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Showing NP-Card for ipsenol (NP0176954)

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Record Information
Version2.0
Created at2022-09-03 14:42:26 UTC
Updated at2022-09-03 14:42:27 UTC
NP-MRD IDNP0176954
Secondary Accession NumbersNone
Natural Product Identification
Common Nameipsenol
DescriptionS-ipsenol belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). Thus, S-ipsenol is considered to be an isoprenoid. ipsenol is found in Ips cembrae and Ips paraconfusus. ipsenol was first documented in 2016 (PMID: 25783997). Based on a literature review very few articles have been published on S-ipsenol (PMID: 34293158).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0176954 (ipsenol)


  Mrv1652309032216422D          

 11 10  0  0  1  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
    2.4750    0.6039    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  1  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 O   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
    5.3329    0.6039    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for NP0176954 (ipsenol)

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
    3.5747    1.2192   -0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317   -0.0727   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2017   -0.7877   -0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2826   -2.1325   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744   -0.2005   -0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    0.2895    0.6564 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0441    1.1699    1.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093    0.9211    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0861    0.0535   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3873    0.8236   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885   -1.2389    0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5400    1.7187   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7621    1.8656   -0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -0.6365    0.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826   -2.6984   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2103   -2.6344    0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0820    0.6712   -1.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2781   -0.9502   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1392   -0.6045    1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435    2.0652    1.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155    1.1584    1.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9694    1.8443   -0.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625   -0.1796   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698    1.8861   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1809    0.3850    0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735    0.8432   -1.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406   -1.1105    1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -2.0256    0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3319   -1.6428   -0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 11  1  0
  9  8  1  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  3
  3  2  1  0
  2  1  2  3
 10 24  1  0
 10 25  1  0
 10 26  1  0
  9 23  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
  8 21  1  0
  8 22  1  0
  6 19  1  1
  7 20  1  0
  5 17  1  0
  5 18  1  0
  4 15  1  0
  4 16  1  0
  2 14  1  0
  1 12  1  0
  1 13  1  0
M  END
Download

3D SDF for NP0176954 (ipsenol)


  Mrv1652309032216422D          

 11 10  0  0  1  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
    2.4750    0.6039    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  1  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 O   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
    5.3329    0.6039    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0176954

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@H](O)CC(=C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O/c1-5-9(4)7-10(11)6-8(2)3/h5,8,10-11H,1,4,6-7H2,2-3H3/t10-/m0/s1

> <INCHI_KEY>
RHAXCOKCIAVHPB-JTQLQIEISA-N

> <FORMULA>
C10H18O

> <MOLECULAR_WEIGHT>
154.253

> <EXACT_MASS>
154.1357652

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.218908494432846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-2-methyl-6-methylideneoct-7-en-4-ol

> <JCHEM_LOGP>
2.555961091

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.116672031925674

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9981676532357094

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
49.198499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-2-methyl-6-methylideneoct-7-en-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0176954 (ipsenol)

Download
PDB for NP0176954 (ipsenol)
HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-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       4.620   1.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.287   1.127   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.955   1.127   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   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 NP0176954 (ipsenol)
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SMILES for NP0176954 (ipsenol)
CC(C)C[C@H](O)CC(=C)C=C
Download
INCHI for NP0176954 (ipsenol)
InChI=1S/C10H18O/c1-5-9(4)7-10(11)6-8(2)3/h5,8,10-11H,1,4,6-7H2,2-3H3/t10-/m0/s1
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View in JSmol
Synonyms
ValueSource
(S)-IpsenolMeSH
Chemical FormulaC10H18O
Average Mass154.2530 Da
Monoisotopic Mass154.13577 Da
IUPAC Name(4S)-2-methyl-6-methylideneoct-7-en-4-ol
Traditional Name(4S)-2-methyl-6-methylideneoct-7-en-4-ol
CAS Registry NumberNot Available
SMILES
CC(C)C[C@H](O)CC(=C)C=C
InChI Identifier
InChI=1S/C10H18O/c1-5-9(4)7-10(11)6-8(2)3/h5,8,10-11H,1,4,6-7H2,2-3H3/t10-/m0/s1
InChI KeyRHAXCOKCIAVHPB-JTQLQIEISA-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
Ips cembraeLOTUS Database
Ips paraconfususLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct ParentSecondary alcohols  
Alternative Parents
Substituents
  • Secondary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP2.56ChemAxon
pKa (Strongest Acidic)19.12ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity49.2 m³·mol⁻¹ChemAxon
Polarizability19.22 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID84129  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound93186  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Hou XQ, Yuvaraj JK, Roberts RE, Zhang DD, Unelius CR, Lofstedt C, Andersson MN: Functional Evolution of a Bark Beetle Odorant Receptor Clade Detecting Monoterpenoids of Different Ecological Origins. Mol Biol Evol. 2021 Oct 27;38(11):4934-4947. doi: 10.1093/molbev/msab218. [PubMed:34293158  ] 
  2. Chen DF, Li YJ, Zhang QH, Zhang SF, Wang HB, Zhang Z, Zhao LL, Kong XB: Population divergence of aggregation pheromone responses in Ips subelongatus in northeastern China. Insect Sci. 2016 Oct;23(5):728-38. doi: 10.1111/1744-7917.12221. Epub 2015 May  19. [PubMed:25783997  ] 
  3. LOTUS database [Link]