NP-MRD: Showing NP-Card for Methyl stearate (NP0047877)

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Record Information

Version

2.0

Created at

2022-03-17 20:47:25 UTC

Updated at

2025-02-11 15:48:44 UTC

NP-MRD ID

NP0047877

Natural Product DOI

https://doi.org/10.57994/2866

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyl stearate

Description

Methyl stearate, also known as kemester 4516 or metholene 2218, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl stearate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Methyl stearate is a fat, oily, and waxy tasting compound. Outside of the human body, Methyl stearate has been detected, but not quantified in, cloves and evergreen blackberries. Methyl stearate is found in Acyrthosiphon pisum, Adenophora triphylla, Andrographis paniculata, Aplysina lacunosa, Aralia elata , Artemisia annua, Artemisia annua L.cultivar Jwarharti , Astragalus membranaceus, Azadirachta indica, Bauhinia purpurea, Begonia heracleifolia, Cinnamomum kotoense, Cinnamomum philippinense, Clusia burchellii, Clusia grandiflora , Clusia hilariana, Clusia lanceolata, Clusia rosea , Clusia spiritu-sanctensis, Clusia weddelliana, Codonopsis pilosula , Daphne papyracea, Diospyros mollis, Ephedra equisetina , Gynura japonica, Hedysarum polybotrys, Hellenia speciosa, Houttuynia cordata, Lepidium meyenii, Mentha pulegium, Murraya paniculata , Myrtus communis, Nelumbo lutea, Notopterygium incisum , Ostrinia nubilalis, Paris polyphylla, Plumeria obtusa, Polygala senega, Pueraria montana, Stellaria media, Swietenia macrophylla, Typhonium flagelliforme, Vaccinium vitis-idaea and Wedelia prostrata. This could make methyl stearate a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652304272018532D          

 21 20  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8608    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8580    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8593    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5739    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2883    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0028    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7173    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4318    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1462    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8608    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1462    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2 21  1  0  0  0  0
  3  4  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  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047877

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C19H38O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h3-18H2,1-2H3

> <INCHI_KEY>
HPEUJPJOZXNMSJ-UHFFFAOYSA-N

> <FORMULA>
C19H38O2

> <MOLECULAR_WEIGHT>
298.5038

> <EXACT_MASS>
298.28718046

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.67953369278886

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl octadecanoate

> <ALOGPS_LOGP>
8.45

> <JCHEM_LOGP>
7.291614163666668

> <ALOGPS_LOGS>
-6.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0239806136690355

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
91.05469999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.39e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl stearate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.007   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.669   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.670   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.005   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.672   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.006   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.339   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.673   0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      24.007   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      22.673   2.310   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   21                                                            
CONECT    3    1    4                                                       
CONECT    4    3    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   21                                                  
CONECT   20   19                                                            
CONECT   21    2   19                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
Methyl stearic acid	Generator
Kemester 4516	HMDB
Kemester 9018	HMDB
Kemester 9718	HMDB
Metholene 2218	HMDB
Methyl (Z)-9-octadecenoate	HMDB
Methyl ester OF octadecanoic acid	HMDB
Methyl N-octadecanoate	HMDB
Methyl octadecanoate	HMDB
N-Octadecanoic acid methyl ester	HMDB
N-Octadecanoic acid, methyl ester	HMDB
Octadecanoic acid, methyl ester	HMDB
Octadecanoic acid,methyl ester	HMDB
Stearic acid methyl ester	HMDB
Stearic acid, methyl ester	HMDB
Methyl octadecanoic acid	Generator

Chemical Formula

C₁₉H₃₈O₂

Average Mass

298.5038 Da

Monoisotopic Mass

298.28718 Da

IUPAC Name

methyl octadecanoate

Traditional Name

methyl stearate

CAS Registry Number

112-61-8

SMILES

CCCCCCCCCCCCCCCCCC(=O)OC

InChI Identifier

InChI=1S/C19H38O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h3-18H2,1-2H3

InChI Key

HPEUJPJOZXNMSJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-18	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-18	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-18	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, CDCl₃, simulated)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-18	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Acyrthosiphon pisum	LOTUS Database	35616633
Adenophora triphylla	LOTUS Database	35616633
Andrographis paniculata	LOTUS Database	35616633
Aplysina lacunosa	LOTUS Database	35616633
Aralia elata	Plant	KNApSAcK
Artemisia annua	LOTUS Database	35616633
Artemisia annua L.cultivar Jwarharti	Plant	KNApSAcK
Astragalus membranaceus	LOTUS Database	35616633
Azadirachta indica	LOTUS Database	35616633
Bauhinia purpurea	LOTUS Database	35616633
Begonia heracleifolia	LOTUS Database	35616633
Cinnamomum kotoense	LOTUS Database	35616633
Cinnamomum philippinense	LOTUS Database	35616633
Clusia burchellii	Plant	KNApSAcK
Clusia grandiflora	Plant	KNApSAcK
Clusia hilariana	Plant	KNApSAcK
Clusia lanceolata	Plant	KNApSAcK
Clusia rosea	Plant	KNApSAcK
Clusia spiritu-sanctensis	Plant	KNApSAcK
Clusia weddelliana	Plant	KNApSAcK
Codonopsis pilosula	Plant	KNApSAcK
Daphne papyracea	LOTUS Database	35616633
Diospyros mollis	LOTUS Database	35616633
Ephedra equisetina	Plant	KNApSAcK
Gynura japonica	LOTUS Database	35616633
Hedysarum polybotrys	LOTUS Database	35616633
Hellenia speciosa	LOTUS Database	35616633
Houttuynia cordata	LOTUS Database	35616633
Lepidium meyenii	LOTUS Database	35616633
Mentha pulegium	LOTUS Database	35616633
Murraya paniculata	Plant	KNApSAcK
Myrtus communis	LOTUS Database	35616633
Nelumbo lutea	LOTUS Database	35616633
Notopterygium incisum	Plant	KNApSAcK
Ostrinia nubilalis	LOTUS Database	35616633
Paris polyphylla	LOTUS Database	35616633
Plumeria obtusa	LOTUS Database	35616633
Polygala senega	LOTUS Database	35616633
Pueraria montana	LOTUS Database	35616633
Stellaria media	LOTUS Database	35616633
Swietenia macrophylla	LOTUS Database	35616633
Syzygium aromaticum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Typhonium flagelliforme	LOTUS Database	35616633
Vaccinium vitis-idaea	LOTUS Database	35616633
Wedelia prostrata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

Fatty acid methyl ester
Methyl 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

fatty acid methyl ester (CHEBI:69188 )
Wax monoesters (LMFA07010474 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	8.45	ALOGPS
logP	7.29	ChemAxon
logS	-6.9	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	17	ChemAxon
Refractivity	91.05 m³·mol⁻¹	ChemAxon
Polarizability	40.68 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

External Links

HMDB ID

HMDB0034154

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012437

KNApSAcK ID

C00030759

Chemspider ID

7909

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8201

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Methyl stearate (NP0047877)

MOL for NP0047877 (Methyl stearate)

3D MOL for NP0047877 (Methyl stearate)

3D SDF for NP0047877 (Methyl stearate)

3D-SDF for NP0047877 (Methyl stearate)

PDB for NP0047877 (Methyl stearate)

3D PDB for NP0047877 (Methyl stearate)

SMILES for NP0047877 (Methyl stearate)

INCHI for NP0047877 (Methyl stearate)

Structure for NP0047877 (Methyl stearate)

3D Structure for NP0047877 (Methyl stearate)