Geranyl acetate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	d623ca4a-65ca-423b-a6b9-a28e89914c4e
Taxonomy	Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
IUPAC Name	[(2E)-3,7-dimethylocta-2,6-dienyl] acetate
SMILES (Canonical)	CC(=CCCC(=CCOC(=O)C)C)C
SMILES (Isomeric)	CC(=CCC/C(=C/COC(=O)C)/C)C
InChI	InChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8+
InChI Key	HIGQPQRQIQDZMP-DHZHZOJOSA-N
Popularity	1,366 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₂H₂₀O₂
Molecular Weight	196.29 g/mol
Exact Mass	196.146329876 g/mol
Topological Polar Surface Area (TPSA)	26.30 Å²
XlogP	3.50
Atomic LogP (AlogP)	3.24
H-Bond Acceptor	2
H-Bond Donor	0
Rotatable Bonds	5

Synonyms

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105-87-3

Geranyl ethanoate

[(2E)-3,7-dimethylocta-2,6-dienyl] acetate

Acetic acid, geraniol ester

trans-3,7-Dimethyl-2,6-octadien-1-yl acetate

Geranyl acetate A

trans-Geraniol acetate

NCI-C54728

trans-geranyl acetate

FEMA No. 2509

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.9255	92.55%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6095	60.95%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9396	93.96%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7542	75.42%
P-glycoprotein inhibitior	-	0.9723	97.23%
P-glycoprotein substrate	-	0.9807	98.07%
CYP3A4 substrate	-	0.5875	58.75%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8708	87.08%
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	-	0.9675	96.75%
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	+	0.9630	96.30%
Skin irritation	+	0.8399	83.99%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6653	66.53%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5505	55.05%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7371	73.71%
Acute Oral Toxicity (c)	III	0.5909	59.09%
Estrogen receptor binding	-	0.9023	90.23%
Androgen receptor binding	-	0.8330	83.30%
Thyroid receptor binding	-	0.8940	89.40%
Glucocorticoid receptor binding	-	0.7184	71.84%
Aromatase binding	-	0.8377	83.77%
PPAR gamma	-	0.7748	77.48%
Honey bee toxicity	-	0.8988	89.88%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	22387.2 nM	Potency	via CMAUP
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	15848.9 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.01%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.05%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	84.13%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.30%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.41%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.19%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.11%	91.11%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Abies sibirica subsp. semenovii

Abutilon indicum

Achillea ptarmica

Acorus calamus

Aframomum angustifolium