NP-MRD: Showing NP-Card for (2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate (NP0167205)

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Record Information

Version

1.0

Created at

2022-09-03 02:44:43 UTC

Updated at

2022-09-03 02:44:43 UTC

NP-MRD ID

NP0167205

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate

Description

(2E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9Z,12Z)-18-hydroxyoctadeca-9,12-dienoate belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. (2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate is found in Cydonia oblonga. Based on a literature review very few articles have been published on (2E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9Z,12Z)-18-hydroxyoctadeca-9,12-dienoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032204442D          

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M  END

     RDKit          3D

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 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  2  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0167205

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(\C=C\COC(=O)CCCCCCC\C=C/C\C=C/CCCCCO)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C29H44O5/c1-32-27-22-21-26(25-28(27)33-2)19-18-24-34-29(31)20-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-23-30/h3-4,7,9,18-19,21-22,25,30H,5-6,8,10-17,20,23-24H2,1-2H3/b4-3-,9-7-,19-18+

> <INCHI_KEY>
AJRISGAWWVRQCV-FATIFAFYSA-N

> <FORMULA>
C29H44O5

> <MOLECULAR_WEIGHT>
472.666

> <EXACT_MASS>
472.318874517

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
57.82904656216998

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9Z,12Z)-18-hydroxyoctadeca-9,12-dienoate

> <ALOGPS_LOGP>
7.23

> <JCHEM_LOGP>
7.150138493000001

> <ALOGPS_LOGS>
-6.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.843936486031673

> <JCHEM_PKA_STRONGEST_BASIC>
-1.991168266765405

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
143.0742

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.45e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9Z,12Z)-18-hydroxyoctadeca-9,12-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.002  10.780   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.670   8.470   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.004   9.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.004  10.780   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.670  11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.336  11.550   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.002  10.780   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -6.668   8.470   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   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   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31    6   32                                                       
CONECT   32   31    3   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

View in JSmol

Synonyms

Value	Source
(2E)-3-(3,4-Dimethoxyphenyl)prop-2-en-1-yl (9Z,12Z)-18-hydroxyoctadeca-9,12-dienoic acid	Generator

Chemical Formula

C₂₉H₄₄O₅

Average Mass

472.6660 Da

Monoisotopic Mass

472.31887 Da

IUPAC Name

(2E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9Z,12Z)-18-hydroxyoctadeca-9,12-dienoate

Traditional Name

(2E)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9Z,12Z)-18-hydroxyoctadeca-9,12-dienoate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(\C=C\COC(=O)CCCCCCC\C=C/C\C=C/CCCCCO)C=C1OC

InChI Identifier

InChI=1S/C29H44O5/c1-32-27-22-21-26(25-28(27)33-2)19-18-24-34-29(31)20-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-23-30/h3-4,7,9,18-19,21-22,25,30H,5-6,8,10-17,20,23-24H2,1-2H3/b4-3-,9-7-,19-18+

InChI Key

AJRISGAWWVRQCV-FATIFAFYSA-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
Cydonia oblonga	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long chain fatty alcohol
O-dimethoxybenzene
Dimethoxybenzene
Fatty alcohol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Primary alcohol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	7.23	ALOGPS
logP	7.15	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	16.84	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	143.07 m³·mol⁻¹	ChemAxon
Polarizability	57.83 Å³	ChemAxon
Number of Rings	1	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24858760

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate (NP0167205)

MOL for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

3D MOL for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

3D SDF for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

3D-SDF for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

PDB for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

3D PDB for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

SMILES for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

INCHI for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

Structure for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)

3D Structure for NP0167205 ((2e)-3-(3,4-dimethoxyphenyl)prop-2-en-1-yl (9z,12z)-18-hydroxyoctadeca-9,12-dienoate)