Np mrd loader

Showing NP-Card for 1-isopropyl-4-methylidenecyclohexan-1-ol (NP0269981)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version1.0
Created at2022-09-08 15:37:35 UTC
Updated at2022-09-08 15:37:35 UTC
NP-MRD IDNP0269981
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-isopropyl-4-methylidenecyclohexan-1-ol
DescriptionSCHEMBL9532794 belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. 1-isopropyl-4-methylidenecyclohexan-1-ol is found in Pinus pumila. Based on a literature review very few articles have been published on SCHEMBL9532794.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0269981 (1-isopropyl-4-methylidenecyclohexan-1-ol)


  Mrv1652309082217372D          

 11 11  0  0  0  0            999 V2000
    0.7145   -1.2375    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
   -0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.7262    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
    1.4289   -0.0000    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  1  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
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
Download

3D MOL for NP0269981 (1-isopropyl-4-methylidenecyclohexan-1-ol)

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    3.2171   -0.2761   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9995   -0.3770   -0.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8343   -0.1326   -1.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2097    0.5804   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6661   -0.2588    0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8234   -0.9832   -0.1802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238    0.6941    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1186    1.6530    0.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5204   -0.0476    2.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3642   -1.1965    0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817   -0.7387    0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583   -0.0095   -2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1126   -0.4529   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -1.0445   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    0.6044   -2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0739    0.7742   -1.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589    1.5003   -0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6322   -1.9343   -0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197    1.3026    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7321    2.5160    0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304    1.1789    0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5452    2.0603    1.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    0.3756    2.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -1.1164    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7741    0.0857    3.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2308   -1.3149    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469   -2.1662    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216   -1.4602    0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    0.1838    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  9  1  0
  7  5  1  0
  5  6  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 11  1  0
 11 10  1  0
 10  5  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  7 19  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
  6 18  1  0
  4 16  1  0
  4 17  1  0
  3 14  1  0
  3 15  1  0
  1 12  1  0
  1 13  1  0
 11 28  1  0
 11 29  1  0
 10 26  1  0
 10 27  1  0
M  END
Download

3D SDF for NP0269981 (1-isopropyl-4-methylidenecyclohexan-1-ol)


  Mrv1652309082217372D          

 11 11  0  0  0  0            999 V2000
    0.7145   -1.2375    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
   -0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.7262    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
    1.4289   -0.0000    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  1  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
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0269981

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1(O)CCC(=C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h8,11H,3-7H2,1-2H3

> <INCHI_KEY>
OCWKXVANBBPRFP-UHFFFAOYSA-N

> <FORMULA>
C10H18O

> <MOLECULAR_WEIGHT>
154.253

> <EXACT_MASS>
154.1357652

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
18.65185061995964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methylidene-1-(propan-2-yl)cyclohexan-1-ol

> <JCHEM_LOGP>
2.388138637999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.537037562738451

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
47.2354

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-isopropyl-4-methylidenecyclohexan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0269981 (1-isopropyl-4-methylidenecyclohexan-1-ol)

Download
PDB for NP0269981 (1-isopropyl-4-methylidenecyclohexan-1-ol)
HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.344   3.490   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.797   4.937   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.840   3.222   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   10                                             
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11                                                       
CONECT   11   10    2                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

Download
3D PDB for NP0269981 (1-isopropyl-4-methylidenecyclohexan-1-ol)
Download
SMILES for NP0269981 (1-isopropyl-4-methylidenecyclohexan-1-ol)
CC(C)C1(O)CCC(=C)CC1
Download
INCHI for NP0269981 (1-isopropyl-4-methylidenecyclohexan-1-ol)
InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h8,11H,3-7H2,1-2H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC10H18O
Average Mass154.2530 Da
Monoisotopic Mass154.13577 Da
IUPAC Name4-methylidene-1-(propan-2-yl)cyclohexan-1-ol
Traditional Name1-isopropyl-4-methylidenecyclohexan-1-ol
CAS Registry NumberNot Available
SMILES
CC(C)C1(O)CCC(=C)CC1
InChI Identifier
InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h8,11H,3-7H2,1-2H3
InChI KeyOCWKXVANBBPRFP-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 Origin
Species NameSourceReference
Pinus pumilaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentMenthane monoterpenoids  
Alternative Parents
Substituents
  • P-menthane monoterpenoid
    • 

  • Monocyclic monoterpenoid
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP2.39ChemAxon
pKa (Strongest Basic)-0.54ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.24 m³·mol⁻¹ChemAxon
Polarizability18.65 ųChemAxon
Number of Rings1ChemAxon
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 ID8373291  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10197791  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]