NP-MRD: Showing NP-Card for ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate (NP0309117)

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Record Information

Version

2.0

Created at

2022-09-11 03:28:24 UTC

Updated at

2022-09-11 03:28:25 UTC

NP-MRD ID

NP0309117

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate

Description

Ethyl 18-bromooctadec-17-en-5,7,15-triynoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate is found in Xestospongia testudinaria. Based on a literature review very few articles have been published on Ethyl 18-bromooctadec-17-en-5,7,15-triynoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 47  0  0  0  0  0  0  0  0999 V2000
    9.3516    0.4834    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2554   -0.8420   -0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2992   -1.6163    0.1732 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9981   -1.1364    0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6741   -0.0603   -0.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0399   -1.9616    1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6834   -1.3653    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0497   -1.2394   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6954   -0.6337   -0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6060   -0.1232   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403    0.4969   -0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    1.0450    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392    1.7452    0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9099    1.1601   -0.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2688    1.8207   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9952    1.6554    0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3218    2.3266    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1933    1.7557   -0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4104    0.3084   -0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6051   -0.8712   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8431   -2.2690   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0185   -3.0686    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3520   -4.9267    0.8038 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.4209    0.7321    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8384    0.4792    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8233    1.2743   -0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2082   -1.4073   -0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8529   -0.6984   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4180   -1.9633    2.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0446   -3.0215    0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0092   -2.0548    1.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6585   -0.4142    1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -0.5584   -0.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9222   -2.2368   -0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8473    2.8266    0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4390    1.5960    1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242    0.0668   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912    1.2481   -1.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1217    2.9252   -1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8326    1.4757   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3814    2.0150    1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1416    0.5636    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2059    3.4265    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8424    2.2497    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7516    1.8972   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2126    2.2357   -0.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7505   -2.6862   -0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0918   -2.6544    0.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  3  0
 10 11  1  0
 11 12  3  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  3  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 21 47  1  0
 22 48  1  0
M  END


  Mrv1652309112205282D          

 23 22  0  0  0  0            999 V2000
   -6.0987   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3842    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697   -0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    2.6664    0.0000 Br  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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  3  0  0  0  0
 10 11  1  0  0  0  0
 11 12  3  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  3  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309117

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)CCCC#CC#CCCCCCCC#C\C=C\Br

> <INCHI_IDENTIFIER>
InChI=1S/C20H25BrO2/c1-2-23-20(22)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-21/h17,19H,2-5,7,9,11,14,16,18H2,1H3/b19-17+

> <INCHI_KEY>
RQDVGKQXVLWXLM-HTXNQAPBSA-N

> <FORMULA>
C20H25BrO2

> <MOLECULAR_WEIGHT>
377.322

> <EXACT_MASS>
376.103793

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
41.763074492054116

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl (17E)-18-bromooctadec-17-en-5,7,15-triynoate

> <JCHEM_LOGP>
6.580459601999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032480309631145

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
101.55120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (17E)-18-bromooctadec-17-en-5,7,15-triynoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0     -11.384  -0.413   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.050   0.357   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -8.717  -0.413   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -7.383   0.357   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -7.383   1.897   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -6.049  -0.413   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.716   0.357   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.382  -0.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.048   0.357   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.715   1.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.619   1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.622   4.207   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.956   4.977   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.289   4.207   0.000  0.00  0.00           C+0
HETATM   23 Br   UNK     0      16.623   4.977   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    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                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Value	Source
Ethyl 18-bromooctadec-17-en-5,7,15-triynoic acid	Generator

Chemical Formula

C₂₀H₂₅BrO₂

Average Mass

377.3220 Da

Monoisotopic Mass

376.10379 Da

IUPAC Name

ethyl (17E)-18-bromooctadec-17-en-5,7,15-triynoate

Traditional Name

ethyl (17E)-18-bromooctadec-17-en-5,7,15-triynoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)CCCC#CC#CCCCCCCC#C\C=C\Br

InChI Identifier

InChI=1S/C20H25BrO2/c1-2-23-20(22)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-21/h17,19H,2-5,7,9,11,14,16,18H2,1H3/b19-17+

InChI Key

RQDVGKQXVLWXLM-HTXNQAPBSA-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
Xestospongia testudinaria	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Vinyl bromide
Vinyl halide
Haloalkene
Bromoalkene
Organobromide
Organohalogen compound
Organooxygen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Halogenated fatty acids (LMFA01090119 )

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	6.58	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	101.55 m³·mol⁻¹	ChemAxon
Polarizability	41.76 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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10473395

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23427192

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate (NP0309117)

MOL for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

3D MOL for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

3D SDF for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

3D-SDF for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

PDB for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

3D PDB for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

SMILES for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

INCHI for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

Structure for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)

3D Structure for NP0309117 (ethyl (17e)-18-bromooctadec-17-en-5,7,15-triynoate)