NP-MRD: Showing NP-Card for eicosatrienoic acid (NP0142838)

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Record Information

Version

2.0

Created at

2022-09-01 21:28:36 UTC

Updated at

2022-09-01 21:28:36 UTC

NP-MRD ID

NP0142838

Secondary Accession Numbers

None

Natural Product Identification

Common Name

eicosatrienoic acid

Description

Dihomo-alpha-linolenic acid, also known as 11,14,17-eicosatrienoic acid or (Z,Z,Z)-11,14,17-eicosatrienoate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Dihomo-alpha-linolenic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Dihomo-alpha-linolenic acid is found, on average, in the highest concentration within milk (cow). Dihomo-alpha-linolenic acid has also been detected, but not quantified in, evening primroses. This could make dihomo-alpha-linolenic acid a potential biomarker for the consumption of these foods. eicosatrienoic acid is found in Elaeis guineensis. eicosatrienoic acid was first documented in 1977 (PMID: 196185). An icosatrienoic acid having three cis- double bonds at positions 11, 14 and 17 (PMID: 16902246) (PMID: 17374880).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 56 55  0  0  0  0  0  0  0  0999 V2000
   -8.5066    1.4015    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4355    0.3776    0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9227   -0.3320   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6513   -0.2615   -0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5926    0.5049   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9320    1.4961   -1.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6682    1.3860   -1.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336    0.4176   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389   -0.7208   -0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3782   -0.9432    1.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511   -0.0036    1.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9334   -0.6309    1.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5476   -1.0810    0.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953   -1.6776    0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118   -2.1695   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8534   -1.0548   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6931    0.0714   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0399   -0.4203   -0.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8703    0.6898    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1520    1.7709   -0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7855    1.7741   -1.8695 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8842    2.8644   -0.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2161    2.0699   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7205    1.9422    1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4622    0.9181   -0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0583   -0.4270    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7425    0.6758    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6160   -0.9524   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3811   -0.8456   -1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2235    1.2220    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0326    0.0130    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5268    2.3437   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496    2.1904   -2.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -0.0264   -1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723    0.9803   -0.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6117   -1.5326   -0.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5929   -1.8734    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4093    1.0091    1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351    0.1200    2.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8636   -1.5126    2.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047    0.0956    2.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9565   -1.8743    0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7194   -0.1960   -0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745   -2.5750    1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402   -0.9893    1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155   -2.9214   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5796   -2.6443   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346   -1.4439   -2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787   -0.6686   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7332    0.8763   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542    0.4244    0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9018   -1.2279    0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5543   -0.8063   -1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567    1.1702    1.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8370    0.2275    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8977    2.7791   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 22  1  0
 20 21  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 22 56  1  0
M  END


  Mrv1652302102020362D          

 22 21  0  0  0  0            999 V2000
 9997.1024 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8173 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5323 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2468 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0717 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7874 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5031 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3280 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0437 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.7573 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.5823 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.2979 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.0156 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3876 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6728 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9578 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2429 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5281 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8133 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.0983 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.3814 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.0983 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  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
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0142838

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/C\C=C/C\C=C/CCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-

> <INCHI_KEY>
AHANXAKGNAKFSK-PDBXOOCHSA-N

> <FORMULA>
C20H34O2

> <MOLECULAR_WEIGHT>
306.4828

> <EXACT_MASS>
306.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.73490615526083

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11Z,14Z,17Z)-icosa-11,14,17-trienoic acid

