Citronellyl benzoate

Details

• Internal ID: fca2c487-1142-412d-bec5-78ec90de9cc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 3,7-dimethyloct-6-enyl benzoate
• SMILES (Canonical): CC(CCC=C(C)C)CCOC(=O)C1=CC=CC=C1
• SMILES (Isomeric): CC(CCC=C(C)C)CCOC(=O)C1=CC=CC=C1
• InChI: InChI=1S/C17H24O2/c1-14(2)8-7-9-15(3)12-13-19-17(18)16-10-5-4-6-11-16/h4-6,8,10-11,15H,7,9,12-13H2,1-3H3
• InChI Key: UDPCCAUIDDVTEL-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₂
• Molecular Weight: 260.40 g/mol
• Exact Mass: 260.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 3,7-dimethyloct-6-enyl benzoate
• 10482-77-6
• 6-Octen-1-ol, 3,7-dimethyl-, benzoate
• 6-Octen-1-ol, 3,7-dimethyl-, 1-benzoate
• EINECS 233-988-9
• CITRONELLOL BENZOATE
• SCHEMBL585939
• DTXSID20864282
• AKOS000621516

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9502	95.02%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6358	63.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.8336	83.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5198	51.98%
P-glycoprotein inhibitior	-	0.8517	85.17%
P-glycoprotein substrate	-	0.9130	91.30%
CYP3A4 substrate	-	0.5838	58.38%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.8606	86.06%
CYP2C9 inhibition	-	0.8739	87.39%
CYP2C19 inhibition	-	0.7507	75.07%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.6364	63.64%
CYP2C8 inhibition	-	0.9314	93.14%
CYP inhibitory promiscuity	-	0.5704	57.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7328	73.28%
Carcinogenicity (trinary)	Non-required	0.5204	52.04%
Eye corrosion	-	0.8826	88.26%
Eye irritation	+	0.6192	61.92%
Skin irritation	-	0.5641	56.41%
Skin corrosion	-	0.9956	99.56%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8377	83.77%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.6205	62.05%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6092	60.92%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.5972	59.72%
Acute Oral Toxicity (c)	III	0.8525	85.25%
Estrogen receptor binding	-	0.7003	70.03%
Androgen receptor binding	-	0.6190	61.90%
Thyroid receptor binding	-	0.5650	56.50%
Glucocorticoid receptor binding	-	0.8223	82.23%
Aromatase binding	-	0.7679	76.79%
PPAR gamma	-	0.6766	67.66%
Honey bee toxicity	-	0.9501	95.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	97.38%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.87%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.52%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.63%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.26%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.39%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.48%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.98%	94.08%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.47%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.72%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%

Plants that contains it

• Daphne odora

Cross-Links

• PubChem: 112049
• LOTUS: LTS0120941
• wikiData: Q65224815