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Showing NP-Card for (2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol (NP0240480)

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Record Information
Version2.0
Created at2022-09-07 00:19:15 UTC
Updated at2022-09-07 00:19:15 UTC
NP-MRD IDNP0240480
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol
DescriptionLyratol belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. (2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol is found in Artemisia herba-alba. (2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol was first documented in 2015 (PMID: 26281590). Based on a literature review a small amount of articles have been published on Lyratol (PMID: 32216988) (PMID: 30626015) (PMID: 29022760) (PMID: 28123569).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0240480 ((2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol)


  Mrv1652309072202192D          

 11 10  0  0  0  0            999 V2000
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    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
    0.8250    0.0000    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
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  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  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for NP0240480 ((2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol)

     RDKit          3D

 27 26  0  0  0  0  0  0  0  0999 V2000
   -1.8645   -2.2026   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519   -1.0762   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970   -0.1538    0.2426 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6025    0.1220    0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818   -0.3499   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -1.3182   -1.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0627    0.0533    0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    0.9571    1.4379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940    1.1250    0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964    1.3735   -0.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6563    2.0226    1.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1331   -2.8900   -1.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1709   -2.3969    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8730   -0.9027   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2295   -0.6157    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311    0.8502    1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234   -1.8114   -1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9523   -2.1853   -0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4223   -0.7765   -2.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052    0.5742   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6975   -0.8340    0.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281    0.6007    2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1696    0.7226   -1.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763    2.3115   -1.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9892    1.6891    2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7232    2.0411    1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4368    3.0702    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0
  9 10  2  3
  9  3  1  0
  3  2  1  0
  2  1  2  3
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 10 23  1  0
 10 24  1  0
  3 15  1  1
  2 14  1  0
  1 12  1  0
  1 13  1  0
  4 16  1  0
  6 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
M  END
Download

3D SDF for NP0240480 ((2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol)


  Mrv1652309072202192D          

 11 10  0  0  0  0            999 V2000
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    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
    0.8250    0.0000    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
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  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  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240480

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C(C=C)\C=C(/C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-5-10(8(2)3)6-9(4)7-11/h5-6,10-11H,1-2,7H2,3-4H3/b9-6+

> <INCHI_KEY>
NHJXCMQPMLBAMK-RMKNXTFCSA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.237

> <EXACT_MASS>
152.120115135

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.39634222374933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol

> <JCHEM_LOGP>
2.098779411333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.72735057057101

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0432568604322388

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
50.101299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0240480 ((2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol)

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PDB for NP0240480 ((2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol)
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       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7                                                            
CONECT    9    3   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0240480 ((2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol)
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SMILES for NP0240480 ((2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol)
CC(=C)C(C=C)\C=C(/C)CO
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INCHI for NP0240480 ((2e)-4-ethenyl-2,5-dimethylhexa-2,5-dien-1-ol)
InChI=1S/C10H16O/c1-5-10(8(2)3)6-9(4)7-11/h5-6,10-11H,1-2,7H2,3-4H3/b9-6+
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H16O
Average Mass152.2370 Da
Monoisotopic Mass152.12012 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC(=C)C(C=C)\C=C(/C)CO
InChI Identifier
InChI=1S/C10H16O/c1-5-10(8(2)3)6-9(4)7-11/h5-6,10-11H,1-2,7H2,3-4H3/b9-6+
InChI KeyNHJXCMQPMLBAMK-RMKNXTFCSA-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
Artemisia herba-albaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty alcohols  
Direct ParentFatty alcohols  
Alternative Parents
Substituents
  • Fatty alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • 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 IDC00010353  
Chemspider ID4575732  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5462982  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Nie XP, Zhang L, Yao F, Xiao K, Dai SJ: [Studies on sesquiterpenes from Solanum septemlobum]. Zhongguo Zhong Yao Za Zhi. 2015 Apr;40(8):1514-7. [PubMed:26281590  ] 
  2. Perez Rodriguez M, Dastmalchi K, Yoo B, Stark RE: Needle in a haystack: Antibacterial activity-guided fractionation of a potato wound tissue extract. Bioorg Med Chem. 2020 May 1;28(9):115428. doi: 10.1016/j.bmc.2020.115428. Epub  2020 Mar 23. [PubMed:32216988  ] 
  3. Malti CEW, Baccati C, Mariani M, Hassani F, Babali B, Atik-Bekkara F, Paoli M, Maury J, Tomi F, Bekhechi C: Biological Activities and Chemical Composition of Santolina africana Jord. et Fourr. Aerial Part Essential Oil from Algeria: Occurrence of Polyacetylene Derivatives. Molecules. 2019 Jan 8;24(1):204. doi: 10.3390/molecules24010204. [PubMed:30626015  ] 
  4. Xianjin S, Sha S, Qi M, Zhang Z, Yang Y, Wu H, Li L, Wang W, Huang A: Terpenoids from the barks of Magnolia maudiae (Dunn) Figlar. Nat Prod Res. 2018 Jul;32(13):1518-1524. doi: 10.1080/14786419.2017.1385012. Epub  2017 Oct 12. [PubMed:29022760  ] 
  5. Chen M, Wu J, Zhang XX, Wang Q, Yan SH, Wang HD, Liu SL, Zou X: Anticancer activity of sesquiterpenoids extracted from Solanum lyratum via the induction of mitochondria-mediated apoptosis. Oncol Lett. 2017 Jan;13(1):370-376. doi: 10.3892/ol.2016.5404. Epub 2016 Nov 21. [PubMed:28123569  ] 
  6. LOTUS database [Link]