2-Hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one

Details

• Internal ID: a166a05c-5342-49d1-ba9b-f3301a8b8508
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one
• InChI: InChI=1S/C11H14O5/c1-6(12)10(13)7-4-8(15-2)11(14)9(5-7)16-3/h4-6,12,14H,1-3H3
• InChI Key: HBOJXVDFLHJNLK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 2-Hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one
• 1-Propanone, 2-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-
• methyl-syringoyl-carbinol
• SCHEMBL669095
• DTXSID40556278

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.6875	68.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8715	87.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9491	94.91%
P-glycoprotein inhibitior	-	0.9346	93.46%
P-glycoprotein substrate	-	0.8961	89.61%
CYP3A4 substrate	-	0.6518	65.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7225	72.25%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.9714	97.14%
CYP2C19 inhibition	-	0.7216	72.16%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.6791	67.91%
CYP2C8 inhibition	-	0.8591	85.91%
CYP inhibitory promiscuity	-	0.7773	77.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7454	74.54%
Carcinogenicity (trinary)	Non-required	0.6683	66.83%
Eye corrosion	+	0.5401	54.01%
Eye irritation	+	0.8858	88.58%
Skin irritation	+	0.5421	54.21%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7869	78.69%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7779	77.79%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.8270	82.70%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	-	0.6792	67.92%
Androgen receptor binding	-	0.7702	77.02%
Thyroid receptor binding	-	0.6224	62.24%
Glucocorticoid receptor binding	-	0.8294	82.94%
Aromatase binding	-	0.7551	75.51%
PPAR gamma	-	0.7853	78.53%
Honey bee toxicity	-	0.9273	92.73%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6885	68.85%
Fish aquatic toxicity	+	0.8492	84.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL2535	P11166	Glucose transporter	89.76%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.94%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.01%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.52%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.30%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.27%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.51%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.93%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.85%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	83.09%	90.20%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	82.36%	98.33%

Plants that contains it

• Pisonia umbellifera

Cross-Links

• PubChem: 14123045
• LOTUS: LTS0089844
• wikiData: Q82437783