4-Geranyloxybenzoic acid

Details

• Internal ID: 4dbd4c92-5dd1-4653-b942-8de72e5d180c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 4-[(2E)-3,7-dimethylocta-2,6-dienoxy]benzoic acid
• SMILES (Canonical): CC(=CCCC(=CCOC1=CC=C(C=C1)C(=O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/COC1=CC=C(C=C1)C(=O)O)/C)C
• InChI: InChI=1S/C17H22O3/c1-13(2)5-4-6-14(3)11-12-20-16-9-7-15(8-10-16)17(18)19/h5,7-11H,4,6,12H2,1-3H3,(H,18,19)/b14-11+
• InChI Key: RMDHZUUXNBGDEM-SDNWHVSQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₃
• Molecular Weight: 274.35 g/mol
• Exact Mass: 274.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• 4- geranyloxybenzoic acid
• Geranyloxy-P-Benzoic Acid
• SCHEMBL4652487
• SCHEMBL4652491
• CHEMBL2022664
• RMDHZUUXNBGDEM-SDNWHVSQSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8622	86.22%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9029	90.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9409	94.09%
OATP1B3 inhibitior	+	0.9082	90.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7026	70.26%
P-glycoprotein inhibitior	-	0.8415	84.15%
P-glycoprotein substrate	-	0.9545	95.45%
CYP3A4 substrate	-	0.5727	57.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.6459	64.59%
CYP2C9 inhibition	-	0.5835	58.35%
CYP2C19 inhibition	+	0.5272	52.72%
CYP2D6 inhibition	-	0.7799	77.99%
CYP1A2 inhibition	+	0.7191	71.91%
CYP2C8 inhibition	-	0.5698	56.98%
CYP inhibitory promiscuity	-	0.6793	67.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7950	79.50%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.5862	58.62%
Skin irritation	-	0.8066	80.66%
Skin corrosion	-	0.9852	98.52%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5297	52.97%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	+	0.5259	52.59%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.5458	54.58%
Acute Oral Toxicity (c)	III	0.7508	75.08%
Estrogen receptor binding	+	0.8139	81.39%
Androgen receptor binding	+	0.5873	58.73%
Thyroid receptor binding	-	0.5568	55.68%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.7731	77.31%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.9505	95.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.44%	99.17%
CHEMBL2039	P27338	Monoamine oxidase B	95.09%	92.51%
CHEMBL4208	P20618	Proteasome component C5	95.00%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.48%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.72%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	89.09%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.17%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	87.25%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.15%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.34%	96.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.76%	87.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.51%	94.62%
CHEMBL2581	P07339	Cathepsin D	82.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.00%	95.56%

Plants that contains it

• Piper crassinervium

Cross-Links

• PubChem: 12361500
• LOTUS: LTS0185697
• wikiData: Q105240727