3-(3,7-Dimethylocta-2,6-dienoxy)-4-hydroxybenzoic acid

Details

• Internal ID: 6fe18cb6-2b10-44dc-8595-3dde35a6202f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 3-(3,7-dimethylocta-2,6-dienoxy)-4-hydroxybenzoic acid
• SMILES (Canonical): CC(=CCCC(=CCOC1=C(C=CC(=C1)C(=O)O)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CCOC1=C(C=CC(=C1)C(=O)O)O)C)C
• InChI: InChI=1S/C17H22O4/c1-12(2)5-4-6-13(3)9-10-21-16-11-14(17(19)20)7-8-15(16)18/h5,7-9,11,18H,4,6,10H2,1-3H3,(H,19,20)
• InChI Key: PCIWHHWVYOFPEM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	+	0.5655	56.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9347	93.47%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9500	95.00%
OATP1B3 inhibitior	+	0.8969	89.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5307	53.07%
P-glycoprotein inhibitior	-	0.9034	90.34%
P-glycoprotein substrate	-	0.9229	92.29%
CYP3A4 substrate	-	0.5971	59.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.5656	56.56%
CYP2C9 inhibition	+	0.6048	60.48%
CYP2C19 inhibition	+	0.6483	64.83%
CYP2D6 inhibition	-	0.6558	65.58%
CYP1A2 inhibition	+	0.8707	87.07%
CYP2C8 inhibition	+	0.5851	58.51%
CYP inhibitory promiscuity	+	0.5057	50.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7650	76.50%
Carcinogenicity (trinary)	Non-required	0.6800	68.00%
Eye corrosion	-	0.9916	99.16%
Eye irritation	+	0.6980	69.80%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9772	97.72%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5656	56.56%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5434	54.34%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5863	58.63%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5522	55.22%
Acute Oral Toxicity (c)	III	0.5916	59.16%
Estrogen receptor binding	+	0.8135	81.35%
Androgen receptor binding	-	0.5428	54.28%
Thyroid receptor binding	+	0.5763	57.63%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.7166	71.66%
PPAR gamma	+	0.7996	79.96%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
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	96.65%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.20%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL3194	P02766	Transthyretin	92.52%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.15%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	89.97%	94.73%
CHEMBL4208	P20618	Proteasome component C5	89.70%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.19%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.94%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.78%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.37%	96.95%
CHEMBL2581	P07339	Cathepsin D	83.08%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.39%	96.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.99%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.02%	95.50%

Plants that contains it

• Piper crassinervium

Cross-Links

• PubChem: 91467501
• LOTUS: LTS0051558
• wikiData: Q104194303