Butyl (3S)-3-hydroxybutanoate

Details

• Internal ID: 4911195f-37a9-48b8-a4ee-1c274fa4ae15
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: butyl (3S)-3-hydroxybutanoate
• SMILES (Canonical): CCCCOC(=O)CC(C)O
• SMILES (Isomeric): CCCCOC(=O)C[C@H](C)O
• InChI: InChI=1S/C8H16O3/c1-3-4-5-11-8(10)6-7(2)9/h7,9H,3-6H2,1-2H3/t7-/m0/s1
• InChI Key: LHDWRKCOQQHAMP-ZETCQYMHSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₆O₃
• Molecular Weight: 160.21 g/mol
• Exact Mass: 160.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (3s)-butyl 3-hydroxybutanoate
• Butyl (3S)-3-hydroxybutanoate
• SCHEMBL15927988
• DTXSID101306955

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.9010	90.10%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7861	78.61%
OATP2B1 inhibitior	-	0.8471	84.71%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9146	91.46%
P-glycoprotein inhibitior	-	0.9757	97.57%
P-glycoprotein substrate	-	0.9372	93.72%
CYP3A4 substrate	-	0.5972	59.72%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8433	84.33%
CYP3A4 inhibition	-	0.9370	93.70%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.7434	74.34%
CYP2C8 inhibition	-	0.9319	93.19%
CYP inhibitory promiscuity	-	0.9265	92.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.7146	71.46%
Eye corrosion	+	0.7928	79.28%
Eye irritation	+	0.9817	98.17%
Skin irritation	-	0.7378	73.78%
Skin corrosion	-	0.8305	83.05%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7493	74.93%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6953	69.53%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	-	0.8956	89.56%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	+	0.7181	71.81%
Acute Oral Toxicity (c)	IV	0.4032	40.32%
Estrogen receptor binding	-	0.9607	96.07%
Androgen receptor binding	-	0.7962	79.62%
Thyroid receptor binding	-	0.8151	81.51%
Glucocorticoid receptor binding	-	0.8593	85.93%
Aromatase binding	-	0.9436	94.36%
PPAR gamma	-	0.8791	87.91%
Honey bee toxicity	-	0.9859	98.59%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8203	82.03%

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	96.91%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.79%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.89%	97.29%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.52%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.11%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.87%	96.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.67%	82.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.17%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.01%	85.94%
CHEMBL2885	P07451	Carbonic anhydrase III	83.17%	87.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.62%	93.56%
CHEMBL202	P00374	Dihydrofolate reductase	81.46%	89.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.19%	90.71%

Plants that contains it

• Vasconcellea pubescens

Cross-Links

• PubChem: 11019159
• LOTUS: LTS0143247
• wikiData: Q105151705