[(2S)-2-hydroxy-2-methyl-3-oxobutyl] 2-methylprop-2-enoate

Details

• Internal ID: d0b02910-0eb8-4dc0-a141-0c4ff201ca0a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: [(2S)-2-hydroxy-2-methyl-3-oxobutyl] 2-methylprop-2-enoate
• SMILES (Canonical): CC(=C)C(=O)OCC(C)(C(=O)C)O
• SMILES (Isomeric): CC(=C)C(=O)OC[C@@](C)(C(=O)C)O
• InChI: InChI=1S/C9H14O4/c1-6(2)8(11)13-5-9(4,12)7(3)10/h12H,1,5H2,2-4H3/t9-/m0/s1
• InChI Key: NFNXUHHOCPTCOZ-VIFPVBQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.20 g/mol
• Exact Mass: 186.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	+	0.7870	78.70%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7204	72.04%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9534	95.34%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8949	89.49%
P-glycoprotein inhibitior	-	0.9753	97.53%
P-glycoprotein substrate	-	0.9572	95.72%
CYP3A4 substrate	-	0.5553	55.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8944	89.44%
CYP3A4 inhibition	-	0.6667	66.67%
CYP2C9 inhibition	-	0.8668	86.68%
CYP2C19 inhibition	-	0.8473	84.73%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8653	86.53%
CYP2C8 inhibition	-	0.9394	93.94%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.6651	66.51%
Eye corrosion	-	0.8438	84.38%
Eye irritation	+	0.8048	80.48%
Skin irritation	+	0.5767	57.67%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8302	83.02%
Micronuclear	-	0.8226	82.26%
Hepatotoxicity	+	0.5073	50.73%
skin sensitisation	+	0.6878	68.78%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6263	62.63%
Acute Oral Toxicity (c)	IV	0.4915	49.15%
Estrogen receptor binding	-	0.6534	65.34%
Androgen receptor binding	-	0.8527	85.27%
Thyroid receptor binding	-	0.8316	83.16%
Glucocorticoid receptor binding	-	0.8730	87.30%
Aromatase binding	-	0.6878	68.78%
PPAR gamma	-	0.8065	80.65%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9076	90.76%

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	93.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.11%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.92%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.80%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.45%	99.17%

Plants that contains it

• Chamaemelum fuscatum

Cross-Links

• PubChem: 162971419
• LOTUS: LTS0266754
• wikiData: Q105178577