NP-MRD: Showing NP-Card for 4,7,10,13,16-Docosapentaenoic acid (NP0338841)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 18:12:07 UTC

Updated at

2024-09-11 18:12:07 UTC

NP-MRD ID

NP0338841

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,7,10,13,16-Docosapentaenoic acid

Description

4,7,10,13,16-Docosapentaenoic acid 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. 4,7,10,13,16-Docosapentaenoic acid is a weakly acidic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251203502D          

 24 23  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    7.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    7.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    8.1395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    6.9020    0.0000 O   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  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  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  1  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0338841

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC=CCC=CCC=CCC=CCC=CCCC(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/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)

> <INCHI_KEY>
AVKOENOBFIYBSA-UHFFFAOYSA-N

> <FORMULA>
C22H34O2

> <MOLECULAR_WEIGHT>
330.5042

> <EXACT_MASS>
330.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.56189258322923

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
docosa-4,7,10,13,16-pentaenoic acid

> <ALOGPS_LOGP>
7.18

> <JCHEM_LOGP>
7.114386484333333

> <ALOGPS_LOGS>
-6.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8854984143453795

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
110.2726

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.04e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
docosa-4,7,10,13,16-pentaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.978   3.644   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.312   4.414   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.312   5.954   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.646   6.724   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.979   5.954   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.313   6.724   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.313   8.264   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.647   9.034   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.647  10.574   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.313  11.344   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.313  12.884   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.979  13.654   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.646  12.884   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.312  13.654   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.312  15.194   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.978  12.884   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   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

View in JSmol

Synonyms

Value	Source
4,7,10,13,16-Docosapentaenoate	Generator
(all-Z)-7, 10, 13, 16, 19-Docosapentaenoic acid	MeSH
7,10,13,16,19-Docosapentaenoic acid	MeSH
7,10,13,16,19-Docosapentaenoic acid, (Z,Z,Z,Z,e)-isomer	MeSH
7,10,13,16,19-Docosapentaenoic acid, lithium salt	MeSH
Docosapentaenoic acid, (all Z)-isomer	MeSH
Clupanodonic acid	MeSH
Docosapentaenoic acid	MeSH
7,10,13,16,19-Docosapentaenoic acid, (all-Z)-isomer	MeSH
7,10,13,16,19-Docosapentaenoic acid, lithium salt, (all-Z)-isomer	MeSH
Docosa-4,7,10,13,16-pentaenoic acid, (all-Z)-isomer	MeSH
Docosapentaenoic acid (C22:5 N3)	MeSH
Osbond acid	MeSH
cis-7,10,13,16,19-Docosapentaenoic acid	MeSH
Docosa-4,7,10,13,16-pentaenoic acid 5-(14)C-labeled CPD, (all-Z)-isomer	MeSH
Docosapentaenoic acid (C22:5 N6)	MeSH

Chemical Formula

C₂₂H₃₄O₂

Average Mass

330.5042 Da

Monoisotopic Mass

330.25588 Da

IUPAC Name

docosa-4,7,10,13,16-pentaenoic acid

Traditional Name

docosa-4,7,10,13,16-pentaenoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC=CCC=CCC=CCC=CCC=CCCC(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/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)

InChI Key

AVKOENOBFIYBSA-UHFFFAOYSA-N

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
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	7.18	ALOGPS
logP	7.11	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	110.27 m³·mol⁻¹	ChemAxon
Polarizability	40.56 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

FDB029296

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

159656

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4,7,10,13,16-Docosapentaenoic acid (NP0338841)

MOL for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

3D MOL for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

3D SDF for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

3D-SDF for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

PDB for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

3D PDB for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

SMILES for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

INCHI for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

Structure for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)

3D Structure for NP0338841 (4,7,10,13,16-Docosapentaenoic acid)