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Showing NP-Card for Polysorbate 60 (NP0338585)

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Record Information
Version2.0
Created at2024-09-11 16:12:31 UTC
Updated at2024-09-11 16:12:31 UTC
NP-MRD IDNP0338585
Secondary Accession NumbersNone
Natural Product Identification
Common NamePolysorbate 60
DescriptionPolysorbate 60 belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Polysorbate 60 was first documented in 2021 (PMID: 34714546). Based on a literature review a significant number of articles have been published on Polysorbate 60 (PMID: 37111732) (PMID: 36369392) (PMID: 35087150) (PMID: 34698962) (PMID: 34474858) (PMID: 33956455).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338585 (Polysorbate 60)


  Mrv2104 05262318442D          

 30 30  0  0  0  0            999 V2000
   -2.1719   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4575    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0285    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6859   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1149   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2583    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9728   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8273   10.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0288   12.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0069   10.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8572   11.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4383    8.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8306   10.2509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8508    9.5608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6872    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5451    9.8384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2988   10.1739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1629   11.2406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4157   12.8919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8306   11.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6872    9.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6713    9.6471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4703   10.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   10.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6314    9.0179    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
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 11  1  0  0  0  0
 21 18  1  6  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  1  0  0  0  0
 18 25  1  1  0  0  0
 26 20  2  0  0  0  0
 27 14  1  0  0  0  0
 19 27  1  1  0  0  0
 28 15  1  0  0  0  0
 22 28  1  6  0  0  0
 29 16  1  0  0  0  0
 29 20  1  0  0  0  0
 30 17  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
Download

3D MOL for NP0338585 (Polysorbate 60)

Download
3D SDF for NP0338585 (Polysorbate 60)

  Mrv2104 05262318442D          

 30 30  0  0  0  0            999 V2000
   -2.1719   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4575    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0285    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6859   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1149   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2583    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9728   10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8273   10.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0288   12.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0069   10.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8572   11.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4383    8.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8306   10.2509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8508    9.5608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6872    9.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5451    9.8384    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2988   10.1739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1629   11.2406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4157   12.8919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8306   11.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6872    9.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6713    9.6471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4703   10.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   10.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6314    9.0179    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
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 11  1  0  0  0  0
 21 18  1  6  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  1  0  0  0  0
 18 25  1  1  0  0  0
 26 20  2  0  0  0  0
 27 14  1  0  0  0  0
 19 27  1  1  0  0  0
 28 15  1  0  0  0  0
 22 28  1  6  0  0  0
 29 16  1  0  0  0  0
 29 20  1  0  0  0  0
 30 17  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338585

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](OCCO)[C@H]1OCCO

> <INCHI_IDENTIFIER>
InChI=1/C22H42O8/c1-2-3-4-5-6-7-8-9-10-11-20(26)29-16-18(25)21-22(28-15-13-24)19(17-30-21)27-14-12-23/h18-19,21-25H,2-17H2,1H3/t18-,19+,21-,22-/s2

> <INCHI_KEY>
CRBBOOXGHMTWOC-XNPSCKHPNA-N

> <FORMULA>
C22H42O8

> <MOLECULAR_WEIGHT>
434.57

> <EXACT_MASS>
434.287968312

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
50.15940707240348

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2R,3R,4S)-3,4-bis(2-hydroxyethoxy)oxolan-2-yl]-2-hydroxyethyl dodecanoate

> <JCHEM_LOGP>
2.4805129493333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.829134209184161

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.298452202675463

> <JCHEM_PKA_STRONGEST_BASIC>
-2.746206270651208

> <JCHEM_POLAR_SURFACE_AREA>
114.68

> <JCHEM_REFRACTIVITY>
112.16789999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2R,3R,4S)-3,4-bis(2-hydroxyethoxy)oxolan-2-yl]-2-hydroxyethyl dodecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0338585 (Polysorbate 60)
Download
PDB for NP0338585 (Polysorbate 60)
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      -4.054  19.135   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.721  18.365   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.387  19.135   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.053  18.365   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.280  19.135   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.614  18.365   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.948  19.135   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.282  18.365   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.615  19.135   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.949  18.365   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.283  19.135   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.078  19.576   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.854  23.034   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.546  19.415   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.533  21.528   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.284  18.365   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.618  16.513   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.617  19.135   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.388  17.847   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.616  18.365   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.951  18.365   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.358  18.991   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      22.704  20.982   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      15.709  24.065   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      14.617  20.675   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.616  16.825   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      19.920  18.008   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      17.678  20.498   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      11.950  19.135   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      16.112  16.833   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   20                                                       
CONECT   12   14   23                                                       
CONECT   13   15   24                                                       
CONECT   14   12   27                                                       
CONECT   15   13   28                                                       
CONECT   16   18   29                                                       
CONECT   17   19   30                                                       
CONECT   18   16   21   25                                                  
CONECT   19   17   22   27                                                  
CONECT   20   11   26   29                                                  
CONECT   21   18   22   30                                                  
CONECT   22   19   21   28                                                  
CONECT   23   12                                                            
CONECT   24   13                                                            
CONECT   25   18                                                            
CONECT   26   20                                                            
CONECT   27   14   19                                                       
CONECT   28   15   22                                                       
CONECT   29   16   20                                                       
CONECT   30   17   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

