3-Hydroxy-6-(3-hydroxy-2,5-dimethylphenoxy)-5-methoxy-2,5-dimethylcyclohex-2-ene-1,4-dione

Details

• Internal ID: 03e88695-90ce-41e6-8e4b-43edff87b023
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Xylenes > Xylenols > p-Xylenols
• IUPAC Name: 3-hydroxy-6-(3-hydroxy-2,5-dimethylphenoxy)-5-methoxy-2,5-dimethylcyclohex-2-ene-1,4-dione
• SMILES (Canonical): CC1=CC(=C(C(=C1)OC2C(=O)C(=C(C(=O)C2(C)OC)O)C)C)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1)OC2C(=O)C(=C(C(=O)C2(C)OC)O)C)C)O
• InChI: InChI=1S/C17H20O6/c1-8-6-11(18)9(2)12(7-8)23-16-14(20)10(3)13(19)15(21)17(16,4)22-5/h6-7,16,18-19H,1-5H3
• InChI Key: NRPVNOLWZYAELE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7472	74.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8203	82.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5638	56.38%
P-glycoprotein inhibitior	-	0.8169	81.69%
P-glycoprotein substrate	-	0.9114	91.14%
CYP3A4 substrate	+	0.5679	56.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	-	0.7847	78.47%
CYP2C9 inhibition	-	0.6340	63.40%
CYP2C19 inhibition	+	0.7066	70.66%
CYP2D6 inhibition	-	0.8306	83.06%
CYP1A2 inhibition	+	0.6699	66.99%
CYP2C8 inhibition	-	0.6167	61.67%
CYP inhibitory promiscuity	+	0.5443	54.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7696	76.96%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.7181	71.81%
Skin irritation	-	0.6979	69.79%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3776	37.76%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6718	67.18%
skin sensitisation	-	0.6548	65.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5403	54.03%
Acute Oral Toxicity (c)	III	0.5351	53.51%
Estrogen receptor binding	+	0.8164	81.64%
Androgen receptor binding	+	0.5502	55.02%
Thyroid receptor binding	+	0.5743	57.43%
Glucocorticoid receptor binding	+	0.5780	57.80%
Aromatase binding	-	0.6409	64.09%
PPAR gamma	+	0.7668	76.68%
Honey bee toxicity	-	0.8143	81.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9851	98.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.28%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.68%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.22%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.00%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.37%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.12%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.61%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.44%	99.15%
CHEMBL4040	P28482	MAP kinase ERK2	80.33%	83.82%
CHEMBL1871	P10275	Androgen Receptor	80.25%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78130903
• LOTUS: LTS0104029
• wikiData: Q104179939