4-(4-Hydroxy-3,5-dimethoxyphenyl)-3,4,5-trimethoxycyclohexa-2,5-dien-1-one

Details

• Internal ID: df905110-e85e-4796-bd1a-065aa285140f
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-(4-hydroxy-3,5-dimethoxyphenyl)-3,4,5-trimethoxycyclohexa-2,5-dien-1-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2(C(=CC(=O)C=C2OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2(C(=CC(=O)C=C2OC)OC)OC
• InChI: InChI=1S/C17H20O7/c1-20-12-6-10(7-13(21-2)16(12)19)17(24-5)14(22-3)8-11(18)9-15(17)23-4/h6-9,19H,1-5H3
• InChI Key: OAXZZZIADKILMA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₇
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.12090297 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8853	88.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8869	88.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8206	82.06%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5549	55.49%
P-glycoprotein inhibitior	-	0.6037	60.37%
P-glycoprotein substrate	-	0.9141	91.41%
CYP3A4 substrate	-	0.5155	51.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7907	79.07%
CYP3A4 inhibition	-	0.5746	57.46%
CYP2C9 inhibition	-	0.8402	84.02%
CYP2C19 inhibition	+	0.7564	75.64%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.5988	59.88%
CYP2C8 inhibition	-	0.7156	71.56%
CYP inhibitory promiscuity	+	0.6602	66.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7843	78.43%
Carcinogenicity (trinary)	Non-required	0.4884	48.84%
Eye corrosion	-	0.9619	96.19%
Eye irritation	+	0.6728	67.28%
Skin irritation	-	0.6876	68.76%
Skin corrosion	-	0.9714	97.14%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6501	65.01%
Micronuclear	-	0.5367	53.67%
Hepatotoxicity	+	0.5460	54.60%
skin sensitisation	-	0.8061	80.61%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.6464	64.64%
Acute Oral Toxicity (c)	III	0.6158	61.58%
Estrogen receptor binding	+	0.8604	86.04%
Androgen receptor binding	+	0.5610	56.10%
Thyroid receptor binding	+	0.6852	68.52%
Glucocorticoid receptor binding	+	0.8335	83.35%
Aromatase binding	+	0.6990	69.90%
PPAR gamma	+	0.7769	77.69%
Honey bee toxicity	-	0.8294	82.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9803	98.03%

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	98.04%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.09%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.38%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.38%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.25%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.87%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.29%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.91%	91.07%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.41%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.66%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.45%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.71%	90.71%

Plants that contains it

• Casearia membranacea

Cross-Links

• PubChem: 122215342
• LOTUS: LTS0132441
• wikiData: Q105188888