Butanoic acid, 2,3-dihydroxypropyl ester

Details

• Internal ID: 52679c75-6902-4974-9a6e-f04a5ec75f46
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Monoradylglycerols > Monoacylglycerols > 1-monoacylglycerols
• IUPAC Name: 2,3-dihydroxypropyl butanoate
• SMILES (Canonical): CCCC(=O)OCC(CO)O
• SMILES (Isomeric): CCCC(=O)OCC(CO)O
• InChI: InChI=1S/C7H14O4/c1-2-3-7(10)11-5-6(9)4-8/h6,8-9H,2-5H2,1H3
• InChI Key: RIEABXYBQSLTFR-UHFFFAOYSA-N
• Popularity: 182 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₄O₄
• Molecular Weight: 162.18 g/mol
• Exact Mass: 162.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• Monobutyrin
• Butanoic acid, 2,3-dihydroxypropyl ester
• 2,3-dihydroxypropyl butanoate
• Glycerol-alpha-mono-n-butyrate
• 0YT8423E8U
• NSC-8451
• CHEBI:76503
• DTXSID70871764
• DTXSID001054147
• RefChem:819273
• DTXCID40819390
• 209-165-5
• 1-MONOBUTYRIN
• 2,3-Dihydroxypropyl butyrate
• alpha-Monobutyrin
• 1-Butyrylglycerol
• .alpha.-Monobutyrin
• Butyrin, 1-mono-
• Mono-n-butyrin
• 1-Mono-n-butyrin
• (-)-D-Glycerol 1-butyrate
• GLYCEROL 1-MONOBUTYRATE
• Glycerol-.alpha.-mono-n-butyrate
• 26999-06-4
• NSC 8451; a-Monobutyrin
• Glycerol 1-Monobutyrate (Technical Grade)
• UNII-0YT8423E8U
• 1-Monotetranoin
• 1-Monobutyrin; 2,3-Dihydroxypropyl Butyrate; Glycerol 1-Monobutyrate;
• Glycerol a-Monobutyrate; Glycerol-a-mono-n-butyrate; Glyceryl 3-Monobutyrate
• BUTANOIC ACID 2,3-DIHYDROXYPROPYL ESTER
• NSC 8451
• EINECS 209-165-5
• EINECS 248-160-2
• 1-O-(butyryl)glycerol
• AI3-28578
• MONOBUTYRIN [MI]
• 1-monobutyrin, AldrichCPR
• 2,3-Dihydroxypropylbutyrat
• Butanoic acid, monoester with 1,2,3-propanetriol
• SCHEMBL68553
• Butyric acid, monoester with propane-1,2,3-triol
• 3-butyryloxypropane-1,2-diol
• GLYCERYL 3-MONOBUTYRATE
• SCHEMBL3387670
• 2,3-Dihydroxypropyl butyrate #
• CHEMBL1987276
• SCHEMBL11662940
• MONOBUTYRIN, (+/-)-
• Butyrate de 2,3-dihydroxypropyle
• MAG 4:0
• NSC8451
• GLYCEROL ALPHA-MONOBUTYRATE
• AAA55725
• GLYCEROL .ALPHA.-MONOBUTYRATE
• MFCD00041830
• MG 4:0
• MSK161557
• Butanoic acid,3-dihydroxypropyl ester
• AKOS025243286
• Butanoic acid,2,3-dihydroxypropyl ester
• AS-56440
• NCI60_041861
• CS-0331773
• NS00043624
• A10828
• F729766
• Q27146050

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8878	88.78%
Caco-2	+	0.5408	54.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8214	82.14%
OATP2B1 inhibitior	-	0.8396	83.96%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9131	91.31%
P-glycoprotein inhibitior	-	0.9798	97.98%
P-glycoprotein substrate	-	0.9399	93.99%
CYP3A4 substrate	-	0.6220	62.20%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.9172	91.72%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.8606	86.06%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.7365	73.65%
CYP2C8 inhibition	-	0.9802	98.02%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6853	68.53%
Eye corrosion	-	0.9620	96.20%
Eye irritation	+	0.7841	78.41%
Skin irritation	-	0.9159	91.59%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7297	72.97%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9495	94.95%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7869	78.69%
Acute Oral Toxicity (c)	IV	0.5285	52.85%
Estrogen receptor binding	-	0.9286	92.86%
Androgen receptor binding	-	0.9732	97.32%
Thyroid receptor binding	-	0.8504	85.04%
Glucocorticoid receptor binding	-	0.6635	66.35%
Aromatase binding	-	0.9088	90.88%
PPAR gamma	-	0.8756	87.56%
Honey bee toxicity	-	0.9271	92.71%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.4801	48.01%

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	95.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.84%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.56%	97.29%
CHEMBL202	P00374	Dihydrofolate reductase	84.08%	89.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.79%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	83.41%	91.19%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.75%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.62%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.49%	94.33%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 11188
• LOTUS: LTS0156032
• wikiData: Q27146050