4-(2,3-Dihydroxyphenyl)-2-methyl-4-oxobutanoic acid

Details

• Internal ID: 60cdf24b-4065-45df-a2aa-2f1013c47e9c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 4-(2,3-dihydroxyphenyl)-2-methyl-4-oxobutanoic acid
• SMILES (Canonical): CC(CC(=O)C1=C(C(=CC=C1)O)O)C(=O)O
• SMILES (Isomeric): CC(CC(=O)C1=C(C(=CC=C1)O)O)C(=O)O
• InChI: InChI=1S/C11H12O5/c1-6(11(15)16)5-9(13)7-3-2-4-8(12)10(7)14/h2-4,6,12,14H,5H2,1H3,(H,15,16)
• InChI Key: OPOVMNDABAKVQM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8324	83.24%
Caco-2	-	0.8377	83.77%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8519	85.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8845	88.45%
P-glycoprotein inhibitior	-	0.9916	99.16%
P-glycoprotein substrate	-	0.8750	87.50%
CYP3A4 substrate	-	0.7038	70.38%
CYP2C9 substrate	+	0.5853	58.53%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.9322	93.22%
CYP2C9 inhibition	-	0.9186	91.86%
CYP2C19 inhibition	-	0.9550	95.50%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.8272	82.72%
CYP2C8 inhibition	-	0.9342	93.42%
CYP inhibitory promiscuity	-	0.9837	98.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7497	74.97%
Carcinogenicity (trinary)	Non-required	0.6685	66.85%
Eye corrosion	-	0.9399	93.99%
Eye irritation	+	0.5792	57.92%
Skin irritation	+	0.4907	49.07%
Skin corrosion	-	0.6617	66.17%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8997	89.97%
Micronuclear	+	0.6101	61.01%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.5468	54.68%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6558	65.58%
Acute Oral Toxicity (c)	III	0.5773	57.73%
Estrogen receptor binding	-	0.8358	83.58%
Androgen receptor binding	-	0.6708	67.08%
Thyroid receptor binding	-	0.8436	84.36%
Glucocorticoid receptor binding	-	0.5529	55.29%
Aromatase binding	-	0.9293	92.93%
PPAR gamma	+	0.5408	54.08%
Honey bee toxicity	-	0.9776	97.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	+	0.9691	96.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.72%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.53%	99.15%
CHEMBL221	P23219	Cyclooxygenase-1	88.27%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.18%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.86%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.63%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.88%	86.33%

Plants that contains it

• Plumbago indica

Cross-Links

• PubChem: 129862529
• LOTUS: LTS0220738
• wikiData: Q105196479