Np mrd loader

Showing NP-Card for 1-Hexanol (NP0000521)

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Record Information
Version1.0
Created at2009-07-25 00:10:50 UTC
Updated at2022-01-01 16:41:13 UTC
NP-MRD IDNP0000521
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-Hexanol
Description1-Hexanol is an organic alcohol with a six carbon chain and a condensed structural formula of CH3(CH2)5OH. This colorless liquid is slightly soluble in water, but miscible with ether and ethanol. Two additional straight chain isomers of 1-hexanol exist, 2-hexanol and 3-hexanol, both of which differ by the location of the hydroxyl group. Many isomeric alcohols have the formula C6H13OH. 1-Hexanol is believed to be a component of the odour of freshly mown grass. It is used in the perfume industry.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0000521 (1-Hexanol)


  Mrv1652303202019022D          

  7  6  0  0  0  0            999 V2000
   -2.1434   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.2062    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
M  END
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3D MOL for NP0000521 (1-Hexanol)

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3D SDF for NP0000521 (1-Hexanol)

  Mrv1652303202019022D          

  7  6  0  0  0  0            999 V2000
   -2.1434   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.2062    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000521

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3

> <INCHI_KEY>
ZSIAUFGUXNUGDI-UHFFFAOYSA-N

> <FORMULA>
C6H14O

> <MOLECULAR_WEIGHT>
102.1748

> <EXACT_MASS>
102.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
13.270253988639562

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexan-1-ol

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
1.6944592760000001

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.843942866485467

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922593901992567

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
31.336899999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexanol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0000521 (1-Hexanol)
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PDB for NP0000521 (1-Hexanol)
HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -4.001  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -0.385   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

