Np mrd loader

Showing NP-Card for Methyllinderone (NP0138948)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-06-29 19:32:56 UTC
Updated at2022-06-29 19:32:56 UTC
NP-MRD IDNP0138948
Secondary Accession NumbersNone
Natural Product Identification
Common NameMethyllinderone
DescriptionMethyllinderone belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Methyllinderone is found in Lindera erythrocarpa and Lindera lucida. Methyllinderone was first documented in 2005 (PMID: 16055336). Based on a literature review a small amount of articles have been published on Methyllinderone (PMID: 29937519) (PMID: 17538872).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0138948 (Methyllinderone)


  Mrv1652306292221322D          

 14 13  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  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  2  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
Download

3D MOL for NP0138948 (Methyllinderone)

     RDKit          3D

 38 37  0  0  0  0  0  0  0  0999 V2000
    6.0756    0.2969    0.7371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6394    0.4127    0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7189   -0.4682    1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2834   -0.3772    0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322   -0.7632   -0.8792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6903   -0.7282   -1.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1072    0.6182   -1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    0.6822   -1.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2724    0.9682   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142    1.0574   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5182    0.0766   -0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9364   -0.8784   -0.9350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8738    0.1117    1.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8113   -1.0475    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6495    1.2203    0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396    0.1764    1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5550   -0.5815    0.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3513    1.4696    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6128    0.0399   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950   -1.5208    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012   -0.0849    2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0211    0.7201    0.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649   -0.9652    1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -1.7832   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926   -0.0737   -1.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895   -1.4732   -0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5053   -1.1536   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252    1.4319   -1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1642    0.8546    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5793    0.4922   -2.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403    1.1497    0.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7876    0.9554   -2.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    2.1204   -0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.0899    1.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2953    1.0877    1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3520   -1.9828    1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7847   -0.8533    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8836   -1.1172    2.5906 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
M  END
Download

3D SDF for NP0138948 (Methyllinderone)


  Mrv1652306292221322D          

 14 13  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  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  2  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC\C=C\CC(=O)CC

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O/c1-3-5-6-7-8-9-10-11-12-13(14)4-2/h10-11H,3-9,12H2,1-2H3/b11-10+

> <INCHI_KEY>
VZVCJGQVOYLQCT-ZHACJKMWSA-N

> <FORMULA>
C13H24O

> <MOLECULAR_WEIGHT>
196.334

> <EXACT_MASS>
196.182715393

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
25.42489417141136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E)-tridec-5-en-3-one

> <ALOGPS_LOGP>
5.17

> <JCHEM_LOGP>
4.701979165666668

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.530265998856173

> <JCHEM_PKA_STRONGEST_BASIC>
-7.418827742879442

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
63.373200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5E)-tridec-5-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0138948 (Methyllinderone)

Download
PDB for NP0138948 (Methyllinderone)
HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.956   4.977   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.622   5.747   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      15.289   5.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.289   7.287   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
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                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

Download
3D PDB for NP0138948 (Methyllinderone)
Download
SMILES for NP0138948 (Methyllinderone)
CCCCCCC\C=C\CC(=O)CC
Download
INCHI for NP0138948 (Methyllinderone)
InChI=1S/C13H24O/c1-3-5-6-7-8-9-10-11-12-13(14)4-2/h10-11H,3-9,12H2,1-2H3/b11-10+
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC13H24O
Average Mass196.3340 Da
Monoisotopic Mass196.18272 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CCCCCCC\C=C\CC(=O)CC
InChI Identifier
InChI=1S/C13H24O/c1-3-5-6-7-8-9-10-11-12-13(14)4-2/h10-11H,3-9,12H2,1-2H3/b11-10+
InChI KeyVZVCJGQVOYLQCT-ZHACJKMWSA-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
Lindera erythrocarpaLOTUS Database
Lindera lucidaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketones. These are organic compounds  in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentKetones  
Alternative Parents
Substituents
  • Ketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID10709233  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethyllinderone  
METLIN IDNot Available
PubChem Compound21953547  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Song X, Liu C, Chen P, Zhang H, Sun R: Natural Product-Based Pesticide Discovery: Design, Synthesis and Bioactivity Studies of N-Amino-Maleimide Derivatives. Molecules. 2018 Jun 24;23(7). pii: molecules23071521. doi: 10.3390/molecules23071521. [PubMed:29937519  ] 
  2. Oh HM, Choi SK, Lee JM, Lee SK, Kim HY, Han DC, Kim HM, Son KH, Kwon BM: Cyclopentenediones, inhibitors of farnesyl protein transferase and anti-tumor compounds, isolated from the fruit of Lindera erythrocarpa Makino. Bioorg Med Chem. 2005 Nov 15;13(22):6182-7. doi: 10.1016/j.bmc.2005.06.029. Epub  2005 Aug 1. [PubMed:16055336  ] 
  3. Hwang EI, Lee YM, Lee SM, Yeo WH, Moon JS, Kang TH, Park KD, Kim SU: Inhibition of chitin synthase 2 and antifungal activity of lignans from the stem bark of Lindera erythrocarpa. Planta Med. 2007 Jun;73(7):679-82. doi: 10.1055/s-2007-981526. Epub 2007 May 31. [PubMed:17538872  ]