NP-MRD: Showing NP-Card for myristoleate (NP0312943)

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Record Information

Version

2.0

Created at

2022-09-11 10:09:28 UTC

Updated at

2022-09-11 10:09:28 UTC

NP-MRD ID

NP0312943

Secondary Accession Numbers

None

Natural Product Identification

Common Name

myristoleate

Description

(9E)-tetradecenoic acid, also known as C14:1N-5 or myristelaidic acid, belongs to the class of organic compounds known as long-chain fatty acids. myristoleate is found in Persicaria minor. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (9E)-tetradecenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 41  0  0  0  0  0  0  0  0999 V2000
    7.1681    0.4802    0.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390   -0.5169    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7886   -0.0306    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610   -1.0975   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5109   -0.7294   -0.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427    0.4235   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5982    0.8103   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2439   -0.2379   -0.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6820    0.1925   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2083    0.4285    0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    0.8470    0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5582   -0.1931   -0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9903    0.3543    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9592   -0.5889   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1418   -0.5785   -1.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6549   -1.4698    0.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7247    0.0791    1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9257    0.7660    0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6354    1.4321    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2222   -1.4022    0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5905   -0.8002   -0.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6992    0.9513   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4924    0.0523    1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838   -1.3776   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9977   -2.0215    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7814   -1.4024   -0.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526    1.1111    0.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315    1.7728   -0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2804    0.9351    0.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0608   -0.4236   -1.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1298   -1.2358   -0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    1.0897   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242   -0.5704   -1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6622    1.3169    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0131   -0.4330    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555    0.9675    1.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244    1.7937    0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3277   -0.2310   -1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4776   -1.1744    0.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2025    0.5550    1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0639    1.3211   -0.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4557   -1.1651    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
  5 26  1  0
  4 24  1  0
  4 25  1  0
  3 22  1  0
  3 23  1  0
  2 20  1  0
  2 21  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 16 42  1  0
M  END

  Mrv1652304032019042D          

 18 17  0  0  0  0            999 V2000
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    1.3184    0.0000 H   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  2  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
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  2  0  0  0  0
 16 14  1  0  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0312943

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CCCC)=C(\[H])CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5+

> <INCHI_KEY>
YWWVWXASSLXJHU-AATRIKPKSA-N

> <FORMULA>
C14H26O2

> <MOLECULAR_WEIGHT>
226.36

> <EXACT_MASS>
226.193280077

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
29.139739979458533

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E)-tetradec-9-enoic acid

> <ALOGPS_LOGP>
5.69

> <JCHEM_LOGP>
5.005523791

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.99819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E)-tetradec-9-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       2.929   6.311   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       4.263   2.461   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7   18                                                  
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   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    5                                                            
CONECT   18    6                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
(e)-Tetradec-9-enoic acid	ChEBI
9E-Tetradecenoic acid	ChEBI
C14:1N-5	ChEBI
Myristelaidic acid	ChEBI
trans-9-Tetradecenoic acid	ChEBI
(e)-Tetradec-9-enoate	Generator
9E-Tetradecenoate	Generator
Myristelaidate	Generator
trans-9-Tetradecenoate	Generator
(9E)-Tetradecenoate	Generator

Chemical Formula

C₁₄H₂₆O₂

Average Mass

226.3600 Da

Monoisotopic Mass

226.19328 Da

IUPAC Name

(9E)-tetradec-9-enoic acid

Traditional Name

(9E)-tetradec-9-enoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC)=C(\[H])CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5+

InChI Key

YWWVWXASSLXJHU-AATRIKPKSA-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
Persicaria minor	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

Unsaturated fatty acids (LMFA01030250 )

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	5.69	ALOGPS
logP	5.01	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.99	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	11	ChemAxon
Refractivity	69 m³·mol⁻¹	ChemAxon
Polarizability	29.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062248

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

5312402

PDB ID

Not Available

ChEBI ID

131381

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for myristoleate (NP0312943)

MOL for NP0312943 (myristoleate)

3D MOL for NP0312943 (myristoleate)

3D SDF for NP0312943 (myristoleate)

3D-SDF for NP0312943 (myristoleate)

PDB for NP0312943 (myristoleate)

3D PDB for NP0312943 (myristoleate)

SMILES for NP0312943 (myristoleate)

INCHI for NP0312943 (myristoleate)

Structure for NP0312943 (myristoleate)

3D Structure for NP0312943 (myristoleate)