NP-MRD: Showing NP-Card for 5-o-tolyl-4-pentenoic acid (NP0040483)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 22:38:04 UTC

Updated at

2021-06-30 00:14:25 UTC

NP-MRD ID

NP0040483

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-o-tolyl-4-pentenoic acid

Provided By

JEOL Database JEOL Logo

Description

5-(2-Methylphenyl)-4-pentenoic acid belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. 5-o-tolyl-4-pentenoic acid is found in Streptomyces isolate. 5-o-tolyl-4-pentenoic acid was first documented in 2011 (Shaaban, K. A., et al.). Based on a literature review very few articles have been published on 5-(2-Methylphenyl)-4-pentenoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306212100383D          

 28 28  0  0  0  0            999 V2000
   -3.1283    0.6222   -2.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711    1.7828   -2.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6828    3.0908   -2.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8299    4.1941   -2.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    4.0060   -2.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0695    2.7134   -2.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7766    1.5929   -2.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1899    0.2445   -2.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6693   -0.1657   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2723   -1.5419   -1.5914 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8341   -2.3072   -0.3461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4455   -3.6795   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -4.1765   -1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594   -4.3737    0.7783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042    0.0589   -3.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9626   -0.0409   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1694    0.9589   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559    3.2585   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    5.1996   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138    4.8631   -2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    2.5847   -2.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5060   -0.4234   -3.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629    0.5130   -0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3649   -1.4435   -1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007   -2.1081   -2.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1454   -1.7702    0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565   -2.4174   -0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5176   -5.2355    0.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7  2  2  0  0  0  0
  9 10  1  0  0  0  0
  5  6  2  0  0  0  0
 10 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  1  0  0  0  0
  3  4  2  0  0  0  0
 12 14  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  2  0  0  0  0
  4 19  1  0  0  0  0
  5 20  1  0  0  0  0
  6 21  1  0  0  0  0
  3 18  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 14 28  1  0  0  0  0
M  END

  Mrv1652306212100383D          

 28 28  0  0  0  0            999 V2000
   -3.1283    0.6222   -2.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711    1.7828   -2.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6828    3.0908   -2.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8299    4.1941   -2.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    4.0060   -2.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0695    2.7134   -2.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7766    1.5929   -2.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1899    0.2445   -2.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6693   -0.1657   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2723   -1.5419   -1.5914 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8341   -2.3072   -0.3461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4455   -3.6795   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -4.1765   -1.1236 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594   -4.3737    0.7783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042    0.0589   -3.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9626   -0.0409   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1694    0.9589   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559    3.2585   -2.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    5.1996   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138    4.8631   -2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    2.5847   -2.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5060   -0.4234   -3.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629    0.5130   -0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3649   -1.4435   -1.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007   -2.1081   -2.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1454   -1.7702    0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565   -2.4174   -0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5176   -5.2355    0.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7  2  2  0  0  0  0
  9 10  1  0  0  0  0
  5  6  2  0  0  0  0
 10 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  1  0  0  0  0
  3  4  2  0  0  0  0
 12 14  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  2  0  0  0  0
  4 19  1  0  0  0  0
  5 20  1  0  0  0  0
  6 21  1  0  0  0  0
  3 18  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 14 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040483

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C([H])([H])C(\[H])=C(/[H])C1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O2/c1-10-6-2-3-7-11(10)8-4-5-9-12(13)14/h2-4,6-8H,5,9H2,1H3,(H,13,14)/b8-4+

> <INCHI_KEY>
DRZNYKPVRLVHJG-XBXARRHUSA-N

> <FORMULA>
C12H14O2

> <MOLECULAR_WEIGHT>
190.242

> <EXACT_MASS>
190.099379691

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.700245776943156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4E)-5-(2-methylphenyl)pent-4-enoic acid

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
3.178899832999999

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.870594486396748

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
57.32640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-5-(2-methylphenyl)pent-4-enoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.128   0.622  -2.707  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.171   1.783  -2.669  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.683   3.091  -2.717  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.830   4.194  -2.685  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.454   4.006  -2.611  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.070   2.713  -2.567  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.777   1.593  -2.590  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.190   0.245  -2.572  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.669  -0.166  -1.626  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.272  -1.542  -1.591  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.834  -2.307  -0.346  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.446  -3.680  -0.311  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.205  -4.176  -1.124  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.059  -4.374   0.778  0.00  0.00           O+0
HETATM   15  H   UNK     0      -3.004   0.059  -3.637  0.00  0.00           H+0
HETATM   16  H   UNK     0      -2.963  -0.041  -1.852  0.00  0.00           H+0
HETATM   17  H   UNK     0      -4.169   0.959  -2.658  0.00  0.00           H+0
HETATM   18  H   UNK     0      -3.756   3.259  -2.779  0.00  0.00           H+0
HETATM   19  H   UNK     0      -2.241   5.200  -2.722  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.214   4.863  -2.592  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.149   2.585  -2.526  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.506  -0.423  -3.369  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.963   0.513  -0.827  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.365  -1.444  -1.607  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.001  -2.108  -2.491  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.145  -1.770   0.557  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.257  -2.417  -0.337  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.518  -5.236   0.687  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    1    7    3                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   19                                                  
CONECT    5    6    4   20                                                  
CONECT    6    7    5   21                                                  
CONECT    7    6    8    2                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9   11   24   25                                             
CONECT   11   10   12   26   27                                             
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12   28                                                       
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    3                                                            
CONECT   19    4                                                            
CONECT   20    5                                                            
CONECT   21    6                                                            
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   11                                                            
CONECT   28   14                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Value	Source
5-(2-Methylphenyl)-4-pentenoate	Generator

Chemical Formula

C₁₂H₁₄O₂

Average Mass

190.2420 Da

Monoisotopic Mass

190.09938 Da

IUPAC Name

(4E)-5-(2-methylphenyl)pent-4-enoic acid

Traditional Name

(4E)-5-(2-methylphenyl)pent-4-enoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])C([H])([H])C(\[H])=C(/[H])C1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C12H14O2/c1-10-6-2-3-7-11(10)8-4-5-9-12(13)14/h2-4,6-8H,5,9H2,1H3,(H,13,14)/b8-4+

InChI Key

DRZNYKPVRLVHJG-XBXARRHUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces isolate	JEOL database	Shaaban, K. A., et al, J.Antibiot. 64, 205 (2011)

Chemical Taxonomy

Classification

Not classified

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	3.17	ALOGPS
logP	3.18	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.87	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	4	ChemAxon
Refractivity	57.33 m³·mol⁻¹	ChemAxon
Polarizability	21.7 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

9404305

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11229257

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shaaban, K. A., et al. (2011). Shaaban, K. A., et al, J.Antibiot. 64, 205 (2011). J. Antibiotics.

Showing NP-Card for 5-o-tolyl-4-pentenoic acid (NP0040483)

MOL for NP0040483 (5-o-tolyl-4-pentenoic acid)

3D MOL for NP0040483 (5-o-tolyl-4-pentenoic acid)

3D SDF for NP0040483 (5-o-tolyl-4-pentenoic acid)

3D-SDF for NP0040483 (5-o-tolyl-4-pentenoic acid)

PDB for NP0040483 (5-o-tolyl-4-pentenoic acid)

3D PDB for NP0040483 (5-o-tolyl-4-pentenoic acid)

SMILES for NP0040483 (5-o-tolyl-4-pentenoic acid)

INCHI for NP0040483 (5-o-tolyl-4-pentenoic acid)

Structure for NP0040483 (5-o-tolyl-4-pentenoic acid)

3D Structure for NP0040483 (5-o-tolyl-4-pentenoic acid)