Baeckeol

Details

• Internal ID: 32f2d9d3-4f56-43a1-8c2c-0a119ce8ccc3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-2-methylpropan-1-one
• SMILES (Canonical): CC1=C(C(=C(C=C1OC)OC)C(=O)C(C)C)O
• SMILES (Isomeric): CC1=C(C(=C(C=C1OC)OC)C(=O)C(C)C)O
• InChI: InChI=1S/C13H18O4/c1-7(2)12(14)11-10(17-5)6-9(16-4)8(3)13(11)15/h6-7,15H,1-5H3
• InChI Key: FEPANGQIGHBDFZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• SCHEMBL11420620
• 479-88-9
• 1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-2-methyl-1-propanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.6700	67.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9273	92.73%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.9746	97.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.9013	90.13%
CYP3A4 substrate	-	0.6353	63.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.8226	82.26%
CYP2C9 inhibition	-	0.9621	96.21%
CYP2C19 inhibition	-	0.6357	63.57%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	+	0.5339	53.39%
CYP2C8 inhibition	-	0.9016	90.16%
CYP inhibitory promiscuity	-	0.7813	78.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6688	66.88%
Carcinogenicity (trinary)	Non-required	0.7227	72.27%
Eye corrosion	+	0.5522	55.22%
Eye irritation	+	0.5810	58.10%
Skin irritation	-	0.5649	56.49%
Skin corrosion	-	0.9705	97.05%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6674	66.74%
Micronuclear	-	0.6126	61.26%
Hepatotoxicity	+	0.5315	53.15%
skin sensitisation	-	0.8760	87.60%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.8119	81.19%
Acute Oral Toxicity (c)	III	0.6446	64.46%
Estrogen receptor binding	-	0.5694	56.94%
Androgen receptor binding	-	0.6422	64.22%
Thyroid receptor binding	+	0.5219	52.19%
Glucocorticoid receptor binding	-	0.6597	65.97%
Aromatase binding	-	0.6256	62.56%
PPAR gamma	+	0.6644	66.44%
Honey bee toxicity	-	0.9216	92.16%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9197	91.97%

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	91.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.99%	96.00%
CHEMBL2535	P11166	Glucose transporter	86.42%	98.75%
CHEMBL2581	P07339	Cathepsin D	86.28%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.98%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.84%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.21%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	83.79%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.30%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.13%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.55%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Baeckea frutescens
• Melaleuca halmaturorum

Cross-Links

• PubChem: 5321450
• NPASS: NPC281660
• LOTUS: LTS0254413
• wikiData: Q104253323