(2R)-2-hydroxy-4-methoxy-2-methyl-4-oxobutanoic acid

Details

• Internal ID: 2b6aa436-2028-4a5e-9c3f-339d81f1ec7d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Hydroxy fatty acids
• IUPAC Name: (2R)-2-hydroxy-4-methoxy-2-methyl-4-oxobutanoic acid
• SMILES (Canonical): CC(CC(=O)OC)(C(=O)O)O
• SMILES (Isomeric): C[C@@](CC(=O)OC)(C(=O)O)O
• InChI: InChI=1S/C6H10O5/c1-6(10,5(8)9)3-4(7)11-2/h10H,3H2,1-2H3,(H,8,9)/t6-/m1/s1
• InChI Key: CMNFLYFSFBTSRO-ZCFIWIBFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₅
• Molecular Weight: 162.14 g/mol
• Exact Mass: 162.05282342 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.61
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8583	85.83%
Caco-2	-	0.6088	60.88%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7838	78.38%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9473	94.73%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9576	95.76%
P-glycoprotein inhibitior	-	0.9817	98.17%
P-glycoprotein substrate	-	0.9595	95.95%
CYP3A4 substrate	-	0.6283	62.83%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.9510	95.10%
CYP2C9 inhibition	-	0.9206	92.06%
CYP2C19 inhibition	-	0.9290	92.90%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9765	97.65%
CYP inhibitory promiscuity	-	0.9924	99.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6411	64.11%
Carcinogenicity (trinary)	Non-required	0.7411	74.11%
Eye corrosion	-	0.7409	74.09%
Eye irritation	+	0.8662	86.62%
Skin irritation	-	0.6986	69.86%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7229	72.29%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5690	56.90%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.8268	82.68%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.5656	56.56%
Acute Oral Toxicity (c)	III	0.7125	71.25%
Estrogen receptor binding	-	0.8511	85.11%
Androgen receptor binding	-	0.8644	86.44%
Thyroid receptor binding	-	0.8105	81.05%
Glucocorticoid receptor binding	-	0.7954	79.54%
Aromatase binding	-	0.9028	90.28%
PPAR gamma	-	0.8803	88.03%
Honey bee toxicity	-	0.9458	94.58%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.88%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.96%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.05%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.28%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.02%	94.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.44%	90.93%

Plants that contains it

• Selenicereus undatus

Cross-Links

• PubChem: 131231413
• LOTUS: LTS0216320
• wikiData: Q104964912