Neryl isobutyrate

Details

• Internal ID: 6311f347-c1d7-456c-a2c0-c8c852af2df9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(2Z)-3,7-dimethylocta-2,6-dienyl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OCC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC(C)C(=O)OC/C=C(/C)\CCC=C(C)C
• InChI: InChI=1S/C14H24O2/c1-11(2)7-6-8-13(5)9-10-16-14(15)12(3)4/h7,9,12H,6,8,10H2,1-5H3/b13-9-
• InChI Key: OGJYXQFXLSCKTP-LCYFTJDESA-N
• Popularity: 6 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: 4.50
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 2345-24-6
• Geranyl 2-methylpropanoate
• FEMA No. 2775
• Propanoic acid, 2-methyl-, (2Z)-3,7-dimethyl-2,6-octadienyl ester
• Neryl isobutyrate (natural)
• geranyl isobutanoate
• Neryl 2-methylpropanoate, cis-
• Propanoic acid, 2-methyl-, (2Z)-3,7-dimethyl-2,6-octadien-1-yl ester
• EINECS 219-061-1
• cis-3,7-Dimethyl-2,6-octadien-1-yl isobutyrate
• UNII-M9941BHL2O
• M9941BHL2O
• 3,7-Dimethyl-2,6-octadienyl isobutyrate, (Z)-
• 3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate, cis-
• 3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate, (Z)-
• Isobutyric acid, 3,7-dimethyl-2,6-octadienyl ester, (Z)-
• (Z)-2-Methylpropanoic acid 3,7-dimethyl-2,6-octadienyl ester
• Propanoic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, (Z)-
• (2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-methylpropanoate
• Isobutyric acid, (E)-3,7-dimethyl-2,6-octadienyl ester
• Geraniol isobutyrate
• 3,7-Dimethyl-2,6-octadienyl isobutyrate
• Neryl iso-butyrate
• geranyl iso-butyrate
• neryl methylpropanoate
• GERANYLISOBUTYRATE
• 3,7-dimethylocta-2,6-dien-1-yl 2-methylpropanoate
• Propanoic acid, 2-methyl-, (2E)-3,7-dimethyl-2,6-octadienyl ester
• SCHEMBL1532475
• [(2Z)-3,7-dimethylocta-2,6-dienyl] 2-methylpropanoate
• NERYL ISOBUTYRATE [FHFI]
• FEMA 2513
• DTXSID30883828
• neryl isobutyrate, No Antioxidant
• CHEBI:171784
• OGJYXQFXLSCKTP-LCYFTJDESA-N
• LMFA07010895
• AKOS024319236
• AS-75605
• LS-121527
• Neryl isobutyrate, >=97%, stabilized, FG
• CS-0449872
• (E)-3,7-Dimethyl-2,6-octadienyl isobutyrate
• E79175
• (Z)-3,7-dimethylocta-2,6-dien-1-yl isobutyrate
• 3,7-Dimethyl-isobutyratetrans-2,6-Octadien-1-ol
• trans-3,7-dimethyl-2,6-octadien-1-yl isobutyrate
• (2Z)-3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate
• (E)-3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate
• Q27283713
• (2E)-3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate #
• 3,7-Dimethyl-2,6-octadienyl estertrans-Isobutyric acid
• Isobutyric acid (Z)-3,7-dimethyl-2,6-octadienyl ester
• trans-3,7-Dimethyl-2,6-octadien-1-yl 2-methylpropanoate
• Propanoic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, trans-
• Propanoic acid,2-methyl-,(2Z)-3,7-dimethyl-2,6-octadien-1-yl ester
• Propionic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, trans-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8652	86.52%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6095	60.95%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7141	71.41%
P-glycoprotein inhibitior	-	0.9548	95.48%
P-glycoprotein substrate	-	0.9619	96.19%
CYP3A4 substrate	-	0.5903	59.03%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.9647	96.47%
CYP2C9 inhibition	-	0.8935	89.35%
CYP2C19 inhibition	-	0.8874	88.74%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	-	0.9693	96.93%
CYP inhibitory promiscuity	-	0.7180	71.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	+	0.7105	71.05%
Eye irritation	+	0.8512	85.12%
Skin irritation	+	0.8399	83.99%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.7164	71.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7160	71.60%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5505	55.05%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7012	70.12%
Acute Oral Toxicity (c)	III	0.5909	59.09%
Estrogen receptor binding	-	0.8860	88.60%
Androgen receptor binding	-	0.6965	69.65%
Thyroid receptor binding	-	0.7410	74.10%
Glucocorticoid receptor binding	-	0.6054	60.54%
Aromatase binding	-	0.6624	66.24%
PPAR gamma	-	0.6614	66.14%
Honey bee toxicity	-	0.8630	86.30%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.38%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.33%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.71%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.27%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.02%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	81.59%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.43%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.66%	94.33%

Plants that contains it

• Chamaemelum nobile
• Cryptomeria japonica
• Geigeria acaulis
• Inula helenium
• Inula helenium subsp. helenium
• Picradeniopsis multiflora
• Pulicaria dysenterica
• Thymus funkii
• Zingiber officinale

Cross-Links

• PubChem: 5365991
• NPASS: NPC63760
• LOTUS: LTS0036697
• wikiData: Q27283713