TG(10:0/10:0/10:0) (YMDB15588)

Identification

YMDB ID

YMDB15588

Name

TG(10:0/10:0/10:0)

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

TG(10:0/10:0/10:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/10:0) is made up of one decanoyl(R1), one decanoyl(R2), and one decanoyl(R3).

Structure

MOL SDF PDB SMILES InChI

Synonyms

1,2,3-Propanol tridecanoate
1,2,3-Tridecanoylglycerol
Capric acid triglyceride
Capric triglyceride
Caprin
Decanoic acid, 1,2,3-propanetriyl ester
Glycerin tridecanoate
Glycerol tricaprate
Glycerol tridecanoate
Glyceryl tricaprate
Glyceryl tridecanoate
TG 10:0/10:0/10:0
Tri-N-caprin
Tricapric glyceride
Tridecanoin
Tridecanoylglycerol
1,2,3-Propanol tridecanoic acid
Caprate triglyceride
Decanoate, 1,2,3-propanetriyl ester
Glycerin tridecanoic acid
Glycerol tricapric acid
Glycerol tridecanoic acid
Glyceryl tricapric acid
Glyceryl tridecanoic acid
1-animal fats-2-animal fats-3-animal fats-glycerol
1-decanoic acid-2-decanoic acid-3-decanoic acid-glycerol
TAG(10:0/10:0/10:0)
Triacylglycerol
Tracylglycerol(30:0)
Triglyceride
Tracylglycerol(10:0/10:0/10:0)
TAG(30:0)
TG(30:0)
TG(10:0/10:0/10:0)
1,2, 3-Propanetriyl-decanoate
1,2, 3-Propanetriyl-decanoic acid
2,3-Bis(decanoyloxy)propyl decanoate
2,3-Bis(decanoyloxy)propyl decanoate (acd/name 4.0)
2,3-Bis(decanoyloxy)propyl decanoic acid
Glycerol tricaprin
Tri-decanoin
Tricaprin

CAS number

Not Available

Weight

Average: 554.8418
Monoisotopic: 554.454639716

InChI Key

LADGBHLMCUINGV-UHFFFAOYSA-N

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

IUPAC Name

1,3-bis(decanoyloxy)propan-2-yl decanoate

Traditional IUPAC Name

tricaprin

Chemical Formula

C₃₃H₆₂O₆

SMILES

CCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC

Chemical Taxonomy

Description

belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Triradylcglycerols

Direct Parent

Triacylglycerols

Alternative Parents

Substituents

Triacyl-sn-glycerol
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

triglyceride (CHEBI:77388 )
Triacylglycerols (LMGL03012617 )

Physical Properties

State

Solid

Charge

Melting point

Not Available

Experimental Properties

Property	Value	Reference
Water Solubility	Not Available	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	1.6e-05 g/L	ALOGPS
logP	8.78	ALOGPS
logP	10.92	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	158.47 m³·mol⁻¹	ChemAxon
Polarizability	70.75 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Cytoplasm

Organoleptic Properties

Not Available

SMPDB Pathways

Triacylglycerol metabolism TG(10:0/10:0/10:0)

PW007514

KEGG Pathways

Not Available

SMPDB Reactions

long-chain fatty acyl-CoA + DG(10:0/10:0/0:0) → Coenzyme A + TG(10:0/10:0/10:0)

TG(10:0/10:0/10:0) + water → hydron + Palmitic acid + DG(10:0/10:0/0:0)

TG(10:0/10:0/10:0) + water → hydron + Fatty Acid + DG(10:0/10:0/0:0)