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3D PDB for NP0000521 (1-Hexanol)
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SMILES for NP0000521 (1-Hexanol)
CCCCCCO
Download
INCHI for NP0000521 (1-Hexanol)
InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3
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View in JSmol
Synonyms
ValueSource
1-Hexyl alcoholChEBI
1-HydroxyhexaneChEBI
Caproic alcoholChEBI
HexanolChEBI
N-Hexyl alcoholChEBI
Alcohol C-6HMDB
Alcohol(C6)HMDB
AmylcarbinolHMDB
BHLHMDB
C6 AlcoholHMDB
Caproyl alcoholHMDB
Cyclohexan-1-olHMDB
CyclohexanolHMDB
Epal 6HMDB
Exxal 6HMDB
Fatty alcohol(C6)HMDB
HEXHMDB
HexahydrophenolHMDB
HexalinHMDB
Hexan-1-olHMDB
Hexanol-(1)HMDB
Hexanol-CMPDHMDB
Hexyl alcoholHMDB
Hexyl alcohol (natural)HMDB
Hexyl alcohol, activeHMDB
N-Hexan-1-olHMDB
N-HexanolHMDB
N-HexenolHMDB
PentylcarbinolHMDB
1-Hexanol, aluminum saltHMDB
1-HexanolMeSH
Chemical FormulaC6H14O
Average Mass102.1748 Da
Monoisotopic Mass102.10447 Da
IUPAC Namehexan-1-ol
Traditional Namehexanol
CAS Registry Number111-27-3
SMILES
CCCCCCO
InChI Identifier
InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3
InChI KeyZSIAUFGUXNUGDI-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2021-12-25View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, experimental)Ahselim2021-12-25View Spectrum
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abies sachalinensisLOTUS Database
Acca sellowianaLOTUS Database
Actinidia chinensisLOTUS Database
Allium ampeloprasumLOTUS Database
Allium sativumFooDB
Aloe arborescensLOTUS Database
Amaranthus retroflexusLOTUS Database
Anas platyrhynchosFooDB
AnatidaeFooDB
Annona cherimolaFooDB
Anser anserFooDB
Aphomia sociellaAnimalia
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
    • Harvey J. Gold, Charles W. Wilson III The Volatile Flavor Substances of Celery. Journal of Food S...
Artemisia annuaPlant
Aspalathus linearisLOTUS Database
Aster scaberLOTUS Database
Astragalus membranaceusLOTUS Database
Atalantia buxifoliaLOTUS Database
Averrhoa carambolaLOTUS Database
Basella albaLOTUS Database
Bellis perennisLOTUS Database
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Brassica oleracea var. botrytisFooDB
    • L. Valettea X. Fernandez, S. Poulain, A.-M. Loiseau, L. Lizzani-Cuvelier, R. Levieil, L. Restier....
Brassica oleracea var. italicaFooDB
    • Charles F. Forney and Michael A. Jordan. Induction of Volatile Compounds in Broccoli by Postharve...
Brassica rapaLOTUS Database
Bubalus bubalisFooDB
Cannabis sativaCannabisDB
      Not Available
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum var. annuumFooDB
Carica papaya L.FooDB
Carthamus tinctoriusFooDB
Castanopsis cuspidataLOTUS Database
Cedronella canariensisLOTUS Database
Centaurea atropurpureaPlant
Centaurea orientalisPlant
Centaurea solstitialisLOTUS Database
CervidaeFooDB
Cervus canadensisFooDB
Chamaecyparis lawsonianaLOTUS Database
Cichorium endiviaLOTUS Database
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
Citrullus lanatusFooDB
Citrus hystrixPlant
Citrus iyoLOTUS Database
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiPlant
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Coffea arabica L.Plant
ColumbaFooDB
ColumbidaeFooDB
Cucumis meloFooDB
Cucumis sativus L.FooDB
    • Ancheng Zhou and Roger F. McFeeters. Volatile Compounds in Cucumbers Fermented in Low-Salt Condit...
Cucurbita maximaLOTUS Database
Cynara cardunculusLOTUS Database
Daphne papyraceaLOTUS Database
Daucus carotaLOTUS Database
Dianthus caryophyllusPlant
Dromaius novaehollandiaeFooDB
Dryopteris filix-masLOTUS Database
Epipactis helleborinePlant
Equus caballusFooDB
Eruca vesicaria subsp. SativaFooDB
Erythroxylum cocaLOTUS Database
Eupatorium cannabinumLOTUS Database
Eutrema japonicumLOTUS Database
Evolvulus alsinoidesLOTUS Database
Festuca rubraLOTUS Database
Fragaria x ananassaFooDB
    • D. D. Archbold, T. R. Hamilton-Kemp, M. M. Barth, and B. E. Langlois. Identifying Natural Volatil...
Gallus gallusFooDB
Garcinia mangostanaLOTUS Database
Geum heterocarpumLOTUS Database
Glycine maxFooDB
Glycyrrhiza glabraLOTUS Database
Gossypium hirsutumLOTUS Database
Hamamelis virginianaLOTUS Database
Heracleum persicumLOTUS Database
Hibiscus sabbariffaFooDB
Homo sapiensLOTUS Database
Hyssopus officinalis L.FooDB
Juglans nigraLOTUS Database
Juglans nigra L.FooDB
Laggera alataLOTUS Database
Lagopus mutaFooDB
