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Showing NP-Card for Cyclohexanol (NP0002739)

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Record Information
Version1.0
Created at2020-11-23 19:39:14 UTC
Updated at2021-08-19 23:59:18 UTC
NP-MRD IDNP0002739
Secondary Accession NumbersNone
Natural Product Identification
Common NameCyclohexanol
Provided ByBMRBBMRB logo
DescriptionCyclohexanol is also known as hexahydrophenol or hexalin. Cyclohexanol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Cyclohexanol is found in Gossypium hirsutum. It was first documented in 2001 (PMID: 11682644). Based on a literature review a significant number of articles have been published on Cyclohexanol (PMID: 17984079) (PMID: 23825601) (PMID: 34598045) (PMID: 34583052).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002739 (Cyclohexanol)


  Mrv1652310101703112D          

  7  7  0  0  0  0            999 V2000
    0.7145   -0.4125    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
   -0.0000    0.0000    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
    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
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
M  END
Download

3D MOL for NP0002739 (Cyclohexanol)

NP0002739
     RDKit          3D

 19 19  0  0  0  0  0  0  0  0999 V2000
    2.1146    0.6256   -1.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1922    0.3805   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896   -1.0311   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319   -1.3555    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004   -0.2430   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665    0.9545    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1194    1.4028   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989    0.0310   -0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729    0.6323    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1422   -1.5292   -1.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874   -1.5822    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -2.2242   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146   -1.7362    1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -0.5598    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988   -0.0146   -1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018    1.7331    0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6251    0.5721    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126    1.5631   -1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4694    2.3808    0.1807 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  2  1  0
  1  8  1  0
  2  9  1  0
  3 10  1  0
  3 11  1  0
  4 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
M  END
Download

3D SDF for NP0002739 (Cyclohexanol)


  Mrv1652310101703112D          

  7  7  0  0  0  0            999 V2000
    0.7145   -0.4125    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
   -0.0000    0.0000    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
    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
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0002739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2

> <INCHI_KEY>
HPXRVTGHNJAIIH-UHFFFAOYSA-N

> <FORMULA>
C6H12O

> <MOLECULAR_WEIGHT>
100.1589

> <EXACT_MASS>
100.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
11.941435170986574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
cyclohexanol

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
1.2806934630000002

> <ALOGPS_LOGS>
-0.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.183546936516187

> <JCHEM_PKA_STRONGEST_BASIC>
-1.406316569967819

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
29.275499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyclohexanol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002739 (Cyclohexanol)

NP0002739
     RDKit          3D

 19 19  0  0  0  0  0  0  0  0999 V2000
    2.1146    0.6256   -1.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1922    0.3805   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896   -1.0311   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319   -1.3555    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004   -0.2430   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665    0.9545    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1194    1.4028   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8989    0.0310   -0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729    0.6323    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1422   -1.5292   -1.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874   -1.5822    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -2.2242   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146   -1.7362    1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -0.5598    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988   -0.0146   -1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018    1.7331    0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6251    0.5721    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2126    1.5631   -1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4694    2.3808    0.1807 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  2  1  0
  1  8  1  0
  2  9  1  0
  3 10  1  0
  3 11  1  0
  4 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
M  END
Download

PDB for NP0002739 (Cyclohexanol)

HEADER    PROTEIN                                 10-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-17         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5    7                                                  
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END
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3D PDB for NP0002739 (Cyclohexanol)

COMPND    NP0002739
HETATM    1  O1  UNL     1       2.115   0.626  -1.092  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.192   0.381  -0.047  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.790  -1.031  -0.074  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.632  -1.355   0.127  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.600  -0.243  -0.101  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.067   0.955   0.662  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.119   1.403  -0.174  1.00  0.00           C  
HETATM    8  H1  UNL     1       2.899   0.031  -0.967  1.00  0.00           H  
HETATM    9  H2  UNL     1       1.773   0.632   0.890  1.00  0.00           H  
HETATM   10  H3  UNL     1       1.142  -1.529  -1.026  1.00  0.00           H  
HETATM   11  H4  UNL     1       1.387  -1.582   0.715  1.00  0.00           H  
HETATM   12  H5  UNL     1      -0.943  -2.224  -0.524  1.00  0.00           H  
HETATM   13  H6  UNL     1      -0.815  -1.736   1.174  1.00  0.00           H  
HETATM   14  H7  UNL     1      -2.592  -0.560   0.246  1.00  0.00           H  
HETATM   15  H8  UNL     1      -1.599  -0.015  -1.203  1.00  0.00           H  
HETATM   16  H9  UNL     1      -1.802   1.733   0.827  1.00  0.00           H  
HETATM   17  H10 UNL     1      -0.625   0.572   1.623  1.00  0.00           H  
HETATM   18  H11 UNL     1      -0.213   1.563  -1.236  1.00  0.00           H  
HETATM   19  H12 UNL     1       0.469   2.381   0.181  1.00  0.00           H  
CONECT    1    2    8
CONECT    2    3    7    9
CONECT    3    4   10   11
CONECT    4    5   12   13
CONECT    5    6   14   15
CONECT    6    7   16   17
CONECT    7   18   19
END
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SMILES for NP0002739 (Cyclohexanol)

