Np mrd loader

Showing NP-Card for (3z)-hexenyl tiglate (NP0229169)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-06 09:07:05 UTC
Updated at2022-09-06 09:07:05 UTC
NP-MRD IDNP0229169
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3z)-hexenyl tiglate
DescriptionCis-3-Hexenyl tiglate, also known as fema 3931, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Cis-3-Hexenyl tiglate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Cis-3-Hexenyl tiglate is a banana, cortex, and earthy tasting compound. (3z)-hexenyl tiglate is found in Lonicera japonica. Outside of the human body,.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0229169 ((3z)-hexenyl tiglate)


  Mrv0541 05061310202D          

 13 12  0  0  0  0            999 V2000
   -3.2704    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
M  END
Download

3D MOL for NP0229169 ((3z)-hexenyl tiglate)

     RDKit          3D

 31 30  0  0  0  0  0  0  0  0999 V2000
   -5.1724    0.9735   -0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8471    0.5191   -0.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9694   -0.1185   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3393   -0.3793    1.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -0.5559   -0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593   -0.3321   -1.8382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7449   -1.2237    0.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -1.6827   -0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520   -0.6053   -0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7345    0.4110    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9254    0.6600    0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -0.0360    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507    0.9485   -0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3678    2.0006   -0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1527    0.9877    0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9870    0.2751   -0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5811    0.7174   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -1.1826    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1428    0.5111    1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3625   -0.7778    1.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4744   -2.4576   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9874   -2.1557    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9552   -0.1829   -1.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430   -1.1127   -1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8437    0.9837    0.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    1.4691    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -0.9471   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6895   -0.3755    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7990    1.4122    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140    1.7815   -0.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7821    0.4752   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 12 27  1  0
 12 28  1  0
 11 26  1  0
 10 25  1  0
  9 23  1  0
  9 24  1  0
  8 21  1  0
  8 22  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  2 17  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
M  END
Download

3D SDF for NP0229169 ((3z)-hexenyl tiglate)


  Mrv0541 05061310202D          

 13 12  0  0  0  0            999 V2000
   -3.2704    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0229169

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/CCOC(=O)C(\C)=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C11H18O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h5-7H,4,8-9H2,1-3H3/b7-6-,10-5+

> <INCHI_KEY>
JNWQKXUWZWKUAY-JQEGGOPCSA-N

> <FORMULA>
C11H18O2

> <MOLECULAR_WEIGHT>
182.2594

> <EXACT_MASS>
182.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
21.727059195452757

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-hex-3-en-1-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.5454748539999996

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.843054946991081

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
56.28330000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-hex-3-en-1-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0229169 ((3z)-hexenyl tiglate)

Download
PDB for NP0229169 ((3z)-hexenyl tiglate)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -6.105   1.746   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.898  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.231   0.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.771   0.976   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.565  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.771  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.437  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.897  -1.334   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.897  -2.874   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.564  -0.564   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3   10                                                            
CONECT    4    1    6                                                       
CONECT    5    2   10                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   13                                                       
CONECT   10    3    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13    9   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Download
3D PDB for NP0229169 ((3z)-hexenyl tiglate)
Download
SMILES for NP0229169 ((3z)-hexenyl tiglate)
CC\C=C/CCOC(=O)C(\C)=C\C
Download
INCHI for NP0229169 ((3z)-hexenyl tiglate)
InChI=1S/C11H18O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h5-7H,4,8-9H2,1-3H3/b7-6-,10-5+
Download
View in JSmol
Synonyms
ValueSource
cis-3-Hexenyl tiglic acidGenerator
(e,Z)-2-Methyl-2-butenoic acid 3-hexenyl esterHMDB
(Z)-3-Hexenyl 2-methylcrotonateHMDB
2-Methyl-(3Z)-3-hexen-1-yl ester(2E)-2-butenoic acidHMDB
2-Methyl-(3Z)-3-hexenyl ester(2E)-2-butenoic acidHMDB
2-Methyl-3-hexenyl ester(e,Z)-2-butenoic acidHMDB
cis-3-Hexenyl-2-methyl-trans-2-butenoateHMDB
cis-Hex-3-ene-1-yl trans-2-methyl-2-butenoateHMDB
FEMA 3931HMDB
Chemical FormulaC11H18O2
Average Mass182.2594 Da
Monoisotopic Mass182.13068 Da
IUPAC Name(3Z)-hex-3-en-1-yl (2E)-2-methylbut-2-enoate
Traditional Name(3Z)-hex-3-en-1-yl (2E)-2-methylbut-2-enoate
CAS Registry NumberNot Available
SMILES
CC\C=C/CCOC(=O)C(\C)=C\C
InChI Identifier
InChI=1S/C11H18O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h5-7H,4,8-9H2,1-3H3/b7-6-,10-5+
InChI KeyJNWQKXUWZWKUAY-JQEGGOPCSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Lonicera japonicaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentFatty acid esters  
Alternative Parents
Substituents
  • Fatty acid ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.56ALOGPS
logP3.55ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity56.28 m³·mol⁻¹ChemAxon
Polarizability21.73 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038279  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017577  
KNApSAcK IDNot Available
Chemspider ID16737344  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15461361  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]