1-(2-Hydroxy-4-Methylphenyl)Propan-1,2-Dione

Details

• Internal ID: 76021b23-4bd2-4e8d-9062-c367414c5a34
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 1-(2-hydroxy-4-methylphenyl)propane-1,2-dione
• SMILES (Canonical): CC1=CC(=C(C=C1)C(=O)C(=O)C)O
• SMILES (Isomeric): CC1=CC(=C(C=C1)C(=O)C(=O)C)O
• InChI: InChI=1S/C10H10O3/c1-6-3-4-8(9(12)5-6)10(13)7(2)11/h3-5,12H,1-2H3
• InChI Key: OXDKWKNIBKTRLQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18 g/mol
• Exact Mass: 178.062994177 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• RefChem:74164
• GlyTouCan:G67455KU
• G67455KU
• 1-(2-hydroxy-4-methylphenyl)propane-1,2-dione
• CHEBI:67425
• CHEMBL1795989
• Q27135889

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8811	88.11%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.9320	93.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9600	96.00%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9041	90.41%
P-glycoprotein inhibitior	-	0.9788	97.88%
P-glycoprotein substrate	-	0.9757	97.57%
CYP3A4 substrate	-	0.7105	71.05%
CYP2C9 substrate	-	0.7996	79.96%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.9319	93.19%
CYP2C9 inhibition	-	0.9524	95.24%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.6153	61.53%
CYP2C8 inhibition	-	0.9408	94.08%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7308	73.08%
Carcinogenicity (trinary)	Non-required	0.6691	66.91%
Eye corrosion	+	0.8770	87.70%
Eye irritation	+	0.9875	98.75%
Skin irritation	+	0.8875	88.75%
Skin corrosion	+	0.5404	54.04%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7623	76.23%
Micronuclear	+	0.6692	66.92%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	+	0.7953	79.53%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4835	48.35%
Acute Oral Toxicity (c)	III	0.8901	89.01%
Estrogen receptor binding	-	0.7917	79.17%
Androgen receptor binding	-	0.4869	48.69%
Thyroid receptor binding	-	0.7722	77.22%
Glucocorticoid receptor binding	-	0.8531	85.31%
Aromatase binding	-	0.7086	70.86%
PPAR gamma	-	0.7847	78.47%
Honey bee toxicity	-	0.9800	98.00%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9122	91.22%

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	92.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.98%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.48%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.65%	81.11%
CHEMBL4208	P20618	Proteasome component C5	81.14%	90.00%

Plants that contains it

• Eupatorium cannabinum

Cross-Links

• PubChem: 53355239
• NPASS: NPC161304
• LOTUS: LTS0146779
• wikiData: Q27135889