NP-MRD: Showing NP-Card for 1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone (NP0240219)

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Record Information

Version

2.0

Created at

2022-09-06 23:59:15 UTC

Updated at

2022-09-06 23:59:16 UTC

NP-MRD ID

NP0240219

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone

Description

CHEMBL401606 belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone is found in Melicope semecarpifolia. Based on a literature review very few articles have been published on CHEMBL401606.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
   -7.2196    1.6275    0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6808    0.3178    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4488   -0.3935    1.5837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3336   -0.1155    0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8241   -1.3388    0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5496   -2.2345    1.7319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071   -1.7022    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6997   -0.8864   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3906   -1.2582   -0.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398   -0.3229   -1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934   -0.8588   -1.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8265   -0.2439   -1.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609    1.0517   -0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525   -0.8306   -1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025   -1.2102   -0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3936   -0.1717    0.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6831    0.1738    0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7085   -0.5358    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1185    1.2127    1.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2383    0.3175   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5142    0.7107   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9911    1.9640   -0.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2835    1.7590    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2394    1.6592   -0.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6264    2.4790    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4477   -2.1971    2.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1549   -2.6547    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462   -0.1870   -2.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6783    0.6136   -0.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7644   -1.7892   -2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9646    1.7174   -0.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587    1.5444   -0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621    0.8724    0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0362   -1.6648   -2.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7052   -0.0067   -1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9522   -1.6503   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5397   -2.0938    0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819    0.3744    1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7286   -0.1600    0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4918   -0.3530   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6986   -1.5962    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3299    1.9982    1.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0362    1.7332    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2440    0.7822    2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6248    0.9935   -1.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950    2.5536   -1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 19  1  0
 17 16  2  3
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  4 21  1  0
 21 22  1  0
 21 20  2  0
 20  8  1  0
 18 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 16 38  1  0
 15 36  1  0
 15 37  1  0
 14 34  1  0
 14 35  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 11 30  1  0
 10 28  1  0
 10 29  1  0
  7 27  1  0
  6 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 46  1  0
 20 45  1  0
M  END


  Mrv1652309072201592D          

 22 22  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240219

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\COC1=CC(O)=C(C(C)=O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O4/c1-12(2)6-5-7-13(3)8-9-22-15-10-16(20)18(14(4)19)17(21)11-15/h6,8,10-11,20-21H,5,7,9H2,1-4H3/b13-8+

> <INCHI_KEY>
LBLRLPQWUQITCP-MDWZMJQESA-N

> <FORMULA>
C18H24O4

> <MOLECULAR_WEIGHT>
304.386

> <EXACT_MASS>
304.167459253

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.904284071050384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethan-1-one

> <JCHEM_LOGP>
5.087051790333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.200468858830215

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.888310355360202

> <JCHEM_PKA_STRONGEST_BASIC>
-4.658062143585654

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
89.80659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+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  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    8   21                                                       
CONECT   21   20    4   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₄O₄

Average Mass

304.3860 Da

Monoisotopic Mass

304.16746 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\COC1=CC(O)=C(C(C)=O)C(O)=C1

InChI Identifier

InChI=1S/C18H24O4/c1-12(2)6-5-7-13(3)8-9-22-15-10-16(20)18(14(4)19)17(21)11-15/h6,8,10-11,20-21H,5,7,9H2,1-4H3/b13-8+

InChI Key

LBLRLPQWUQITCP-MDWZMJQESA-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
Melicope semecarpifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Acetophenone
Phenoxy compound
Benzoyl
Aryl alkyl ketone
Phenol ether
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ether
Organic oxide
Hydrocarbon derivative
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

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

9034965

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10859675

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone (NP0240219)

MOL for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

3D MOL for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

3D SDF for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

3D-SDF for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

PDB for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

3D PDB for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

SMILES for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

INCHI for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

Structure for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)

3D Structure for NP0240219 (1-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2,6-dihydroxyphenyl)ethanone)