8-(2,5-Dihydroxyphenyl)-2,6-dimethyl-8-oxoocta-2,6-dienoic acid

Details

• Internal ID: 196ee4b7-daaf-40e5-abd4-b131bf0f0dd8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: 8-(2,5-dihydroxyphenyl)-2,6-dimethyl-8-oxoocta-2,6-dienoic acid
• SMILES (Canonical): CC(=CC(=O)C1=C(C=CC(=C1)O)O)CCC=C(C)C(=O)O
• SMILES (Isomeric): CC(=CC(=O)C1=C(C=CC(=C1)O)O)CCC=C(C)C(=O)O
• InChI: InChI=1S/C16H18O5/c1-10(4-3-5-11(2)16(20)21)8-15(19)13-9-12(17)6-7-14(13)18/h5-9,17-18H,3-4H2,1-2H3,(H,20,21)
• InChI Key: RNESCYAQSWYFLZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	+	0.7209	72.09%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8608	86.08%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5892	58.92%
P-glycoprotein inhibitior	-	0.9543	95.43%
P-glycoprotein substrate	-	0.8760	87.60%
CYP3A4 substrate	-	0.5888	58.88%
CYP2C9 substrate	-	0.7484	74.84%
CYP2D6 substrate	-	0.8956	89.56%
CYP3A4 inhibition	-	0.8248	82.48%
CYP2C9 inhibition	+	0.6071	60.71%
CYP2C19 inhibition	+	0.5234	52.34%
CYP2D6 inhibition	-	0.6442	64.42%
CYP1A2 inhibition	+	0.6546	65.46%
CYP2C8 inhibition	-	0.6434	64.34%
CYP inhibitory promiscuity	-	0.6461	64.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6788	67.88%
Carcinogenicity (trinary)	Non-required	0.6987	69.87%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.5256	52.56%
Skin irritation	-	0.5655	56.55%
Skin corrosion	-	0.8269	82.69%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6170	61.70%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5190	51.90%
skin sensitisation	+	0.5480	54.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7849	78.49%
Acute Oral Toxicity (c)	III	0.4716	47.16%
Estrogen receptor binding	+	0.8502	85.02%
Androgen receptor binding	+	0.7456	74.56%
Thyroid receptor binding	-	0.5570	55.70%
Glucocorticoid receptor binding	+	0.8352	83.52%
Aromatase binding	+	0.7061	70.61%
PPAR gamma	+	0.8504	85.04%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	98.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.33%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.54%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.73%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.47%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.97%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76609559
• LOTUS: LTS0162253
• wikiData: Q104196768