Tricaprin

Details

• Internal ID: 3929b1ec-272a-4150-b4d2-fd3bb97db02e
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Triradylcglycerols > Triacylglycerols
• IUPAC Name: 2,3-di(decanoyloxy)propyl decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC
• SMILES (Isomeric): CCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC
• InChI: InChI=1S/C33H62O6/c1-4-7-10-13-16-19-22-25-31(34)37-28-30(39-33(36)27-24-21-18-15-12-9-6-3)29-38-32(35)26-23-20-17-14-11-8-5-2/h30H,4-29H2,1-3H3
• InChI Key: LADGBHLMCUINGV-UHFFFAOYSA-N
• Popularity: 423 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₆₂O₆
• Molecular Weight: 554.80 g/mol
• Exact Mass: 554.45463969 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 12.20
• Atomic LogP (AlogP): 9.41
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 29

Synonyms

• 621-71-6
• Tridecanoin
• Glycerol tridecanoate
• Glyceryl tridecanoate
• Glycerol tricaprate
• Decanoin, tri-
• Tricapric glyceride
• Capric acid triglyceride
• Glycerol tricaprin
• Glyceryl tricaprate
• 1,2,3-Tridecanoylglycerol
• Dynasan 110
• Decanoic acid, 1,2,3-propanetriyl ester
• tri-n-Caprin
• Capric triglyceride
• 2,3-di(decanoyloxy)propyl decanoate
• 1,2,3-Propanol tridecanoate
• propane-1,2,3-triyl tris(decanoate)
• 1,2,3-Tricaprinoylglycerol
• Glycerin tridecanoate
• NSC 147475
• tridecanoin C10:0
• Propane-1,2,3-triyl tridecanoate
• EINECS 210-702-0
• UNII-O1PB8EU98M
• BRN 1717683
• O1PB8EU98M
• 1,2,3-tricaprinoyl-glycerol
• AI3-36968
• 1,2,3-tridecanoyl-sn-glycerol
• 1,2,3-tridecanoyl-sn-sn-glycerol
• 2,3-Bis(decanoyloxy)propyl decanoate
• NSC-147475
• TG(10:0/10:0/10:0)
• Tricaprin 8000 microg/mL in Pyridine
• 4-02-00-01047 (Beilstein Handbook Reference)
• Decanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester
• 3,6,9,12,15,18,21,24,27,30-Decaoxadotriacontan-1-ol,32-(4-(1,1,3,- 3-tetramethylbutyl)phenoxy)-
• Glycerol tris(decanoate)
• tri-Decanoin
• 1,2,3-Tridecanoyl-rac-glycerol
• TRICAPRIN [INN]
• Glycerol tridecanoic acid
• Glyceryl tridecanoic acid
• TRICAPRIN [INCI]
• TRICAPRINOYLGLYCEROL
• bmse000566
• TRIGLYCERIDE DECANOATE
• PANACET 1000
• CAPTEX 1000
• SCHEMBL126224
• T7517_SIGMA
• Tridecanoin;Glycerol tricaprate
• 1,2, 3-propanetriyl-Decanoate
• DTXSID1042651
• CHEBI:77388
• DECANOIC ACID TRIGLYCERIDE
• CAPRIC TRIGLYCERIDE [VANDF]
• BCP31609
• HY-N6660
• 1,2, 3-propanetriyl-Decanoic acid
• LMGL03012617
• MFCD00036239
• NSC147475
• propane-1,2,3-triyltris(decanoate)
• Decanoic acid,2,3-propanetriyl ester
• Glyceryl tridecanoate, >=99% (GC)
• AKOS015899809
• CCG-270027
• 2,3-Bis(decanoyloxy)propyl decanoate #
• 2,3-bis(decanoyloxy)propyl decanoic acid
• BS-23875
• LS-59380
• CS-0083196
• FT-0704752
• S5731
• T0413
• D92337
• 2,3-bis(decanoyloxy)propyl decanoate (ACD/Name 4.0)
• Q27146923
• TG 10:0/10:0/10:0
• Tricaprin, certified reference material, TraceCERT(R)
• 1,2,3-Tricaprinoylglycerol, 1,2,3-Tridecanoylglycerol
• Tricaprin, European Pharmacopoeia (EP) Reference Standard
• 21-71-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9627	96.27%
Caco-2	-	0.6552	65.52%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8050	80.50%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8247	82.47%
P-glycoprotein inhibitior	-	0.4293	42.93%
P-glycoprotein substrate	-	0.8825	88.25%
CYP3A4 substrate	-	0.5864	58.64%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.8577	85.77%
CYP2C9 inhibition	-	0.8761	87.61%
CYP2C19 inhibition	-	0.7979	79.79%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8498	84.98%
CYP2C8 inhibition	-	0.9156	91.56%
CYP inhibitory promiscuity	-	0.8661	86.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6523	65.23%
Carcinogenicity (trinary)	Non-required	0.5230	52.30%
Eye corrosion	-	0.6076	60.76%
Eye irritation	+	0.7834	78.34%
Skin irritation	-	0.8935	89.35%
Skin corrosion	-	0.9849	98.49%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6243	62.43%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5857	58.57%
skin sensitisation	-	0.9633	96.33%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.5822	58.22%
Acute Oral Toxicity (c)	IV	0.6365	63.65%
Estrogen receptor binding	-	0.6472	64.72%
Androgen receptor binding	-	0.9170	91.70%
Thyroid receptor binding	-	0.6558	65.58%
Glucocorticoid receptor binding	-	0.7391	73.91%
Aromatase binding	-	0.7657	76.57%
PPAR gamma	-	0.6541	65.41%
Honey bee toxicity	-	0.9674	96.74%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	+	0.7604	76.04%
Fish aquatic toxicity	+	0.9339	93.39%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	17.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.71%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.65%	85.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.57%	95.17%
CHEMBL299	P17252	Protein kinase C alpha	94.19%	98.03%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.05%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	88.72%	92.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.21%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	87.02%	89.63%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.50%	92.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.17%	96.95%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.33%	91.81%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.65%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.37%	100.00%

Plants that contains it

• Gossypium herbaceum
• Umbellularia californica

Cross-Links

• PubChem: 69310
• NPASS: NPC283356
• LOTUS: LTS0079599
• wikiData: Q27146923