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3D PDB for NP0338585 (Polysorbate 60)
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SMILES for NP0338585 (Polysorbate 60)
CCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](OCCO)[C@H]1OCCO
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INCHI for NP0338585 (Polysorbate 60)
InChI=1/C22H42O8/c1-2-3-4-5-6-7-8-9-10-11-20(26)29-16-18(25)21-22(28-15-13-24)19(17-30-21)27-14-12-23/h18-19,21-25H,2-17H2,1H3/t18-,19+,21-,22-/s2
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View in JSmol
Synonyms
ValueSource
Polysorbic acid 60Generator
Chemical FormulaC22H42O8
Average Mass434.5700 Da
Monoisotopic Mass434.28797 Da
IUPAC Name(2R)-2-[(2R,3R,4S)-3,4-bis(2-hydroxyethoxy)oxolan-2-yl]-2-hydroxyethyl dodecanoate
Traditional Name(2R)-2-[(2R,3R,4S)-3,4-bis(2-hydroxyethoxy)oxolan-2-yl]-2-hydroxyethyl dodecanoate
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](OCCO)[C@H]1OCCO
InChI Identifier
InChI=1/C22H42O8/c1-2-3-4-5-6-7-8-9-10-11-20(26)29-16-18(25)21-22(28-15-13-24)19(17-30-21)27-14-12-23/h18-19,21-25H,2-17H2,1H3/t18-,19+,21-,22-/s2
InChI KeyCRBBOOXGHMTWOC-XNPSCKHPNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound 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
    • 

  • Tetrahydrofuran
    • 

  • Carboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid derivative
    • 

  • Dialkyl ether
    • 

  • Ether
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Primary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP2.48ChemAxon
pKa (Strongest Acidic)13.3ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area114.68 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity112.17 m³·mol⁻¹ChemAxon
Polarizability50.16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
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 LinkPolysorbate  
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Kattar A, Quelle-Regaldie A, Sanchez L, Concheiro A, Alvarez-Lorenzo C: Formulation and Characterization of Epalrestat-Loaded Polysorbate 60 Cationic Niosomes for Ocular Delivery. Pharmaceutics. 2023 Apr 14;15(4):1247. doi: 10.3390/pharmaceutics15041247. [PubMed:37111732  ] 
  2. Sano T, Okada A, Kawasaki K, Kume T, Fukui M, Todo H, Sugibayashi K: Self-Assembled Structure of alpha-Isostearyl Glyceryl Ether Affects Skin Permeability-a Lamellar with 70-nm Spaces and L3 Phase Enhanced the Transdermal Delivery of a Hydrophilic Model Drug. AAPS PharmSciTech. 2022 Nov 11;23(8):296. doi: 10.1208/s12249-022-02452-0. [PubMed:36369392  ] 
  3. Flegler A, Iswara J, Manz AT, Schocke FS, Fassbender WA, Holzl G, Lipski A: Exogenous fatty acids affect membrane properties and cold adaptation of Listeria monocytogenes. Sci Rep. 2022 Jan 27;12(1):1499. doi: 10.1038/s41598-022-05548-6. [PubMed:35087150  ] 
  4. Vu Dang H, Tran Huu H, Nguyen HMT: Investigating the influence of excipient batch variation on the structure, consistency and physical stability of polysorbate 60-based topical vehicles. Int J Cosmet Sci. 2021 Dec;43(6):715-728. doi: 10.1111/ics.12747. Epub 2021 Nov  12. [PubMed:34714546  ] 
  5. Fritz V, Martirosian P, Machann J, Daniels R, Schick F: A comparison of emulsifiers for the formation of oil-in-water emulsions: stability of the emulsions within 9 h after production and MR signal properties. MAGMA. 2022 Jun;35(3):401-410. doi: 10.1007/s10334-021-00970-9. Epub 2021 Oct 26. [PubMed:34698962  ] 
  6. Carballo-Pedrares N, Kattar A, Concheiro A, Alvarez-Lorenzo C, Rey-Rico A: Niosomes-based gene delivery systems for effective transfection of human mesenchymal stem cells. Mater Sci Eng C Mater Biol Appl. 2021 Sep;128:112307. doi:  10.1016/j.msec.2021.112307. Epub 2021 Jul 11. [PubMed:34474858  ] 
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