NP-MRD: Showing NP-Card for Nonacosanoic acid (NP0047060)

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Record Information

Version

2.0

Created at

2022-03-17 20:33:57 UTC

Updated at

2022-03-17 20:33:57 UTC

NP-MRD ID

NP0047060

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nonacosanoic acid

Description

Nonacosanoic acid, also known as nonacosanoate, 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. Nonacosanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Nonacosanoic acid has been detected, but not quantified in, potato. This could make nonacosanoic acid a potential biomarker for the consumption of these foods. Nonacosanoic acid is a potentially toxic compound. Nonacosanoic acid is found in Butea monosperma , Traversia baccharoides and Triticum aestivum . Nonacosanoic acid was first documented in 2000 (PMID: 11014275). A very long-chain fatty acid comprising of 29 carbon atoms (PMID: 21899477).

Structure

MOL SDF PDB SMILES InChI

      
  Mrv1652301082023012D          

 31 30  0  0  0  0            999 V2000
   15.7730   -5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4875   -3.8304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4903   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2048   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7758   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9193   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0614   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6338   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3468   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3481   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6324   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0627   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9179   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7773   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2033   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4917   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4889   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2062   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7744   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9206   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0599   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6352   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3455   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3497   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6309   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0641   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9165   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7786   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2020   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4932   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4875   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 31  1  0  0  0  0
  2 31  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

      
  Mrv1652301082023012D          

 31 30  0  0  0  0            999 V2000
   15.7730   -5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4875   -3.8304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4903   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2048   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7758   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9193   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0614   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6338   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3468   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3481   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6324   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0627   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9179   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7773   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2033   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4917   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4889   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2062   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7744   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9206   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0599   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6352   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3455   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3497   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6309   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0641   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9165   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7786   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2020   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4932   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4875   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 31  1  0  0  0  0
  2 31  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047060

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H58O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29(30)31/h2-28H2,1H3,(H,30,31)

> <INCHI_KEY>
IHEJEKZAKSNRLY-UHFFFAOYSA-N

> <FORMULA>
C29H58O2

> <MOLECULAR_WEIGHT>
438.7696

> <EXACT_MASS>
438.4436811

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
62.27113295725526

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
nonacosanoic acid

> <ALOGPS_LOGP>
10.21

> <JCHEM_LOGP>
12.035975422666667

> <ALOGPS_LOGS>
-7.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
136.8966

> <JCHEM_ROTATABLE_BOND_COUNT>
27

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nonacosanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JAN-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JAN-20         0                                  
HETATM    1  O   UNK     0      29.443  -9.460   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      30.777  -7.150   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      49.449  -8.690   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      50.782  -9.460   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      48.115  -9.460   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      52.116  -8.690   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      46.781  -8.690   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      53.450  -9.460   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      45.447  -9.460   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      54.783  -8.690   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      44.114  -8.690   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      56.117  -9.460   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      42.780  -9.460   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      57.451  -8.690   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      41.446  -8.690   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      58.785  -9.460   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      40.113  -9.460   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      60.118  -8.690   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      38.779  -8.690   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      61.452  -9.460   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      37.445  -9.460   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      62.786  -8.690   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.112  -8.690   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      64.119  -9.460   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.778  -9.460   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      65.453  -8.690   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      33.444  -8.690   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      66.787  -9.460   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.110  -9.460   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      68.121  -8.690   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.777  -8.690   0.000  0.00  0.00           C+0
CONECT    1   31                                                            
CONECT    2   31                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   26                                                       
CONECT   25   23   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   31                                                       
CONECT   30   28                                                            
CONECT   31    1    2   29                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

View in JSmol

Synonyms

Value	Source
Nonacosylic acid	ChEBI
Nonacosylate	Generator
Nonacosanoate	Generator
N-Nonacosanoate	HMDB
N-Nonacosanoic acid	HMDB

Chemical Formula

C₂₉H₅₈O₂

Average Mass

438.7696 Da

Monoisotopic Mass

438.44368 Da

IUPAC Name

nonacosanoic acid

Traditional Name

nonacosanoic acid

CAS Registry Number

4250-38-8

SMILES

CCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C29H58O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29(30)31/h2-28H2,1H3,(H,30,31)

InChI Key

IHEJEKZAKSNRLY-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Butea monosperma	Plant	KNApSAcK
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Solanum tuberosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Traversia baccharoides	LOTUS Database	35616633
Triticum aestivum	Plant	KNApSAcK

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
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

very long-chain fatty acid (CHEBI:84867 )
straight-chain saturated fatty acid (CHEBI:84867 )
Straight chain fatty acids (LMFA01010029 )

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	10.21	ALOGPS
logP	12.04	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Acidic)	4.95	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	27	ChemAxon
Refractivity	136.9 m³·mol⁻¹	ChemAxon
Polarizability	62.27 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

HMDB0002230

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB007126

KNApSAcK ID

C00037560

Chemspider ID

19071

KEGG Compound ID

Not Available

BioCyc ID

CPD-8510

BiGG ID

Not Available

Wikipedia Link

Nonacosylic_acid

METLIN ID

4214

PubChem Compound

20245

PDB ID

Not Available

ChEBI ID

84867

Good Scents ID

Not Available

References

General References

Mishra M, Shukla YN, Kumar S: Euphane triterpenoid and lipid constituents from Butea monosperma. Phytochemistry. 2000 Aug;54(8):835-8. doi: 10.1016/s0031-9422(00)00136-9. [PubMed:11014275 ]
Yang NY, Liu L, Tao WW, Duan JA, Liu XH, Huang SP: Antithrombotic lipids from Semen Persicae. Nat Prod Res. 2011 Oct;25(17):1650-6. doi: 10.1080/14786419.2011.568942. Epub 2011 Sep 8. [PubMed:21899477 ]

Showing NP-Card for Nonacosanoic acid (NP0047060)

MOL for NP0047060 (Nonacosanoic acid)

3D MOL for NP0047060 (Nonacosanoic acid)

3D SDF for NP0047060 (Nonacosanoic acid)

3D-SDF for NP0047060 (Nonacosanoic acid)

PDB for NP0047060 (Nonacosanoic acid)

3D PDB for NP0047060 (Nonacosanoic acid)

SMILES for NP0047060 (Nonacosanoic acid)

INCHI for NP0047060 (Nonacosanoic acid)

Structure for NP0047060 (Nonacosanoic acid)

3D Structure for NP0047060 (Nonacosanoic acid)