> <ALOGPS_LOGP>
7.24

> <JCHEM_LOGP>
6.9490924676666666

> <ALOGPS_LOGS>
-6.60

> <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>
98.83739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.73e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
eicosatrienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-FEB-20         0                                  
HETATM    1  C   UNK     0    8661.2588663.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.5928663.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8663.9278663.064   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.2618663.832   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8666.8018663.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.1368663.064   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8669.4728663.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8671.0128663.832   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8672.3488663.064   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8673.6808663.832   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8675.2208663.832   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8676.5568663.064   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8677.8968663.832   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8659.9248663.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8658.5898663.064   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8657.2558663.832   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8655.9208663.064   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8654.5868663.832   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8653.2518663.064   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8651.9178663.832   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8650.5798663.064   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0    8651.9178665.373   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
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                                                            
CONECT   14    1   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   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
(11Z,14Z,17Z)-Eicosa-11,14,17-trienoic acid	ChEBI
(11Z,14Z,17Z)-Icosa-11,14,17-trienoic acid	ChEBI
(Z,Z,Z)-11,14,17-Eicosatrienoic acid	ChEBI
11,14,17-Eicosatrienoic acid	ChEBI
11,14,17-Icosatrienoic acid	ChEBI
11C,14C,17C-Eicosatrienoic acid	ChEBI
11C,14C,17C-Eicosatriensaeure	ChEBI
20:3, N-3,6,9 all-cis	ChEBI
all-cis-11,14,17-Eicosatrienoic acid	ChEBI
all-cis-Eicosa-11,14,17-trienoic acid	ChEBI
all-cis-Eicosa-11,14,17-triensaeure	ChEBI
C20:3, N-3,6,9 all-cis	ChEBI
cis,cis,cis-11,14,17-Eicosatrienoic acid	ChEBI
Eicosa-11Z,14Z,17Z-trienoic acid	ChEBI
Eicosatrienoic acid	ChEBI
ETA	ChEBI
ETE	ChEBI
(11Z,14Z,17Z)-Eicosa-11,14,17-trienoate	Generator
(11Z,14Z,17Z)-Icosa-11,14,17-trienoate	Generator
(Z,Z,Z)-11,14,17-Eicosatrienoate	Generator
11,14,17-Eicosatrienoate	Generator
11,14,17-Icosatrienoate	Generator
11C,14C,17C-Eicosatrienoate	Generator
all-cis-11,14,17-Eicosatrienoate	Generator
all-cis-Eicosa-11,14,17-trienoate	Generator
cis,cis,cis-11,14,17-Eicosatrienoate	Generator
Eicosa-11Z,14Z,17Z-trienoate	Generator
Eicosatrienoate	Generator
Dihomo-a-linolenate	Generator
Dihomo-a-linolenic acid	Generator
Dihomo-alpha-linolenate	Generator
Dihomo-α-linolenate	Generator
Dihomo-α-linolenic acid	Generator
Dihomolinolenate	HMDB
11,14,17-Eicosatrienoic acid, (Z,Z,Z)-isomer	HMDB
Bishomo-a-linolenate	HMDB
Bishomo-a-linolenic acid	HMDB
Bishomo-alpha-linolenate	HMDB
Bishomo-α-linolenate	HMDB
Bishomo-α-linolenic acid	HMDB
Bishomo-alpha-linolenic acid	HMDB
Dihomo-linolenate	HMDB
Dihomo-linolenic acid	HMDB
Dihomolinolenic acid	HMDB
FA(20:3(11Z,14Z,17Z))	HMDB
FA(20:3n3)	HMDB
Homo-alpha-linolenic acid	HMDB
Homo-α-linolenic acid	HMDB
Dihomo-alpha-linolenic acid	HMDB

Chemical Formula

C₂₀H₃₄O₂

Average Mass

306.4828 Da

Monoisotopic Mass

306.25588 Da

IUPAC Name

(11Z,14Z,17Z)-icosa-11,14,17-trienoic acid

Traditional Name

eicosatrienoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/C\C=C/C\C=C/CCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-

InChI Key

AHANXAKGNAKFSK-PDBXOOCHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Elaeis guineensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

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

omega-3 fatty acid (CHEBI:53460 )
icosatrienoic acid (CHEBI:53460 )
Polyunsaturated fatty acids (C16522 )
Unsaturated fatty acids (LMFA01030378 )

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	7.24	ALOGPS
logP	6.95	ChemAxon
logS	-6.6	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	15	ChemAxon
Refractivity	98.84 m³·mol⁻¹	ChemAxon
Polarizability	38.73 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

HMDB0060039

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB006293

KNApSAcK ID

Not Available

Chemspider ID

4471954

KEGG Compound ID

C16522

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312529

PDB ID

Not Available

ChEBI ID

53460

Good Scents ID

Not Available

References

General References

Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Gaspar G, de Alaniz MJ, Brenner RR: Incorporation and metabolism of stearic, oleic, linoleic and alpha-linolenic acids in minimal deviation hepatoma 7288 C cells. Mol Cell Biochem. 1977 Jul 5;16(2):197-203. doi: 10.1007/BF01732062. [PubMed:196185 ]
LOTUS database [Link]

Showing NP-Card for eicosatrienoic acid (NP0142838)

MOL for NP0142838 (eicosatrienoic acid)

3D MOL for NP0142838 (eicosatrienoic acid)

3D SDF for NP0142838 (eicosatrienoic acid)

3D-SDF for NP0142838 (eicosatrienoic acid)

PDB for NP0142838 (eicosatrienoic acid)

3D PDB for NP0142838 (eicosatrienoic acid)

SMILES for NP0142838 (eicosatrienoic acid)

INCHI for NP0142838 (eicosatrienoic acid)

Structure for NP0142838 (eicosatrienoic acid)

3D Structure for NP0142838 (eicosatrienoic acid)