NP-MRD: Showing NP-Card for 3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid (NP0261298)

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Record Information

Version

2.0

Created at

2022-09-08 03:42:35 UTC

Updated at

2022-09-08 03:42:35 UTC

NP-MRD ID

NP0261298

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid

Description

3-(8-Hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid is found in Sorangium cellulosum. Based on a literature review very few articles have been published on 3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082205422D          

 36 36  0  0  0  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309082205422D          

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 21 23  2  0  0  0  0
 23 24  1  4  0  0  0
 25 24  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  4  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261298

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC(=O)C=CCC(O)CC(C)=CCC=CCC(CC(O)=O)=CC(O)=O)=CCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O6/c1-23(16-18-25-11-6-4-7-12-25)17-19-27(31)14-9-15-28(32)20-24(2)10-5-3-8-13-26(21-29(33)34)22-30(35)36/h3-4,6-12,14,16,21,28,32H,5,13,15,17-20,22H2,1-2H3,(H,33,34)(H,35,36)

> <INCHI_KEY>
DLWDWAOHZVEUQO-UHFFFAOYSA-N

> <FORMULA>
C30H38O6

> <MOLECULAR_WEIGHT>
494.628

> <EXACT_MASS>
494.266838944

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
56.31062058722552

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid

> <JCHEM_LOGP>
5.811586547333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.6837049217451865

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9521306811870303

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1874035875230589

> <JCHEM_POLAR_SURFACE_AREA>
111.89999999999999

> <JCHEM_REFRACTIVITY>
147.1433000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  13.090   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  13.860   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336  13.090   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.002  15.400   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  16.170   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336  17.710   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  15.400   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003  16.170   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003  17.710   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.337  18.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.337  20.020   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.003  20.790   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.003  22.330   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.337  23.100   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.670  22.330   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.337  24.640   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.669  20.020   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.336  20.790   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.002  20.020   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.336  22.330   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    2   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   28   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

View in JSmol

Synonyms

Value	Source
3-(8-Hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioate	Generator

Chemical Formula

C₃₀H₃₈O₆

Average Mass

494.6280 Da

Monoisotopic Mass

494.26684 Da

IUPAC Name

3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid

Traditional Name

3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid

CAS Registry Number

Not Available

SMILES

CC(CCC(=O)C=CCC(O)CC(C)=CCC=CCC(CC(O)=O)=CC(O)=O)=CCC1=CC=CC=C1

InChI Identifier

InChI=1S/C30H38O6/c1-23(16-18-25-11-6-4-7-12-25)17-19-27(31)14-9-15-28(32)20-24(2)10-5-3-8-13-26(21-29(33)34)22-30(35)36/h3-4,6-12,14,16,21,28,32H,5,13,15,17-20,22H2,1-2H3,(H,33,34)(H,35,36)

InChI Key

DLWDWAOHZVEUQO-UHFFFAOYSA-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
Sorangium cellulosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Branched fatty acid
Hydroxy fatty acid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Unsaturated fatty acid
Benzenoid
Enone
Acryloyl-group
Alpha,beta-unsaturated ketone
Ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
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	5.81	ChemAxon
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	147.14 m³·mol⁻¹	ChemAxon
Polarizability	56.31 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

85261010

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid (NP0261298)

MOL for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

3D MOL for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

3D SDF for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

3D-SDF for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

PDB for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

3D PDB for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

SMILES for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

INCHI for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

Structure for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)

3D Structure for NP0261298 (3-(8-hydroxy-6,15-dimethyl-12-oxo-17-phenylheptadeca-2,5,10,15-tetraen-1-yl)pent-2-enedioic acid)