1-(2-Hydroxy-4,6-dimethoxy-3-methylphenyl)-3-methylbut-2-en-1-one

Details

• Internal ID: 2e49c3a4-c25e-470e-a0c5-5cff2b498d97
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-methylbut-2-en-1-one
• SMILES (Canonical): CC1=C(C(=C(C=C1OC)OC)C(=O)C=C(C)C)O
• SMILES (Isomeric): CC1=C(C(=C(C=C1OC)OC)C(=O)C=C(C)C)O
• InChI: InChI=1S/C14H18O4/c1-8(2)6-10(15)13-12(18-5)7-11(17-4)9(3)14(13)16/h6-7,16H,1-5H3
• InChI Key: URSDDRJDUUICOU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8154	81.54%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8888	88.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9727	97.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7169	71.69%
P-glycoprotein inhibitior	-	0.7764	77.64%
P-glycoprotein substrate	-	0.8661	86.61%
CYP3A4 substrate	-	0.5594	55.94%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.6726	67.26%
CYP2C9 inhibition	-	0.8178	81.78%
CYP2C19 inhibition	+	0.7825	78.25%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	+	0.6840	68.40%
CYP2C8 inhibition	-	0.7135	71.35%
CYP inhibitory promiscuity	+	0.6285	62.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6803	68.03%
Carcinogenicity (trinary)	Non-required	0.7060	70.60%
Eye corrosion	-	0.8592	85.92%
Eye irritation	+	0.8918	89.18%
Skin irritation	-	0.5939	59.39%
Skin corrosion	-	0.9816	98.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5988	59.88%
Micronuclear	-	0.5026	50.26%
Hepatotoxicity	+	0.5406	54.06%
skin sensitisation	-	0.6455	64.55%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.8099	80.99%
Acute Oral Toxicity (c)	III	0.6052	60.52%
Estrogen receptor binding	+	0.7170	71.70%
Androgen receptor binding	-	0.4933	49.33%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	-	0.5766	57.66%
Aromatase binding	+	0.7392	73.92%
PPAR gamma	+	0.5181	51.81%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9786	97.86%

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	91.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.57%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.20%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.02%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.64%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.41%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.31%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.81%	92.94%
CHEMBL2581	P07339	Cathepsin D	82.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.87%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.79%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.79%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	80.62%	90.20%

Plants that contains it

• Mallotus pallidus

Cross-Links

• PubChem: 86011313
• LOTUS: LTS0230316
• wikiData: Q105278010