(2R,3R)-3-hydroxy-2-methylbutanoic acid

Details

• Internal ID: cc0897b7-9e00-49a4-8b7b-60a044d0805b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Hydroxy fatty acids
• IUPAC Name: (2R,3R)-3-hydroxy-2-methylbutanoic acid
• SMILES (Canonical): CC(C(C)O)C(=O)O
• SMILES (Isomeric): C[C@H]([C@@H](C)O)C(=O)O
• InChI: InChI=1S/C5H10O3/c1-3(4(2)6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t3-,4-/m1/s1
• InChI Key: VEXDRERIMPLZLU-QWWZWVQMSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13 g/mol
• Exact Mass: 118.062994177 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (2R,3R)-3-hydroxy-2-methylbutanoic acid
• SCHEMBL5549445
• CHEBI:168648
• LMFA01050492
• [S-(R,R)]-3-Hydroxy-2-methyl-butanoate
• 3-hydroxy-2-methyl-[S-(R,R)]-Butanoate
• 3-hydroxy-2-methyl-[S-(R*,R*)]-Butanoate
• (-)-(2r,3r)-3-hydroxy-2-methylbutyric acid
• [S-(R,R)]-3-Hydroxy-2-methyl-butanoic acid
• 3-hydroxy-2-methyl-[S-(R*,R*)]-Butanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9384	93.84%
Caco-2	-	0.7083	70.83%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7943	79.43%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9600	96.00%
OATP1B3 inhibitior	+	0.9690	96.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9322	93.22%
P-glycoprotein inhibitior	-	0.9850	98.50%
P-glycoprotein substrate	-	0.9872	98.72%
CYP3A4 substrate	-	0.8066	80.66%
CYP2C9 substrate	+	0.6154	61.54%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.9014	90.14%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.9530	95.30%
CYP2D6 inhibition	-	0.9585	95.85%
CYP1A2 inhibition	-	0.9419	94.19%
CYP2C8 inhibition	-	0.9972	99.72%
CYP inhibitory promiscuity	-	0.9538	95.38%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5049	50.49%
Carcinogenicity (trinary)	Non-required	0.8116	81.16%
Eye corrosion	+	0.8221	82.21%
Eye irritation	+	0.8962	89.62%
Skin irritation	+	0.7633	76.33%
Skin corrosion	+	0.8192	81.92%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8353	83.53%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9367	93.67%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	-	0.6692	66.92%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5553	55.53%
Acute Oral Toxicity (c)	III	0.8527	85.27%
Estrogen receptor binding	-	0.9464	94.64%
Androgen receptor binding	-	0.9157	91.57%
Thyroid receptor binding	-	0.8376	83.76%
Glucocorticoid receptor binding	-	0.9049	90.49%
Aromatase binding	-	0.8968	89.68%
PPAR gamma	-	0.8427	84.27%
Honey bee toxicity	-	0.9449	94.49%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.7158	71.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	92.35%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.51%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.79%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.29%	93.56%

Plants that contains it

• Cuscuta chinensis

Cross-Links

• PubChem: 12313369
• LOTUS: LTS0165324
• wikiData: Q105284902