NP-MRD: Showing NP-Card for (2e)-octadec-2-en-4-ynedioic acid (NP0255893)

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Record Information

Version

2.0

Created at

2022-09-07 20:32:57 UTC

Updated at

2022-09-07 20:32:57 UTC

NP-MRD ID

NP0255893

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-octadec-2-en-4-ynedioic acid

Description

CHEMBL476878 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. Thus, CHEMBL476878 is considered to be a fatty acid. (2e)-octadec-2-en-4-ynedioic acid is found in Nanodea muscosa. Based on a literature review very few articles have been published on CHEMBL476878.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 49  0  0  0  0  0  0  0  0999 V2000
    5.6968   -0.4113    4.7812 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2369   -0.9385    3.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9247   -2.2829    3.7769 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500   -0.1258    2.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5702   -0.5945    1.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3852    0.2120    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086    0.8877   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    1.7086   -1.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510    0.8202   -2.9204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9465    0.3056   -2.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774    1.4187   -2.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370    0.8790   -1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249   -0.0064   -2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3358   -0.5301   -2.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2159   -1.3494   -0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566   -1.8544   -0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5137   -0.7369    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0249    0.1880    1.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -0.5801    2.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3068    0.3216    3.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1509    1.5303    3.2029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0491   -0.2148    4.7048 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4274   -2.8970    4.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3059    0.9229    2.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3055   -1.6390    1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4243    2.6331   -1.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9369    1.9966   -2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9075   -0.0124   -3.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146    1.4651   -3.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -0.3677   -1.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4958   -0.3038   -3.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388    2.0281   -1.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7508    2.0495   -2.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926    1.7744   -1.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2060    0.3836   -0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494    0.4587   -3.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -0.8942   -2.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9787    0.3809   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8143   -1.1306   -2.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6230   -2.2628   -1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468   -0.8594    0.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250   -2.5299    0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974   -2.4378   -1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7853   -0.1671   -0.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514   -1.2059    0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1682    0.8063    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8660    0.8939    1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7402   -1.0250    2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735   -1.4054    2.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7438   -0.7254    5.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  3  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 22 50  1  0
 19 48  1  0
 19 49  1  0
 18 46  1  0
 18 47  1  0
 17 44  1  0
 17 45  1  0
 16 42  1  0
 16 43  1  0
 15 40  1  0
 15 41  1  0
 14 38  1  0
 14 39  1  0
 13 36  1  0
 13 37  1  0
 12 34  1  0
 12 35  1  0
 11 32  1  0
 11 33  1  0
 10 30  1  0
 10 31  1  0
  9 28  1  0
  9 29  1  0
  8 26  1  0
  8 27  1  0
  5 25  1  0
  4 24  1  0
  3 23  1  0
M  END

  Mrv1652309072222322D          

 22 21  0  0  0  0            999 V2000
    4.5671    7.5868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5671    6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8526    6.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2816    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  3  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  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  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0255893

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCCCCCCCCCCCC#C\C=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h14,16H,1-9,11,13,15H2,(H,19,20)(H,21,22)/b16-14+

> <INCHI_KEY>
PABFFLLJEGWXPY-JQIJEIRASA-N

> <FORMULA>
C18H28O4

> <MOLECULAR_WEIGHT>
308.418

> <EXACT_MASS>
308.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.53763304065775

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-octadec-2-en-4-ynedioic acid

> <JCHEM_LOGP>
5.408008497

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.0716155593587

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.333525094148985

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
88.40569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-octadec-2-en-4-ynedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0       8.525  14.162   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.525  12.622   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.192  11.852   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.859  11.852   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.859  10.312   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.193   9.542   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      31.198   8.772   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      29.864   6.462   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    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   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

Not Available

Chemical Formula

C₁₈H₂₈O₄

Average Mass

308.4180 Da

Monoisotopic Mass

308.19876 Da

IUPAC Name

(2E)-octadec-2-en-4-ynedioic acid

Traditional Name

(2E)-octadec-2-en-4-ynedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCCCCCCCCCC#C\C=C\C(O)=O

InChI Identifier

InChI=1S/C18H28O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h14,16H,1-9,11,13,15H2,(H,19,20)(H,21,22)/b16-14+

InChI Key

PABFFLLJEGWXPY-JQIJEIRASA-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
Nanodea muscosa	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
Dicarboxylic 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	5.41	ChemAxon
pKa (Strongest Acidic)	4.33	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	88.41 m³·mol⁻¹	ChemAxon
Polarizability	37.54 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10258250

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21629652

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-octadec-2-en-4-ynedioic acid (NP0255893)

MOL for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

3D MOL for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

3D SDF for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

3D-SDF for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

PDB for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

3D PDB for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

SMILES for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

INCHI for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

Structure for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)

3D Structure for NP0255893 ((2e)-octadec-2-en-4-ynedioic acid)