1,3-Dibutyl citrate

Details

• Internal ID: 96307f45-551f-4070-9772-0d841b9f7fad
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 4-butoxy-2-(2-butoxy-2-oxoethyl)-2-hydroxy-4-oxobutanoic acid
• SMILES (Canonical): CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)O)O
• SMILES (Isomeric): CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)O)O
• InChI: InChI=1S/C14H24O7/c1-3-5-7-20-11(15)9-14(19,13(17)18)10-12(16)21-8-6-4-2/h19H,3-10H2,1-2H3,(H,17,18)
• InChI Key: XRCRWCVBMHENNE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₇
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.15220310 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• HU7EM751PK
• UNII-HU7EM751PK
• 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, 1,3-dibutyl ester
• 101996-65-0
• SCHEMBL1412785
• Q27280108

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9083	90.83%
Caco-2	+	0.6722	67.22%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8933	89.33%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7819	78.19%
P-glycoprotein inhibitior	-	0.8272	82.72%
P-glycoprotein substrate	-	0.9438	94.38%
CYP3A4 substrate	-	0.5625	56.25%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.8765	87.65%
CYP2C9 inhibition	-	0.8540	85.40%
CYP2C19 inhibition	-	0.8716	87.16%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.8125	81.25%
CYP2C8 inhibition	-	0.8305	83.05%
CYP inhibitory promiscuity	-	0.9791	97.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6694	66.94%
Eye corrosion	-	0.9261	92.61%
Eye irritation	+	0.8353	83.53%
Skin irritation	-	0.8881	88.81%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4841	48.41%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6764	67.64%
Acute Oral Toxicity (c)	IV	0.4676	46.76%
Estrogen receptor binding	-	0.8077	80.77%
Androgen receptor binding	-	0.6811	68.11%
Thyroid receptor binding	+	0.6604	66.04%
Glucocorticoid receptor binding	-	0.5663	56.63%
Aromatase binding	-	0.6346	63.46%
PPAR gamma	-	0.6703	67.03%
Honey bee toxicity	-	0.9847	98.47%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6157	61.57%
Fish aquatic toxicity	+	0.8879	88.79%

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	94.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.50%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.67%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.05%	80.78%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.09%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.99%	93.56%

Plants that contains it

• Lonicera caerulea

Cross-Links

• PubChem: 14134170
• LOTUS: LTS0027990
• wikiData: Q27280108