OC1CCCCC1
Download

INCHI for NP0002739 (Cyclohexanol)

InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2
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View in JSmolView NMR Assignments
Synonyms
ValueSource
1-CyclohexanolChEBI
Cyclohexan-1-olChEBI
Cyclohexyl alcoholChEBI
HexahydrophenolChEBI
HexalinChEBI
HydrophenolChEBI
HydroxycyclohexaneChEBI
CyclohexanolsMeSH
Chemical FormulaC6H12O
Average Mass100.1589 Da
Monoisotopic Mass100.08882 Da
IUPAC Namecyclohexanol
Traditional Namecyclohexanol
CAS Registry NumberNot Available
SMILES
OC1CCCCC1
InChI Identifier
InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2
InChI KeyHPXRVTGHNJAIIH-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Gossypium hirsutumLOTUS Database
Monodora myristicaKNApSAcK Database
Ocimum basilicumFooDB
Solanum lycopersicum var. lycopersicumFooDB
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as cyclohexanols. These are compounds containing an alcohol group attached to a cyclohexane ring.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentCyclohexanols
Alternative Parents
Substituents
  • Cyclohexanol
  • Cyclic alcohol
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point25.50 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point158.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility42000 mg/L @ 10 °C (exp)The Good Scents Company Information System
LogP1.230The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP1.35ALOGPS
logP1.28ChemAxon
logS-0.77ALOGPS
pKa (Strongest Acidic)18.18ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity29.28 m³·mol⁻¹ChemAxon
Polarizability11.94 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0174748
DrugBank IDDB03703
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003415
KNApSAcK IDC00012002
Chemspider ID7678
KEGG Compound IDC00854
BioCyc IDCYCLOHEXANOL
BiGG IDNot Available
Wikipedia LinkCyclohexanol
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID18099
Good Scents IDrw1017341
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Escobar-Garcia D, Camacho-Carranza R, Perez I, Dorado V, Arriaga-Alba M, Espinosa-Aguirre JJ: S9 induction by the combined treatment with cyclohexanol and albendazole. Mutagenesis. 2001 Nov;16(6):523-8. doi: 10.1093/mutage/16.6.523. [PubMed:11682644 ]
  3. Oosterkamp MJ, Veuskens T, Talarico Saia F, Weelink SA, Goodwin LA, Daligault HE, Bruce DC, Detter JC, Tapia R, Han CS, Land ML, Hauser LJ, Langenhoff AA, Gerritse J, van Berkel WJ, Pieper DH, Junca H, Smidt H, Schraa G, Davids M, Schaap PJ, Plugge CM, Stams AJ: Genome analysis and physiological comparison of Alicycliphilus denitrificans strains BC and K601(T.). PLoS One. 2013 Jun 25;8(6):e66971. doi: 10.1371/journal.pone.0066971. Print 2013. [PubMed:23825601 ]
  4. Zhang J, Shi LY, Ding LP, Liu Y, Liang H, Tu PF, Li L, Zhang QY: Condensation derivatives of 4-isopropylbenzaldehyde with acetophenone from the red alga Laurencia tristicha. Phytochemistry. 2021 Sep 29;192:112960. doi: 10.1016/j.phytochem.2021.112960. [PubMed:34598045 ]
  5. Wang X, Feng X, Liu J, Huang Z, Zong S, Liu L, Liu J, Fang Y: Photo-thermo catalytic selective oxidation of cyclohexane by In-situ prepared nonstoichiometric Molybdenum oxide and Silver-palladium alloy composite. J Colloid Interface Sci. 2021 Sep 17;607(Pt 2):954-966. doi: 10.1016/j.jcis.2021.09.058. [PubMed:34583052 ]