Tributyl citrate

Details

Top
Internal ID 3edefdb4-ebab-468c-8c34-b9db390a6081
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name tributyl 2-hydroxypropane-1,2,3-tricarboxylate
SMILES (Canonical) CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)OCCCC)O
SMILES (Isomeric) CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)OCCCC)O
InChI InChI=1S/C18H32O7/c1-4-7-10-23-15(19)13-18(22,17(21)25-12-9-6-3)14-16(20)24-11-8-5-2/h22H,4-14H2,1-3H3
InChI Key ZFOZVQLOBQUTQQ-UHFFFAOYSA-N
Popularity 200 references in papers

Physical and Chemical Properties

Top
Molecular Formula C18H32O7
Molecular Weight 360.40 g/mol
Exact Mass 360.21480336 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 14

Synonyms

Top
77-94-1
Tri-n-butyl citrate
tributyl 2-hydroxypropane-1,2,3-tricarboxylate
Butyl citrate
Citroflex 4
Citric acid, tributyl ester
n-Butyl citrate
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tributyl ester
Morflex tbc
Citroflex c 4
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Tributyl citrate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9152 91.52%
Caco-2 + 0.7523 75.23%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8588 85.88%
OATP2B1 inhibitior - 0.8538 85.38%
OATP1B1 inhibitior + 0.8712 87.12%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.4603 46.03%
P-glycoprotein inhibitior - 0.6699 66.99%
P-glycoprotein substrate - 0.9278 92.78%
CYP3A4 substrate - 0.5218 52.18%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition - 0.8610 86.10%
CYP2C9 inhibition - 0.8468 84.68%
CYP2C19 inhibition - 0.8234 82.34%
CYP2D6 inhibition - 0.9373 93.73%
CYP1A2 inhibition - 0.8769 87.69%
CYP2C8 inhibition - 0.7830 78.30%
CYP inhibitory promiscuity - 0.9434 94.34%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.7300 73.00%
Carcinogenicity (trinary) Non-required 0.6384 63.84%
Eye corrosion - 0.7394 73.94%
Eye irritation + 0.7981 79.81%
Skin irritation - 0.7735 77.35%
Skin corrosion - 0.9724 97.24%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4884 48.84%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8262 82.62%
Respiratory toxicity - 0.9000 90.00%
Reproductive toxicity - 0.8222 82.22%
Mitochondrial toxicity - 0.7875 78.75%
Nephrotoxicity + 0.7369 73.69%
Acute Oral Toxicity (c) IV 0.4870 48.70%
Estrogen receptor binding - 0.7851 78.51%
Androgen receptor binding - 0.6349 63.49%
Thyroid receptor binding + 0.7579 75.79%
Glucocorticoid receptor binding - 0.5432 54.32%
Aromatase binding - 0.5119 51.19%
PPAR gamma - 0.7613 76.13%
Honey bee toxicity - 0.9845 98.45%
Biodegradation + 0.6750 67.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8496 84.96%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 95.10% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.00% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.01% 97.25%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 88.57% 80.78%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.82% 97.29%
CHEMBL2581 P07339 Cathepsin D 86.93% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 82.37% 97.79%
CHEMBL230 P35354 Cyclooxygenase-2 81.93% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.19% 86.33%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.19% 80.33%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Calophyllum inophyllum
Lonicera caerulea
Seriphidium baldshuanicum

Cross-Links

Top
PubChem 6507
LOTUS LTS0271574
wikiData Q1954892