Laurus nobilis L.FooDB
LeporidaeFooDB
Lepus timidusFooDB
Levisticum officinaleFooDB
Litchi chinensisLOTUS Database
Litsea cubebaPlant
Malus pumilaFooDB
Mandragora autumnalisPlant
Mangifera indicaPlant
Medicago sativaPlant
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Mentha spicataFooDB
Musa paradisiacaLOTUS Database
Mutisia friesianaLOTUS Database
Myrtus communisLOTUS Database
Numida meleagrisFooDB
OdocoileusFooDB
Olea europaeaLOTUS Database
Ophrys x splendidaLOTUS Database
Opuntia ficus-indicaLOTUS Database
OryctolagusFooDB
Oryza sativaFooDB
Ovis ariesFooDB
Paeonia lactifloraLOTUS Database
Parthenium confertumLOTUS Database
Pelargonium graveolensLOTUS Database
Petroselinum crispumFooDB
Phagnalon sordidumPlant
Phaseolus vulgarisLOTUS Database
PhasianidaeFooDB
Phasianus colchicusFooDB
Picea abiesLOTUS Database
Picea omorikaLOTUS Database
Pimenta dioicaFooDB
Platostoma africanumLOTUS Database
Plumeria rubraLOTUS Database
Polygala senegaLOTUS Database
Prunus aviumFooDB
    • Bernalte, M. J., Hernandez, M. T., Vidal-Aragon, M. C. & Sabio, E. (1999) Physical, chemical, fla...
Prunus dulcisLOTUS Database
Prunus persicaLOTUS Database
Pternistria bispinaLOTUS Database
Pyrus communisFooDB
    • Christian Chervin, Jim Speirs, Brian Loveys, Brian D Patterson. Influence of low oxygen storage o...
Pyrus pyrifoliaFooDB
    • Gary R. Takeoka, Ron G. Buttery, and Robert A. Flath. Volatile Constituents of Asian Pear (Pyrus ...
Quercus agrifoliaLOTUS Database
Rhodiola roseaPlant
Ribes nigrumFooDB
Rosa gallicaLOTUS Database
Salvia rosmarinusFooDB
Salvia sclareaLOTUS Database
Salvia syriacaLOTUS Database
Sambucus nigraFooDB
Santolina corsica Jordan et FourrPlant
Scrophularia umbrosaPlant
Scytosiphon lomentariaLOTUS Database
Sideritis chamaedrifoliaLOTUS Database
Solanum lycopersicum var. lycopersicumFooDB
Solanum stuckertiiLOTUS Database
Sphagneticola trilobataLOTUS Database
Spondias mombinLOTUS Database
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Taxus canadensisLOTUS Database
Taxus wallichianaPlant
Thymus longicaulisLOTUS Database
Tipuana tipuPlant
Tricholoma matsutakeLOTUS Database
Trifolium pratenseLOTUS Database
Trigonella foenum-graecumLOTUS Database
Triticum aestivumLOTUS Database
Turnera diffusaPlant
Uvaria chamaeLOTUS Database
Vaccinium corymbosumLOTUS Database
Vaccinium myrtillusFooDB
Vaccinium vitis-idaeaLOTUS Database
Valeriana officinalisLOTUS Database
Vasconcellea x heilborniiLOTUS Database
Vigna radiataFooDB
Vitis rotundifoliaLOTUS Database
Vitis viniferaLOTUS Database
Vitis vinifera L.FooDB
    • D. D. Archbold, T. R. Hamilton-Kemp, M. M. Barth, and B. E. Langlois. Identifying Natural Volatil...
Zanthoxylum schinifoliumLOTUS Database
Zea maysLOTUS Database
Zea mays L.FooDB
    • Carlos Macku, and Takayuki Shibamoto. Headspace volatile compounds formed from heated corn oil an...
Zingiber miogaLOTUS Database
Zingiber officinaleFooDB
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 Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-44.6 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.03Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility8.22 g/LALOGPS
logP2.03ALOGPS
logP1.69ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.34 m³·mol⁻¹ChemAxon
Polarizability13.27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0012971  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008072  
KNApSAcK IDC00000358  
Chemspider ID7812  
KEGG Compound IDC00854  
BioCyc IDHEXANOL-CMPD  
BiGG IDNot Available
Wikipedia Link1-Hexanol  
METLIN IDNot Available
PubChem Compound8103  
PDB IDHE2  
ChEBI ID87393  
Good Scents IDNot Available
References
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487  ] 
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246  ] 
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880  ] 
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567  ] 
  5. Thoming G, Knudsen GK: Attraction of pea moth Cydia nigricana to pea flower volatiles. Phytochemistry. 2014 Apr;100:66-75. doi: 10.1016/j.phytochem.2014.01.005. Epub 2014 Feb 5. [PubMed:24508043  ] 
  6. Zhang J, Shi J, Lv H, Liu Y: Induction of hexanol dehydrogenase in Geotrichum spp. by the addition of hexanol. Appl Microbiol Biotechnol. 2013 Feb;97(3):1279-87. doi: 10.1007/s00253-012-4280-0. Epub 2012 Jul 21. [PubMed:22821438  ] 
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.