NP-MRD: Showing NP-Card for Ethyl stearate (NP0000847)

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Record Information

Version

2.0

Created at

2012-09-11 18:57:04 UTC

Updated at

2024-09-03 04:17:30 UTC

NP-MRD ID

NP0000847

Natural Product DOI

https://doi.org/10.57994/1060

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ethyl stearate

Description

Ethyl stearate, also known as fema 3490, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl stearate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305271900122D          

 22 21  0  0  0  0            999 V2000
   -0.3708    2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708    1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134    2.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5159   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5159   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    2.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000847

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C20H40O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h3-19H2,1-2H3

> <INCHI_KEY>
MVLVMROFTAUDAG-UHFFFAOYSA-N

> <FORMULA>
C20H40O2

> <MOLECULAR_WEIGHT>
312.5304

> <EXACT_MASS>
312.302830524

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
42.7886134347106

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl octadecanoate

> <ALOGPS_LOGP>
8.73

> <JCHEM_LOGP>
7.648422118333334

> <ALOGPS_LOGS>
-7.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032123337017739

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
95.80329999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.87e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl stearate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -0.692   4.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.692   3.233   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.078   3.849   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.692  -0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.692   0.769   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.078   1.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.310   0.769   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.310  -0.769   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.696  -1.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.696  -3.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.310  -4.003   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.924  -3.233   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.692  -4.003   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.692  -3.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.078  -4.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.310  -3.233   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.310  -1.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.078  -0.769   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.078   0.769   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.310   1.539   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.310   3.079   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.696   3.849   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   21                                                       
CONECT    4    5                                                            
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21    3   20   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
Stearic acid ethyl ester	ChEBI
Stearate ethyl ester	Generator
Ethyl stearic acid	Generator
Ethyl octadecanoate	HMDB
Ethyl octadecanoic acid	HMDB
Dicyclohexylammonium sulfate	HMDB
Dicyclohexylammonium sulphate	HMDB
Ethyl N-octadecanoate	HMDB
Ethyl ocatadecanoate	HMDB
Ethyl octadecanoate (ethyl stearate)	HMDB
Ethyloctadecanoate	HMDB
FEMA 3490	HMDB
Octadecanoic acid, ethyl ester	HMDB
Stearic acid, ethyl ester	HMDB
Octadecanoic acid ethyl ester	HMDB

Chemical Formula

C₂₀H₄₀O₂

Average Mass

312.5304 Da

Monoisotopic Mass

312.30283 Da

IUPAC Name

ethyl octadecanoate

Traditional Name

ethyl stearate

CAS Registry Number

111-61-5

SMILES

CCCCCCCCCCCCCCCCCC(=O)OCC

InChI Identifier

InChI=1S/C20H40O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h3-19H2,1-2H3

InChI Key

MVLVMROFTAUDAG-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600, CD₃OD, simulated)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-14	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Coriandrum sativum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Euphorbia hirta		LOTUS database
Mandragora autumnalis		LOTUS database
Mitracarpus hirtus		LOTUS database
Nelumbo lutea		LOTUS database
Origanum majorana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Valeriana officinalis		LOTUS database

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid ethyl ester (CHEBI:84936 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	33.4 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	2.9e-05 g/L	ALOGPS
logP	8.73	ALOGPS
logP	7.65	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	95.8 m³·mol⁻¹	ChemAxon
Polarizability	42.79 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

HMDB0034156

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012441

KNApSAcK ID

Not Available

Chemspider ID

7830

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8122

PDB ID

Not Available

ChEBI ID

84936

Good Scents ID

Not Available

References

General References

Altaf R, Asmawi MZ, Dewa A, Sadikun A, Umar MI: Phytochemistry and medicinal properties of Phaleria macrocarpa (Scheff.) Boerl. extracts. Pharmacogn Rev. 2013 Jan;7(13):73-80. doi: 10.4103/0973-7847.112853. [PubMed:23922460 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing NP-Card for Ethyl stearate (NP0000847)

MOL for NP0000847 (Ethyl stearate)

3D MOL for NP0000847 (Ethyl stearate)

3D SDF for NP0000847 (Ethyl stearate)

3D-SDF for NP0000847 (Ethyl stearate)

PDB for NP0000847 (Ethyl stearate)

3D PDB for NP0000847 (Ethyl stearate)

SMILES for NP0000847 (Ethyl stearate)

INCHI for NP0000847 (Ethyl stearate)

Structure for NP0000847 (Ethyl stearate)

3D Structure for NP0000847 (Ethyl stearate)