2-(8-Hydroxy-3,7-dimethylocta-2,6-dien-1-yl)benzene-1,4-diol

Details

• Internal ID: f807734c-0837-4734-ac35-a6c028068279
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: 2-(8-hydroxy-3,7-dimethylocta-2,6-dienyl)benzene-1,4-diol
• InChI: InChI=1S/C16H22O3/c1-12(4-3-5-13(2)11-17)6-7-14-10-15(18)8-9-16(14)19/h5-6,8-10,17-19H,3-4,7,11H2,1-2H3
• InChI Key: JYTIGAMPVNDVKB-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 2-(8-Hydroxy-3,7-dimethylocta-2,6-dien-1-yl)benzene-1,4-diol
• 77828-62-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.6044	60.44%
Blood Brain Barrier	+	0.5355	53.55%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8873	88.73%
OATP2B1 inhibitior	-	0.7069	70.69%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6102	61.02%
BSEP inhibitior	+	0.6706	67.06%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.8562	85.62%
CYP3A4 substrate	-	0.5907	59.07%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.6650	66.50%
CYP3A4 inhibition	+	0.7630	76.30%
CYP2C9 inhibition	-	0.6042	60.42%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.6794	67.94%
CYP1A2 inhibition	+	0.8521	85.21%
CYP2C8 inhibition	-	0.7144	71.44%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7850	78.50%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9663	96.63%
Eye irritation	+	0.5854	58.54%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9105	91.05%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3878	38.78%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.6360	63.60%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6164	61.64%
Acute Oral Toxicity (c)	III	0.6852	68.52%
Estrogen receptor binding	+	0.7488	74.88%
Androgen receptor binding	+	0.6353	63.53%
Thyroid receptor binding	+	0.6205	62.05%
Glucocorticoid receptor binding	+	0.7337	73.37%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	+	0.8667	86.67%
Honey bee toxicity	-	0.9321	93.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	92.75%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.08%	92.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.13%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	90.40%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.53%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.64%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.28%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	80.96%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	80.65%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.32%	91.71%

Plants that contains it

• Cordia alliodora
• Cordia elaeagnoides

Cross-Links

• PubChem: 53440965
• LOTUS: LTS0244406
• wikiData: Q82634982