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Showing NP-Card for Glyceryl behenate (NP0338616)

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Record Information
Version2.0
Created at2024-09-11 16:25:07 UTC
Updated at2024-09-11 16:25:08 UTC
NP-MRD IDNP0338616
Secondary Accession NumbersNone
Natural Product Identification
Common NameGlyceryl behenate
DescriptionGlyceryl behenate is also known as 1-acylglycerol 22:0 Or 1-docosanoylglycerol. Glyceryl behenate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Glyceryl behenate was first documented in 2014 (PMID: 24697194). Based on a literature review very few articles have been published on Glyceryl behenate (PMID: 39313060) (PMID: 39014107) (PMID: 37232952).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338616 (Glyceryl behenate)


  Mrv2104 05262318572D          

 29 28  0  0  0  0            999 V2000
   12.4855   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2000   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9145   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6289   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3434   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0579   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7724   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4868   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2013   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9158   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3447   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.7737   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4881   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2026   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9171   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6315   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3460   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0605   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7749   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3473   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9184   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6328   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4894   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0618   -6.7322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.2039   -6.7322    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
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  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
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 10  9  1  0  0  0  0
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 18 17  1  0  0  0  0
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 21 20  1  0  0  0  0
 24 22  1  0  0  0  0
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 25 21  1  0  0  0  0
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 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29 23  1  0  0  0  0
 29 25  1  0  0  0  0
M  END
Download

3D MOL for NP0338616 (Glyceryl behenate)

Download
3D SDF for NP0338616 (Glyceryl behenate)

  Mrv2104 05262318572D          

 29 28  0  0  0  0            999 V2000
   12.4855   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2000   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9145   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6289   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3434   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0579   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7724   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4868   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2013   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9158   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3447   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0592   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7737   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4881   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2026   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9171   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6315   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3460   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0605   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7749   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3473   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9184   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6328   -6.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4894   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0618   -6.7322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6328   -5.9072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4894   -7.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2039   -6.7322    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
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 24 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 21  1  0  0  0  0
 26 22  1  0  0  0  0
 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29 23  1  0  0  0  0
 29 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338616

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO

> <INCHI_IDENTIFIER>
InChI=1/C25H50O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-23-24(27)22-26/h24,26-27H,2-23H2,1H3

> <INCHI_KEY>
OKMWKBLSFKFYGZ-UHFFFAOYNA-N

> <FORMULA>
C25H50O4

> <MOLECULAR_WEIGHT>
414.671

> <EXACT_MASS>
414.37091009

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
55.003818987958226

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dihydroxypropyl docosanoate

> <JCHEM_LOGP>
7.749451869666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.561713304317516

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.61924576532108

> <JCHEM_PKA_STRONGEST_BASIC>
-2.968684336972288

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
121.71349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
glyceryl behenate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0338616 (Glyceryl behenate)
Download
PDB for NP0338616 (Glyceryl behenate)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      23.306 -12.567   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.640 -13.337   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.974 -12.567   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.307 -13.337   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.641 -12.567   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.975 -13.337   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.308 -12.567   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.642 -13.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.976 -12.567   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.309 -13.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.643 -12.567   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      37.977 -13.337   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.311 -12.567   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      40.644 -13.337   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      41.978 -12.567   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      43.312 -13.337   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      44.645 -12.567   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      45.979 -13.337   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      47.313 -12.567   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      48.646 -13.337   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      49.980 -12.567   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      56.648 -13.337   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      53.981 -13.337   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      55.315 -12.567   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      51.314 -13.337   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      57.982 -12.567   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      55.315 -11.027   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      51.314 -14.877   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      52.647 -12.567   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   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   25                                                       
CONECT   22   24   26                                                       
CONECT   23   24   29                                                       
CONECT   24   22   23   27                                                  
CONECT   25   21   28   29                                                  
CONECT   26   22                                                            
CONECT   27   24                                                            
CONECT   28   25                                                            
CONECT   29   23   25                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

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3D PDB for NP0338616 (Glyceryl behenate)
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SMILES for NP0338616 (Glyceryl behenate)
CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO
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INCHI for NP0338616 (Glyceryl behenate)
InChI=1/C25H50O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-23-24(27)22-26/h24,26-27H,2-23H2,1H3
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Synonyms
ValueSource
1-Acylglycerol 22:0ChEBI
1-DocosanoylglycerolChEBI
1-O-DocosanoylglycerolChEBI
Docosanoic acid 2',3'-dihydroxypropyl esterChEBI
Glycerol behenateChEBI
Glycerol-behenic acid monoesterChEBI
Docosanoate 2',3'-dihydroxypropyl esterGenerator
Glycerol behenic acidGenerator
Glycerol-behenate monoesterGenerator
Glyceryl behenic acidGenerator
Chemical FormulaC25H50O4
Average Mass414.6710 Da
Monoisotopic Mass414.37091 Da
IUPAC Name2,3-dihydroxypropyl docosanoate
Traditional Nameglyceryl behenate
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO
InChI Identifier
InChI=1/C25H50O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-23-24(27)22-26/h24,26-27H,2-23H2,1H3
InChI KeyOKMWKBLSFKFYGZ-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
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
logP7.75ChemAxon
pKa (Strongest Acidic)13.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count24ChemAxon
Refractivity121.71 m³·mol⁻¹ChemAxon
Polarizability55 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkGlyceryl behenate  
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID142497  
Good Scents IDNot Available
References
General References
  1. Al Muqarrabun LM, Ahmat N, Aris SR, Norizan N, Shamsulrijal N, Yusof FZ, Suratman MN, Yusof MI, Salim F: A new triterpenoid from Sapium baccatum (Euphorbiaceae). Nat Prod Res. 2014;28(13):1003-9. doi: 10.1080/14786419.2014.903396. Epub 2014  Apr 4. [PubMed:24697194  ] 
  2. Raghunath I, Koland M, Sarathchandran C, Saoji S, Rarokar N: Design and optimization of chitosan-coated solid lipid nanoparticles containing insulin for improved intestinal permeability using piperine. Int J Biol Macromol. 2024 Sep 21;280(Pt 2):135849. doi:  10.1016/j.ijbiomac.2024.135849. [PubMed:39313060  ] 
  3. Sheth TS, Acharya F: Optimization and evaluation of modified release solid dosage forms using artificial neural network. Sci Rep. 2024 Jul 16;14(1):16358. doi: 10.1038/s41598-024-67274-5. [PubMed:39014107  ] 
  4. Sotirova Y, Gugleva V, Stoeva S, Kolev I, Nikolova R, Marudova M, Nikolova K, Kiselova-Kaneva Y, Hristova M, Andonova V: Bigel Formulations of Nanoencapsulated St. John's Wort Extract-An Approach for Enhanced Wound Healing. Gels. 2023 Apr 25;9(5):360. doi: 10.3390/gels9050360. [PubMed:37232952  ]