ChemFOnt: Showing chemical card for Palmitodiolen (CFc000282536)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:59 UTC

Chemfont ID

CFc000282536

Molecule Identification

Common Name

Palmitodiolen

Definition

Palmitodiolen, also known as tag(16:0/18:1/18:1) or 1,2-di-(9z)-octadecenoyl-3-hexadecanoylglycerol, is a member of the class of compounds known as triacylglycerols. Triacylglycerols are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Palmitodiolen is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Palmitodiolen can be found in cocoa bean, which makes palmitodiolen a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Di-(9Z)-octadecenoyl-3-hexadecanoylglycerol	ChEBI
1-Hexadecanoyl-2,3-di-(9Z)-octadecenoylglycerol	ChEBI
Glycerol dioleate palmitate	ChEBI
Palmitodiolein	ChEBI
Palmitoyl-dioleylglycerol	ChEBI
TAG(16:0/18:1/18:1)	ChEBI
TAG(52:2)	ChEBI
TG(16:0/18:1/18:1)	ChEBI
TG(16:0/18:1omega9/18:1omega9)	ChEBI
TG(52:2)	ChEBI
Triacylglycerol(16:0/18:1/18:1)	ChEBI
Triacylglycerol(16:0/18:1omega9/18:1omega9)	ChEBI
Triacylglycerol(52:2)	ChEBI
Triglyceride OOP	ChEBI
Triglyceride poo	ChEBI
Glycerol dioleic acid palmitic acid	Generator
1,2-DO-3PG	MeSH
1-Palmitoyl-2-oleoyl-3-oleoyl-glycerol	HMDB
TAG(16:0/18:1n9/18:1n9)	HMDB
TAG(16:0/18:1W9/18:1W9)	HMDB
TG(16:0/18:1n9/18:1n9)	HMDB
TG(16:0/18:1W9/18:1W9)	HMDB
Tracylglycerol(16:0/18:1/18:1)	HMDB
Tracylglycerol(16:0/18:1n9/18:1n9)	HMDB
Tracylglycerol(16:0/18:1W9/18:1W9)	HMDB
Tracylglycerol(52:2)	HMDB
Triacylglycerol	HMDB
Triglyceride	HMDB
1,2-Dioleoyl-3-palmitoylglycerol	MeSH

Chemical Formula

C₅₅H₁₀₂O₆

Average Molecular Weight

859.3948

Monoisotopic Molecular Weight

858.767640996

IUPAC Name

1-(hexadecanoyloxy)-3-[(9Z)-octadec-9-enoyloxy]propan-2-yl (9Z)-octadec-9-enoate

Traditional Name

1-(hexadecanoyloxy)-3-[(9Z)-octadec-9-enoyloxy]propan-2-yl (9Z)-octadec-9-enoate

CAS Registry Number

27071-84-7

SMILES

CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI Identifier

InChI=1S/C55H102O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h25-28,52H,4-24,29-51H2,1-3H3/b27-25-,28-26-

InChI Key

JFISYPWOVQNHLS-LBXGSASVSA-N

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:75848 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303020)

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.7e-06 g/L	ALOGPS
logP	10.74	ALOGPS
logP	19.98	ChemAxon
logS	-8	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	52	ChemAxon
Refractivity	261.93 m³·mol⁻¹	ChemAxon
Polarizability	114.61 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0303020

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007308

KNApSAcK ID

Not Available

Chemspider ID

13628595

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25240174

PDB ID

Not Available

ChEBI ID

75848

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Palmitodiolen (CFc000282536)

MOL for CFc000282536 (Palmitodiolen)

3D MOL for CFc000282536 (Palmitodiolen)

3D SDF for CFc000282536 (Palmitodiolen)

3D-SDF for CFc000282536 (Palmitodiolen)

PDB for CFc000282536 (Palmitodiolen)

3D PDB for CFc000282536 (Palmitodiolen)

SMILES for CFc000282536 (Palmitodiolen)

INCHI for CFc000282536 (Palmitodiolen)

Structure for CFc000282536 (Palmitodiolen)

3D Structure for CFc000282536 (Palmitodiolen)