Actiphenol

Details

• Internal ID: c1af0167-e39e-4c34-bb2e-593900033259
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 4-[2-(2-hydroxy-3,5-dimethylphenyl)-2-oxoethyl]piperidine-2,6-dione
• SMILES (Canonical): CC1=CC(=C(C(=C1)C(=O)CC2CC(=O)NC(=O)C2)O)C
• SMILES (Isomeric): CC1=CC(=C(C(=C1)C(=O)CC2CC(=O)NC(=O)C2)O)C
• InChI: InChI=1S/C15H17NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h3-4,10,20H,5-7H2,1-2H3,(H,16,18,19)
• InChI Key: YTLMIHBTPWTPEV-UHFFFAOYSA-N
• Popularity: 32 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₄
• Molecular Weight: 275.30 g/mol
• Exact Mass: 275.11575802 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• Actinophenol
• 526-02-3
• Actiphenol [MI]
• 3-(2-Hydroxy-3,5-dimethylphenacyl)glutarimide
• NSC-58413
• b-(3,5-dimethyl-2-hydroxybenzoylmethyl)glutarimide
• C-73
• UNII-1M5597X03D
• 1M5597X03D
• MLS003559961
• 2,6-Piperidinedione, 4-(2-(2-hydroxy-3,5-dimethylphenyl)-2-oxoethyl)-
• SMR002227467
• 4-[2-(2-hydroxy-3,5-dimethylphenyl)-2-oxoethyl]piperidine-2,6-dione
• 2,6-Piperidinedione, 4-[2-(2-hydroxy-3,5-dimethylphenyl)-2-oxoethyl]-
• NSC58413
• cid_245940
• MEGxm0_000240
• SCHEMBL3359715
• CHEMBL3186963
• ACon0_000590
• ACon1_001537
• Glutarimide,5-dimethylphenacyl)-
• DTXSID50877820
• CHEBI:181736
• YTLMIHBTPWTPEV-UHFFFAOYSA-N
• BDBM100273
• AKOS040734791
• Actiphenol, >=90% (LC/MS-ELSD)
• NCGC00180403-01
• Glutarimide, 3-(2-hydroxy-3,5-dimethylphenacyl)-
• beta-(3,5-dimethyl-2-hydroxybenzoylmethyl)glutarimide
• BRD-K90243608-001-01-6
• Q27252599
• 2, 4-[2-(2-hydroxy-3,5-dimethylphenyl)-2-oxoethyl]-
• 4-[2-(2-hydroxy-3,5-dimethyl-phenyl)-2-keto-ethyl]piperidine-2,6-quinone
• 4-[2-(2-hydroxy-3,5-dimethyl-phenyl)-2-oxo-ethyl]piperidine-2,6-dione
• 4-[2-(2-Hydroxy-3,5-dimethylphenyl)-2-oxoethyl]-2,6-piperidinedione
• 4-[2-(2-Hydroxy-3,5-dimethylphenyl)-2-oxoethyl]-2,6-piperidinedione #
• 4-(2-(2-Hydroxy-3-(hydroxymethyl)-5-methylphenyl)-2-oxoethyl)-2,6-piperidinedione
• 4-[2-(3,5-dimethyl-2-oxidanyl-phenyl)-2-oxidanylidene-ethyl]piperidine-2,6-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9688	96.88%
Caco-2	+	0.7035	70.35%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8507	85.07%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7350	73.50%
P-glycoprotein inhibitior	-	0.9621	96.21%
P-glycoprotein substrate	-	0.8068	80.68%
CYP3A4 substrate	-	0.5517	55.17%
CYP2C9 substrate	+	0.8043	80.43%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.8419	84.19%
CYP2C9 inhibition	-	0.8392	83.92%
CYP2C19 inhibition	-	0.8913	89.13%
CYP2D6 inhibition	-	0.8735	87.35%
CYP1A2 inhibition	-	0.8714	87.14%
CYP2C8 inhibition	-	0.7942	79.42%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8524	85.24%
Carcinogenicity (trinary)	Non-required	0.6727	67.27%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.8436	84.36%
Skin irritation	-	0.7558	75.58%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5893	58.93%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8554	85.54%
Acute Oral Toxicity (c)	III	0.5037	50.37%
Estrogen receptor binding	-	0.6473	64.73%
Androgen receptor binding	-	0.5158	51.58%
Thyroid receptor binding	-	0.6208	62.08%
Glucocorticoid receptor binding	-	0.5205	52.05%
Aromatase binding	-	0.7511	75.11%
PPAR gamma	+	0.7495	74.95%
Honey bee toxicity	-	0.9642	96.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.6017	60.17%

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	97.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.50%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.26%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.61%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.49%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.76%	85.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.57%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.86%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.44%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.68%	91.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.68%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.49%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.19%	91.19%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Coespeletia thyrsiformis f. marcanoi
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 245940
• NPASS: NPC236795
• LOTUS: LTS0063707
• wikiData: Q27252599