4-[3,5-Dihydroxy-4-(2-methyl-1-oxopropyl)phenoxy]-2-methylbutanoic acid

Details

• Internal ID: 56da22f7-d6ea-4926-848c-bc7a7a21effd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 4-[3,5-dihydroxy-4-(2-methylpropanoyl)phenoxy]-2-methylbutanoic acid
• SMILES (Canonical): CC(C)C(=O)C1=C(C=C(C=C1O)OCCC(C)C(=O)O)O
• SMILES (Isomeric): CC(C)C(=O)C1=C(C=C(C=C1O)OCCC(C)C(=O)O)O
• InChI: InChI=1S/C15H20O6/c1-8(2)14(18)13-11(16)6-10(7-12(13)17)21-5-4-9(3)15(19)20/h6-9,16-17H,4-5H2,1-3H3,(H,19,20)
• InChI Key: WHTNIOMNMFEVRZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9397	93.97%
Caco-2	+	0.5423	54.23%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9210	92.10%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9071	90.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7342	73.42%
P-glycoprotein inhibitior	-	0.9419	94.19%
P-glycoprotein substrate	-	0.9028	90.28%
CYP3A4 substrate	-	0.5884	58.84%
CYP2C9 substrate	+	0.5853	58.53%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.7444	74.44%
CYP2C9 inhibition	+	0.5659	56.59%
CYP2C19 inhibition	-	0.7217	72.17%
CYP2D6 inhibition	-	0.8804	88.04%
CYP1A2 inhibition	+	0.7751	77.51%
CYP2C8 inhibition	-	0.8674	86.74%
CYP inhibitory promiscuity	-	0.8723	87.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7633	76.33%
Carcinogenicity (trinary)	Non-required	0.6864	68.64%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8643	86.43%
Skin irritation	-	0.8268	82.68%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4232	42.32%
Micronuclear	-	0.8526	85.26%
Hepatotoxicity	-	0.6842	68.42%
skin sensitisation	-	0.6578	65.78%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7064	70.64%
Acute Oral Toxicity (c)	III	0.6621	66.21%
Estrogen receptor binding	+	0.7790	77.90%
Androgen receptor binding	+	0.6993	69.93%
Thyroid receptor binding	+	0.5138	51.38%
Glucocorticoid receptor binding	+	0.6895	68.95%
Aromatase binding	+	0.6164	61.64%
PPAR gamma	+	0.6618	66.18%
Honey bee toxicity	-	0.9307	93.07%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9848	98.48%

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	97.25%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.12%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.07%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.52%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.06%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.14%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.10%	94.62%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.29%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.16%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.00%	96.00%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 14282619
• LOTUS: LTS0131065
• wikiData: Q105305808