes erecta
• Tetradium ruticarpum
• Thuja occidentalis
• Thymus baeticus
• Thymus broussonetii
• Thymus camphoratus
• Thymus lotocephalus
• Thymus membranaceus
• Thymus nummularius
• Thymus praecox
• Thymus sibthorpii
• Thymus vulgaris
• Thymus willkommii
• Thymus zygioides
• Thymus zygis
• Toddalia asiatica
• Vanilla planifolia
• Vitex negundo
• Xylopia aromatica
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium
• Zanthoxylum simulans
• Zataria multiflora
• Zingiber mioga

Cross-Links

• PubChem: 8294
• NPASS: NPC15912
• LOTUS: LTS0167325
• wikiData: Q188314