Np mrd loader

Showing NP-Card for trans-2-Octenoic acid (NP0000173)

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Record Information
Version2.0
Created at2005-11-20 22:13:23 UTC
Updated at2021-08-19 23:57:53 UTC
NP-MRD IDNP0000173
Secondary Accession NumbersNone
Natural Product Identification
Common Nametrans-2-Octenoic acid
DescriptionTrans-2-Octenoic acid or (2E)-oct-2-enoic acid is an olefinic fatty acid that is octanoic acid carrying a double bond at position 2 (the 2E-isomer). It has a role as an animal metabolite. It is a medium-chain fatty acid, a monounsaturated fatty acid, a straight-chain fatty acid and an olefinic fatty acid. It is a conjugate acid of a (2E)-oct-2-enoate.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000173 (trans-2-Octenoic acid)


  Mrv1652305271900312D          

 10  9  0  0  0  0            999 V2000
   -2.3212   -0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0357   -1.1607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3212    0.0767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6067   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923   -0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2511   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655   -0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1  3  2  0  0  0  0
  2  1  1  0  0  0  0
M  END
Download

3D MOL for NP0000173 (trans-2-Octenoic acid)

HMDB0001568
     RDKit          3D
trans-2-Octenoic acid
 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.3082    1.6495    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994    0.2082    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4784   -0.0159   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9659   -1.3729   -1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058   -1.7317   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181   -0.7958   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0210   -0.0770    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1024    0.8169   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4440    0.8913   -1.3546 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863    1.6067    0.7650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3591    1.6951    0.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    2.3209    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3040    1.9673    1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8876    0.0915    1.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6088   -0.4781    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    0.7378   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051    0.1485   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7047   -2.1638   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7460   -1.4155   -2.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6459   -2.7380   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2002   -1.7516    0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -0.7449   -1.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011   -0.1640    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    1.3158    1.2011 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
M  END
Download

3D SDF for NP0000173 (trans-2-Octenoic acid)


  Mrv1652305271900312D          

 10  9  0  0  0  0            999 V2000
   -2.3212   -0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0357   -1.1607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3212    0.0767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6067   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923   -0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2511   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655   -0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1  3  2  0  0  0  0
  2  1  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000173

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6+

> <INCHI_KEY>
CWMPPVPFLSZGCY-VOTSOKGWSA-N

> <FORMULA>
C8H14O2

> <MOLECULAR_WEIGHT>
142.1956

> <EXACT_MASS>
142.099379692

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.445373502992382

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-oct-2-enoic acid

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.6978569473333334

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.252182202336849

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
41.3689

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-2-octenoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000173 (trans-2-Octenoic acid)

HMDB0001568
     RDKit          3D
trans-2-Octenoic acid
 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.3082    1.6495    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994    0.2082    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4784   -0.0159   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9659   -1.3729   -1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058   -1.7317   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181   -0.7958   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0210   -0.0770    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1024    0.8169   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4440    0.8913   -1.3546 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7863    1.6067    0.7650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3591    1.6951    0.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    2.3209    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3040    1.9673    1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8876    0.0915    1.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6088   -0.4781    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    0.7378   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051    0.1485   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7047   -2.1638   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7460   -1.4155   -2.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6459   -2.7380   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2002   -1.7516    0.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022   -0.7449   -1.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011   -0.1640    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    1.3158    1.2011 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
M  END
Download

PDB for NP0000173 (trans-2-Octenoic acid)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -4.333  -1.397   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.667  -2.167   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -4.333   0.143   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.999  -2.167   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.666  -1.397   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.332  -2.167   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.002  -1.397   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.335  -2.167   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.669  -1.397   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.003  -2.167   0.000  0.00  0.00           C+0
CONECT    1    4    3    2                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
Download

3D PDB for NP0000173 (trans-2-Octenoic acid)

