NP-MRD: Showing NP-Card for all-cis-7,10,13,16,19-docosapentaenoate (NP0334345)

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Record Information

Version

2.0

Created at

2024-09-09 23:15:32 UTC

Updated at

2024-09-09 23:15:33 UTC

NP-MRD ID

NP0334345

Secondary Accession Numbers

None

Natural Product Identification

Common Name

all-cis-7,10,13,16,19-docosapentaenoate

Description

All-cis-7,10,13,16,19-docosapentaenoate, also known as N-3 docosapentaenoic acid or c22:5(Omega-3)(1-), is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. All-cis-7,10,13,16,19-docosapentaenoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). All-cis-7,10,13,16,19-docosapentaenoate can be found in a number of food items such as grapefruit/pummelo hybrid, chia, capers, and muscadine grape, which makes all-cis-7,10,13,16,19-docosapentaenoate a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252301472D          

 34 33  0  0  0  0            999 V2000
   -3.2408    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.2408    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3842    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    0.6039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697   -1.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    0.1914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   -1.8711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    0.6039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    0.1914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.6039    0.0000 H   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 25  1  0  0  0  0
  3  4  2  0  0  0  0
  4 26  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 27  1  0  0  0  0
  6  7  2  0  0  0  0
  7 28  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 29  1  0  0  0  0
  9 10  2  0  0  0  0
 10 30  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 31  1  0  0  0  0
 12 13  2  0  0  0  0
 13 32  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 33  1  0  0  0  0
 15 16  2  0  0  0  0
 16 34  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  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  1  24  -1
M  END


  Mrv2104 05252301472D          

 34 33  0  0  0  0            999 V2000
   -3.2408    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.2408    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3842    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    0.6039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697   -1.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    0.1914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   -1.8711    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    0.6039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    0.1914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.6039    0.0000 H   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 25  1  0  0  0  0
  3  4  2  0  0  0  0
  4 26  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 27  1  0  0  0  0
  6  7  2  0  0  0  0
  7 28  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 29  1  0  0  0  0
  9 10  2  0  0  0  0
 10 30  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 31  1  0  0  0  0
 12 13  2  0  0  0  0
 13 32  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 33  1  0  0  0  0
 15 16  2  0  0  0  0
 16 34  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  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  1  24  -1
M  END
> <DATABASE_ID>
NP0334345

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CC)=C(\[H])C\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])CCCCCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-21H2,1H3,(H,23,24)/p-1/b4-3+,7-6+,10-9+,13-12+,16-15+

> <INCHI_KEY>
YUFFSWGQGVEMMI-RCHUDCCISA-M

> <FORMULA>
C22H33O2

> <MOLECULAR_WEIGHT>
329.505

> <EXACT_MASS>
329.248603883

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
39.953669842613714

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7E,10E,13E,16E,19E)-docosa-7,10,13,16,19-pentaenoate

> <JCHEM_LOGP>
7.114386484333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.955292438746737

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
121.1097

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(7E,10E,13E,16E,19E)-docosa-7,10,13,16,19-pentaenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0      -6.049   5.747   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.383   4.977   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.383   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.717   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.717   1.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.383   0.357   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.383  -1.183   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.049  -1.953   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.716  -1.183   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.382  -1.953   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.048  -1.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.048   0.357   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.715   1.127   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.715   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.619   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O-1
HETATM   25  H   UNK     0      -6.049   2.667   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0     -10.050   3.437   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -6.049   1.127   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -8.717  -1.953   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.716   0.357   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.382  -3.493   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.382   1.127   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.619   0.357   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.619   4.977   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.953   1.127   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   25    4                                                  
CONECT    4    3   26    5                                                  
CONECT    5    4    6                                                       
CONECT    6    5   27    7                                                  
CONECT    7    6   28    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   29   10                                                  
CONECT   10    9   30   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   31   13                                                  
CONECT   13   12   32   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   33   16                                                  
CONECT   16   15   34   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   66    0
END

View in JSmol

Synonyms

Value	Source
(7Z,10Z,16Z,19Z)-Docosa-7,10,13,16,19-pentaenoic acid	Generator

Chemical Formula

C₂₂H₃₃O₂

Average Mass

329.5050 Da

Monoisotopic Mass

329.24860 Da

IUPAC Name

(7E,10E,13E,16E,19E)-docosa-7,10,13,16,19-pentaenoate

Traditional Name

(7E,10E,13E,16E,19E)-docosa-7,10,13,16,19-pentaenoate

CAS Registry Number

Not Available

SMILES

[H]\C(CC)=C(\[H])C\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])CCCCCC([O-])=O

InChI Identifier

InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-21H2,1H3,(H,23,24)/p-1/b4-3+,7-6+,10-9+,13-12+,16-15+

InChI Key

YUFFSWGQGVEMMI-RCHUDCCISA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Carboxylic acid salt
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	7.11	ChemAxon
pKa (Strongest Acidic)	4.96	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	121.11 m³·mol⁻¹	ChemAxon
Polarizability	39.95 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22486333

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for all-cis-7,10,13,16,19-docosapentaenoate (NP0334345)

MOL for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

3D MOL for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

3D SDF for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

3D-SDF for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

PDB for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

3D PDB for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

SMILES for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

INCHI for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

Structure for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)

3D Structure for NP0334345 (all-cis-7,10,13,16,19-docosapentaenoate)