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Showing NP-Card for 8-hydroxy-2,5,8-trimethylnonan-4-one (NP0207428)

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Record Information
Version2.0
Created at2022-09-05 04:01:50 UTC
Updated at2022-09-05 04:01:50 UTC
NP-MRD IDNP0207428
Secondary Accession NumbersNone
Natural Product Identification
Common Name8-hydroxy-2,5,8-trimethylnonan-4-one
DescriptionStigmolone belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 8-hydroxy-2,5,8-trimethylnonan-4-one was first documented in 2011 (PMID: 21510644). Based on a literature review very few articles have been published on Stigmolone.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0207428 (8-hydroxy-2,5,8-trimethylnonan-4-one)


  Mrv1652309052206012D          

 14 13  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.8414    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
M  END
Download

3D MOL for NP0207428 (8-hydroxy-2,5,8-trimethylnonan-4-one)

     RDKit          3D

 38 37  0  0  0  0  0  0  0  0999 V2000
    2.7188   -0.7840    1.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1141   -0.0493    0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2015    0.9517    0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    0.7348   -0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8371   -0.0993   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815   -1.2907   -0.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3253    0.5900   -1.2320 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2358    1.2596   -2.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -0.3146   -1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0666   -1.1059   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7604   -0.4053    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0017    0.5205    1.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3291   -1.5219    1.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.2212    0.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6761   -1.0316    2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1992   -1.7333    1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1716   -0.1117    2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5540   -0.7589   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5625    1.5177   -0.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0519    0.4526    1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8088    1.7019    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    1.5081    0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4159    1.2458   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    1.3853   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5290    2.3109   -2.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444    0.6688   -2.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6116    1.3249   -3.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273   -0.9549   -2.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2610    0.3306   -2.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814   -1.9098   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8685   -1.7336   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459    0.4318    2.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1488    1.6005    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    0.3221    1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336   -1.8002    2.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6320   -2.3870    0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1373   -1.0506    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0873   -0.0361   -0.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  1
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
M  END
Download

3D SDF for NP0207428 (8-hydroxy-2,5,8-trimethylnonan-4-one)


  Mrv1652309052206012D          

 14 13  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.8414    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0207428

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H24O2/c1-9(2)8-11(13)10(3)6-7-12(4,5)14/h9-10,14H,6-8H2,1-5H3

> <INCHI_KEY>
YMTLJHRYMFKYSF-UHFFFAOYSA-N

> <FORMULA>
C12H24O2

> <MOLECULAR_WEIGHT>
200.322

> <EXACT_MASS>
200.177630013

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
24.556955770803107

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-2,5,8-trimethylnonan-4-one

> <JCHEM_LOGP>
2.931535948333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.518138674326472

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2599658369748497

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
59.360400000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-2,5,8-trimethylnonan-4-one

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0207428 (8-hydroxy-2,5,8-trimethylnonan-4-one)

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PDB for NP0207428 (8-hydroxy-2,5,8-trimethylnonan-4-one)
HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.976   3.644   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.977  -0.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.312   2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748   0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.208   3.437   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

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3D PDB for NP0207428 (8-hydroxy-2,5,8-trimethylnonan-4-one)
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SMILES for NP0207428 (8-hydroxy-2,5,8-trimethylnonan-4-one)
CC(C)CC(=O)C(C)CCC(C)(C)O
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INCHI for NP0207428 (8-hydroxy-2,5,8-trimethylnonan-4-one)
InChI=1S/C12H24O2/c1-9(2)8-11(13)10(3)6-7-12(4,5)14/h9-10,14H,6-8H2,1-5H3
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View in JSmol
Synonyms
ValueSource
2,5,8-Trimethyl-8-hydroxy-nonan-4-oneMeSH
2,5,8-Trimethyl-8-hydroxynonan-4-oneMeSH
Chemical FormulaC12H24O2
Average Mass200.3220 Da
Monoisotopic Mass200.17763 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC(C)CC(=O)C(C)CCC(C)(C)O
InChI Identifier
InChI=1S/C12H24O2/c1-9(2)8-11(13)10(3)6-7-12(4,5)14/h9-10,14H,6-8H2,1-5H3
InChI KeyYMTLJHRYMFKYSF-UHFFFAOYSA-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 OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct ParentTertiary alcohols  
Alternative Parents
Substituents
  • Tertiary alcohol
    • 

  • Ketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9260006  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11084860  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Wengryniuk SE, Lim D, Coltart DM: Regioselective asymmetric alpha,alpha-bisalkylation of ketones via complex-induced syn-deprotonation of chiral N-amino cyclic carbamate hydrazones. J Am Chem Soc. 2011 Jun 8;133(22):8714-20. doi: 10.1021/ja202267k. Epub 2011 May  12. [PubMed:21510644  ] 
  2. LOTUS database [Link]