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Showing NP-Card for Octadecyl fumarate (NP0337727)

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Record Information
Version2.0
Created at2024-09-11 12:07:09 UTC
Updated at2024-09-11 12:07:09 UTC
NP-MRD IDNP0337727
Secondary Accession NumbersNone
Natural Product Identification
Common NameOctadecyl fumarate
DescriptionOctadecyl fumarate, also known as monostearyl fumarate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Octadecyl fumarate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Na salt is a dough conditioner, stabilising agent, conditioning agent for dehydrated potato and other processed foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0337727 (Octadecyl fumarate)


  Mrv0541 05061310122D          

 26 25  0  0  0  0            999 V2000
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    4.6914   -7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5480   -7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8335   -6.0177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  4  3  1  0  0  0  0
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 26 22  1  0  0  0  0
M  END
Download

3D MOL for NP0337727 (Octadecyl fumarate)

Download
3D SDF for NP0337727 (Octadecyl fumarate)

  Mrv0541 05061310122D          

 26 25  0  0  0  0            999 V2000
  -11.0270   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3125   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5980   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8836   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1691   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4546   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7401   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0257   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3112   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5967   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8823   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1678   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4533   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7388   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3099   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -6.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480   -7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8335   -6.0177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 21  2  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 26 20  1  0  0  0  0
 26 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337727

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCOC(=O)\C=C/C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-26-22(25)19-18-21(23)24/h18-19H,2-17,20H2,1H3,(H,23,24)/b19-18-

> <INCHI_KEY>
MHQJUHSHQGQVTM-HNENSFHCSA-N

> <FORMULA>
C22H40O4

> <MOLECULAR_WEIGHT>
368.5506

> <EXACT_MASS>
368.292659768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
47.43609084421472

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-4-(octadecyloxy)-4-oxobut-2-enoic acid

> <ALOGPS_LOGP>
8.30

> <JCHEM_LOGP>
7.886173382666668

> <ALOGPS_LOGS>
-6.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1486803346393044

> <JCHEM_PKA_STRONGEST_BASIC>
-6.83528563459975

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
107.66369999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.72e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-4-(octadecyloxy)-4-oxobut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0337727 (Octadecyl fumarate)
Download
PDB for NP0337727 (Octadecyl fumarate)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -20.584 -11.233   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -19.250 -12.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -17.916 -11.233   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.583 -12.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -15.249 -11.233   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.915 -12.003   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.582 -11.233   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.248 -12.003   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.914 -11.233   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.581 -12.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.247 -11.233   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.913 -12.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.579 -11.233   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.246 -12.003   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.912 -11.233   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.578 -12.003   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.755 -11.233   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.424 -12.003   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.090 -11.233   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.089 -12.003   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.424 -13.543   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.756 -12.003   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.757 -14.313   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.090 -14.313   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.756 -13.543   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.423 -11.233   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    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   20                                                       
CONECT   18   19   21                                                       
CONECT   19   18   22                                                       
CONECT   20   17   26                                                       
CONECT   21   18   23   24                                                  
CONECT   22   19   25   26                                                  
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   22                                                            
CONECT   26   20   22                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

Download
3D PDB for NP0337727 (Octadecyl fumarate)
Download
SMILES for NP0337727 (Octadecyl fumarate)
CCCCCCCCCCCCCCCCCCOC(=O)\C=C/C(O)=O
Download
INCHI for NP0337727 (Octadecyl fumarate)
InChI=1S/C22H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-26-22(25)19-18-21(23)24/h18-19H,2-17,20H2,1H3,(H,23,24)/b19-18-
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View in JSmol
Synonyms
ValueSource
Octadecyl fumaric acidGenerator
Monostearyl fumarateHMDB
Stearyl fumarateHMDB
Chemical FormulaC22H40O4
Average Mass368.5506 Da
Monoisotopic Mass368.29266 Da
IUPAC Name(2Z)-4-(octadecyloxy)-4-oxobut-2-enoic acid
Traditional Name(2Z)-4-(octadecyloxy)-4-oxobut-2-enoic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCCCCOC(=O)\C=C/C(O)=O
InChI Identifier
InChI=1S/C22H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-26-22(25)19-18-21(23)24/h18-19H,2-17,20H2,1H3,(H,23,24)/b19-18-
InChI KeyMHQJUHSHQGQVTM-HNENSFHCSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentFatty acid esters  
Alternative Parents
Substituents
  • Fatty acid ester
    • 

  • Unsaturated fatty acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP8.3ALOGPS
logP7.89ChemAxon
logS-6.7ALOGPS
pKa (Strongest Acidic)3.15ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity107.66 m³·mol⁻¹ChemAxon
Polarizability47.44 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038073  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017285  
KNApSAcK IDNot Available
Chemspider ID4941511  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6436905  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References