3-Acetyl-6-(3,7-dimethylocta-2,6-dienoxy)-2,4-dihydroxybenzoic acid

Details

• Internal ID: 83bf1f9e-b57d-45c5-af3f-18ae6565a3fc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 3-acetyl-6-(3,7-dimethylocta-2,6-dienoxy)-2,4-dihydroxybenzoic acid
• InChI: InChI=1S/C19H24O6/c1-11(2)6-5-7-12(3)8-9-25-15-10-14(21)16(13(4)20)18(22)17(15)19(23)24/h6,8,10,21-22H,5,7,9H2,1-4H3,(H,23,24)
• InChI Key: ZGFQJNBMOZVGKO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	+	0.5428	54.28%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9216	92.16%
OATP2B1 inhibitior	-	0.5748	57.48%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.8732	87.32%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5332	53.32%
P-glycoprotein inhibitior	-	0.7554	75.54%
P-glycoprotein substrate	-	0.9075	90.75%
CYP3A4 substrate	-	0.5145	51.45%
CYP2C9 substrate	-	0.5950	59.50%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	+	0.5363	53.63%
CYP2C9 inhibition	+	0.6776	67.76%
CYP2C19 inhibition	+	0.6984	69.84%
CYP2D6 inhibition	-	0.7701	77.01%
CYP1A2 inhibition	+	0.8348	83.48%
CYP2C8 inhibition	-	0.6697	66.97%
CYP inhibitory promiscuity	-	0.6551	65.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7650	76.50%
Carcinogenicity (trinary)	Non-required	0.7264	72.64%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.5685	56.85%
Skin irritation	-	0.7975	79.75%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7723	77.23%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.4945	49.45%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5059	50.59%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6670	66.70%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.8337	83.37%
Androgen receptor binding	-	0.4817	48.17%
Thyroid receptor binding	-	0.5749	57.49%
Glucocorticoid receptor binding	+	0.7243	72.43%
Aromatase binding	+	0.6443	64.43%
PPAR gamma	+	0.8233	82.33%
Honey bee toxicity	-	0.9185	91.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.21%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.39%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.47%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.04%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.54%	90.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.09%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.79%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.34%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.14%	95.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.94%	94.42%
CHEMBL3194	P02766	Transthyretin	82.62%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.59%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.33%	94.45%

Plants that contains it

• Melicope semecarpifolia

Cross-Links

• PubChem: 162995885
• LOTUS: LTS0191725
• wikiData: Q105375140