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a59-3958000000-f57192615ab610f32def	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a59-3958000000-f57192615ab610f32def	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-0000190000-62ceec1552f50a5d7886	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0a4i-0175090000-8c7de03a1649bbcb9482	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0089-9010000000-4e7483739c7dcb61b0bc	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-0a59-3958000000-f57192615ab610f32def	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000090000-ce340e48f0c1c82582ea	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000090000-ce340e48f0c1c82582ea	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053r-0009070000-2c86bfc78962fbd6aa8d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000090000-2a5a4f209f02f40b110f	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000090000-2a5a4f209f02f40b110f	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03ii-0909090000-c6a9641978779d1182b0	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ue9-0527090000-00cdfe845f15d4b6a661	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000t-0933010000-de250ac1d1f0d8fcdca2	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dj-0912000000-3aa31014b1eb3b307c92	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000090000-add7d9098153c7a00e9a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0000090000-add7d9098153c7a00e9a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-0000090000-add7d9098153c7a00e9a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0102090000-747370baaa832594f1b2	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a59-5727790000-91d904d103a37903b33b	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bu0-3591100000-2da6107e763a64b2df76	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000090000-d6cd7cf63c9fb0b8a266	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000090000-d6cd7cf63c9fb0b8a266	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053r-0109070000-6b4138a13a27d3e87308	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	JSpectraViewer

References

References:

Rattray JB, Schibeci A, Kidby DK. (1975). "Lipids of yeasts." Bacteriol Rev. 1975 Sep;39(3):197-231.240350

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	77388
HMDB ID	HMDB0000548
Pubchem Compound ID	69310
Kegg ID	Not Available
ChemSpider ID	62521
FOODB ID	FDB003134
Wikipedia ID	Not Available
BioCyc ID	Not Available

Enzymes

Protein Details

1. Diacylglycerol O-acyltransferase 1

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Catalyzes the terminal and only committed step in triacylglycerol synthesis by using diacylglycerol and fatty acyl CoA as substrates. Required for storage lipid synthesis. May be involved in lipid particle synthesis from the endoplasmic reticulum and ergosterol biosynthesis
Gene Name:: DGA1
Uniprot ID:: Q08650
Molecular weight:: 47710.89844

Reactions

Acyl-CoA + 1,2-diacylglycerol → CoA + triacylglycerol.

Protein Details

2. Sterol esterase TGL1

General function:: Involved in lipid metabolic process
Specific function:: Mediates the hydrolysis of steryl esters. Required for mobilization of steryl ester, thereby playing a central role in lipid metabolism. May have weak lipase activity toward triglycerides upon some conditions, however, the relevance of such activity is unclear in vivo
Gene Name:: TGL1
Uniprot ID:: P34163
Molecular weight:: 62978.39844

Reactions

A steryl ester + H(2)O → a sterol + a fatty acid.

Protein Details

3. Lipase 2

General function:: Involved in hydrolase activity, acting on ester bonds
Specific function:: Lipolytic activity towards triacylglycerols and diacylglycerols with short-chain fatty acids
Gene Name:: TGL2
Uniprot ID:: P54857
Molecular weight:: 37499.89844

Reactions

Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.

Protein Details

4. Lipase 3

General function:: Involved in metabolic process
Specific function:: Releases specific fatty acids from neutral lipid triacylglycerols (TAG) thereby supplying fatty acids to a general acylation process
Gene Name:: TGL3
Uniprot ID:: P40308
Molecular weight:: 73611.79688

Reactions

Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.

Protein Details

5. Lipase 5

General function:: Involved in metabolic process
Specific function:: Releases specific fatty acids from neutral lipid triacylglycerols (TAG) thereby supplying fatty acids to a general acylation process. May have a specific role in sporulation
Gene Name:: TGL5
Uniprot ID:: Q12043
Molecular weight:: 84715.10156

Reactions

Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.

Protein Details

6. Lipase 4

General function:: Involved in metabolic process
Specific function:: Releases specific fatty acids from neutral lipid triacylglycerols (TAG) thereby supplying fatty acids to a general acylation process. May have a specific role in sporulation
Gene Name:: TGL4
Uniprot ID:: P36165
Molecular weight:: 102716.0

Reactions

Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.

Structure for #<Compound:0x03a76e3c>

Enzymes

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