Showing Compound Glycerol 1,2-di-(9Z-octadecenoate) (FDB003000)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:37 UTC

Update date

2019-11-26 02:58:19 UTC

Primary ID

FDB003000

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Glycerol 1,2-di-(9Z-octadecenoate)

Description

Glycerol 1,2-di-(9Z-octadecenoate) belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Glycerol 1,2-di-(9Z-octadecenoate) is an extremely weak basic (essentially neutral) compound (based on its pKa).

CAS Number

24529-88-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(S)-1,2-Diolein	biospider
(S)-Glycerol 1,2-dioleate	biospider
1,2-Di(cis-9-octadecenoyl)-sn-glycerol	biospider
1,2-Di-(9Z-octadecenoyl)-sn-glycerol	ChEBI
1,2-Di-9E-octadecenoylglycerol	db_source
1,2-Dioleoyl-rac-glycerol	HMDB
1,2-Dioleoyl-sn-glycerol	biospider
1,2-Dioleoylglycerol	db_source
a,b-Diolein	db_source
DAG(18:1/18:1)	HMDB

Showing 1 to 10 of 28 entries

Predicted Properties

Property	Value	Source
Water Solubility	1.2e-05 g/L	ALOGPS
logP	10.26	ALOGPS
logP	13.06	ChemAxon
logS	-7.7	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	188.34 m³·mol⁻¹	ChemAxon
Polarizability	82.68 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

Chemical Formula

C39H72O5

IUPAC name

1-hydroxy-3-[(9E)-octadec-9-enoyloxy]propan-2-yl (9E)-octadec-9-enoate

InChI Identifier

InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17+,20-18+

InChI Key

AFSHUZFNMVJNKX-XPWSMXQVSA-N

Isomeric SMILES

CCCCCCCC\C=C\CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC\C=C\CCCCCCCC

Average Molecular Weight

620.986

Monoisotopic Molecular Weight

620.537975414

Classification

Description

Belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1,2-diacylglycerols

Alternative Parents

Substituents

1,2-acyl-sn-glycerol
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 75.43%; H 11.69%; O 12.88%	DFC
Melting Point	Not Available
Optical Rotation	[a]25D -1.91 (c, 6.2 in CHCl3)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00y0-1059006000-341d317a09ee97238210	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kr-3098321000-f0dd4da4d4133fffc6c6	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0109-2094540000-93f87df4ac89bd08c645	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-02ar-0095003000-d5d47ee57b342489f558	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01q9-1093000000-f9f838d0c514f2af27e5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2091000000-6fed6a3254f4208a3ee1	2016-08-03	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

7822666

ChEMBL ID

Not Available

KEGG Compound ID

C00165

Pubchem Compound ID

9543716

Pubchem Substance ID

Not Available

ChEBI ID

52333

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB07218

CRC / DFC (Dictionary of Food Compounds) ID

JRF35-U:CPW07-H

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

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Name	Gene Name	UniProt ID
2-acylglycerol O-acyltransferase 1	MOGAT1	Q96PD6
2-acylglycerol O-acyltransferase 2	MOGAT2	Q3SYC2
2-acylglycerol O-acyltransferase 3	MOGAT3	Q86VF5
Acyl-CoA wax alcohol acyltransferase 1	AWAT1	Q58HT5
Acyl-CoA wax alcohol acyltransferase 2	AWAT2	Q6E213
CDC42 binding protein kinase beta (DMPK-like)	CDC42BPB	A9JR72
CDC42-binding protein kinase beta	CDC42BPA	Q8IWQ7
Choline-phosphate cytidylyltransferase A	PCYT1A	P49585
Diacylglycerol O-acyltransferase 1	DGAT1	O75907
Diacylglycerol O-acyltransferase 2	DGAT2	Q96PD7