COMPND    HMDB0001568
HETATM    1  C1  UNL     1      -2.308   1.649   0.815  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.799   0.208   0.685  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.478  -0.016  -0.754  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.966  -1.373  -1.072  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.306  -1.732  -0.351  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.418  -0.796  -0.675  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.021  -0.077   0.248  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.102   0.817  -0.149  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.444   0.891  -1.355  1.00  0.00           O  
HETATM   10  O2  UNL     1       3.786   1.607   0.765  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.359   1.695   0.433  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.696   2.321   0.176  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.304   1.967   1.885  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.888   0.091   1.310  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.609  -0.478   1.035  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.718   0.738  -1.061  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.405   0.148  -1.340  1.00  0.00           H  
HETATM   18  H8  UNL     1      -1.705  -2.164  -0.845  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.746  -1.416  -2.159  1.00  0.00           H  
HETATM   20  H10 UNL     1       0.646  -2.738  -0.671  1.00  0.00           H  
HETATM   21  H11 UNL     1       0.200  -1.752   0.741  1.00  0.00           H  
HETATM   22  H12 UNL     1       1.702  -0.745  -1.735  1.00  0.00           H  
HETATM   23  H13 UNL     1       1.701  -0.164   1.287  1.00  0.00           H  
HETATM   24  H14 UNL     1       4.654   1.316   1.201  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7    7   22
CONECT    7    8   23
CONECT    8    9    9   10
CONECT   10   24
END
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SMILES for NP0000173 (trans-2-Octenoic acid)

CCCCC\C=C\C(O)=O
Download

INCHI for NP0000173 (trans-2-Octenoic acid)

InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6+
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View in JSmol
Synonyms
ValueSource
(e)-2-Octenoic acidChEBI
2-Octenoic acidChEBI
trans-alpha-Octenoic acidChEBI
(e)-2-OctenoateGenerator
2-OctenoateGenerator
trans-a-OctenoateGenerator
trans-a-Octenoic acidGenerator
trans-alpha-OctenoateGenerator
trans-Α-octenoateGenerator
trans-Α-octenoic acidGenerator
trans-2-OctenoateGenerator
(2E)-2-Octenoic acidHMDB
(2E)-Oct-2-enoic acidHMDB
(e)-Oct-2-enoateHMDB
(e)-Oct-2-enoic acidHMDB
trans-2-Octenoic acidHMDB, ChEBI
Chemical FormulaC8H14O2
Average Mass142.1956 Da
Monoisotopic Mass142.09938 Da
IUPAC Name(2E)-oct-2-enoic acid
Traditional Nametrans-2-octenoic acid
CAS Registry Number1871-67-6
SMILES
CCCCC\C=C\C(O)=O
InChI Identifier
InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6+
InChI KeyCWMPPVPFLSZGCY-VOTSOKGWSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Osyris albaLOTUS Database
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-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 FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point5 - 6 °CNot Available
Boiling Point139.00 to 141.00 °C. @ 13.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP2.9Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.74 g/LALOGPS
logP3.01ALOGPS
logP2.7ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)5.25ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.37 m³·mol⁻¹ChemAxon
Polarizability16.45 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001568
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004552
KNApSAcK IDNot Available
Chemspider ID4445841
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6328
PubChem Compound5282714
PDB IDNot Available
ChEBI ID86544
Good Scents IDrw1048161
References
General References
  1. Guha L, Seenivasagan T, Iqbal ST, Agrawal OP, Parashar BD: Behavioral and electrophysiological responses of Aedes albopictus to certain acids and alcohols present in human skin emanations. Parasitol Res. 2014 Oct;113(10):3781-7. doi: 10.1007/s00436-014-4044-0. Epub 2014 Jul 23. [PubMed:25049052 ]
  2. Galdiero F, Folgore A, Galdiero M, Tufano MA: Effect of modification of HEp 2 cell membrane lipidic phase on susceptibility to infection from herpes simplex virus. Infection. 1990 Nov-Dec;18(6):372-5. [PubMed:1963884 ]
  3. Farine JP, Sirugue D, Abed-Vieillard D, Everaerts C, Le Quere JL, Bonnard O, Brossut R: The male abdominal glands of Leucophaea maderae: chemical identification of the volatile secretion and sex pheromone function. J Chem Ecol. 2007 Feb;33(2):405-15. doi: 10.1007/s10886-006-9224-7. Epub 2007 Jan 3. [PubMed:17200891 ]
  4. Han L, Liu J, Yu N, Liu Z, Gu J, Lu J, Ma W: Facile synthesis of ultra-small PbSe nanorods for photovoltaic application. Nanoscale. 2015 Feb 14;7(6):2461-70. doi: 10.1039/c4nr05707d. [PubMed:25564767 ]