Perillyl butyrate

Details

• Internal ID: 26b4b79d-d7c9-402e-8219-9221a521579d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (4-prop-1-en-2-ylcyclohexen-1-yl)methyl butanoate
• InChI: InChI=1S/C14H22O2/c1-4-5-14(15)16-10-12-6-8-13(9-7-12)11(2)3/h6,13H,2,4-5,7-10H2,1,3H3
• InChI Key: HAQGPJPCMFOGLO-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32 g/mol
• Exact Mass: 222.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• DTXSID201364196

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8564	85.64%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4917	49.17%
OATP2B1 inhibitior	-	0.8494	84.94%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9128	91.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7441	74.41%
P-glycoprotein inhibitior	-	0.9511	95.11%
P-glycoprotein substrate	-	0.7890	78.90%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.7391	73.91%
CYP2C9 inhibition	-	0.9201	92.01%
CYP2C19 inhibition	-	0.8269	82.69%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	-	0.5948	59.48%
CYP2C8 inhibition	-	0.6808	68.08%
CYP inhibitory promiscuity	-	0.5602	56.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5354	53.54%
Eye corrosion	-	0.5587	55.87%
Eye irritation	+	0.8342	83.42%
Skin irritation	-	0.6608	66.08%
Skin corrosion	-	0.9964	99.64%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3594	35.94%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6771	67.71%
skin sensitisation	+	0.6655	66.55%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.6271	62.71%
Acute Oral Toxicity (c)	III	0.8250	82.50%
Estrogen receptor binding	-	0.8807	88.07%
Androgen receptor binding	-	0.8671	86.71%
Thyroid receptor binding	-	0.7941	79.41%
Glucocorticoid receptor binding	-	0.7310	73.10%
Aromatase binding	-	0.7761	77.61%
PPAR gamma	-	0.7675	76.75%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9974	99.74%

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	97.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.74%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.35%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.73%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.88%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.61%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	83.20%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.83%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.04%	92.62%

Plants that contains it

• Salvia dorisiana

Cross-Links

• PubChem: 10398645
• LOTUS: LTS0183700
• wikiData: Q105100852