Np mrd loader

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.
Record Information
Created at2005-11-16 15:48:42 UTC
Updated at2021-10-07 20:40:10 UTC
NP-MRD IDNP0000037
Secondary Accession NumbersNone
Natural Product Identification
Common NameOctanol
Description1-Octanol, also known as octan-1-ol, is the organic compound with the molecular formula CH3(CH2)7OH. It is a fatty alcohol. Many other isomers are also known generically as octanols. Octanol is mainly produced industrially by the oligomerization of ethylene using triethylaluminium followed by oxidation of the alkylaluminium products. This route is known as the Ziegler alcohol synthesis. Octanol also occurs naturally in the form of esters in some essential oils. Octanol and water are immiscible. The distribution of a compound between water and octanol is used to calculate the partition coefficient (logP) of that molecule. Water/octanol partitioning is a good approximation of the partitioning between the cytosol and lipid membranes of living systems. Octanol is a colorless, slightly viscous liquid used as a defoaming or wetting agent. It is also used as a solvent for protective coatings, waxes, and oils, and as a raw material for plasticizers. It is also one of many compounds derived from tobacco and tobacco smoke and shown to increase the permeability of the membranes of human lung fibroblasts (PMID 7466833 ).
Capryl alcoholChEBI
Caprylic alcoholChEBI
N-Heptyl carbinolChEBI
Primary octyl alcoholChEBI
2-Capryl alcoholHMDB
2-Octanol ~99%HMDB
Alcohol C-8HMDB
Alfol 8HMDB
Dytol m-83HMDB
Emery 3322HMDB
Emery 3324HMDB
Epal 8HMDB
Heptyl carbinolHMDB
Hexyl methyl carbinolHMDB
Lorol 20HMDB
Lorol C8HMDB
N-Octyl alcoholHMDB
Octan-2-ol 98+ %HMDB
Octyl alcoholHMDB
Octyl alcohol normal-primaryHMDB
Prim-N-octyl alcoholHMDB
Sipol L8HMDB
1 OctanolHMDB
N OctanolHMDB
Alcohol, N-octylHMDB
N Octyl alcoholHMDB
Chemical FormulaC8H18O
Average Mass130.2279 Da
Monoisotopic Mass130.13577 Da
IUPAC Nameoctan-1-ol
Traditional Nameoctanol
CAS Registry Number111-87-5
InChI Identifier
Spectrum TypeDescriptionDepositor IDDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart Lab2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Wishart Lab2021-06-20View Spectrum
Species of Origin
Species NameSourceReference
Allium grayiLOTUS Database
Alpinia latilabrisLOTUS Database
Anas platyrhynchosFooDB
Anethum foeniculumPlant
Anethum graveolensFooDB
Anser anserFooDB
Anthemis aciphyllaLOTUS Database
Anthemis aciphylla BOISS.var.discoidea BOISSKNApSAcK Database
Aspalathus linearisLOTUS Database
Aster scaberLOTUS Database
Atalantia buxifoliaLOTUS Database
Avena sativaLOTUS Database
Avena sativa L.FooDB
Averrhoa carambolaLOTUS Database
Bellis perennisLOTUS Database
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Boswellia sacraLOTUS Database
Brassica oleracea var. gongylodesFooDB
Bubalus bubalisFooDB
Cannabis sativaCannabisDB
      Not Available
Capillipedium parviflorumKNApSAcK Database
Capra aegagrus hircusFooDB
Castanopsis cuspidataLOTUS Database
Cervus canadensisFooDB
Cichorium endiviaLOTUS Database
Citrullus lanatusFooDB
Citrus aurantiifoliaFooDB
Citrus aurantiumLOTUS Database
Citrus iyoLOTUS Database
Citrus limonFooDB
Citrus reticulataKNApSAcK Database
Citrus sinensisLOTUS Database
Citrus sinensis L.KNApSAcK Database
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Coriandrum sativumLOTUS Database
Coriandrum sativum L.FooDB
Cucumis sativus L.FooDB
    • Ancheng Zhou and Roger F. McFeeters. Volatile Compounds in Cucumbers Fermented in Low-Salt Condit...
Daphne odoraLOTUS Database
Dromaius novaehollandiaeFooDB
Elettaria cardamomumFooDB
Equus caballusFooDB
Erica manipulifloraLOTUS Database
Eruca vesicaria subsp. SativaFooDB
Eupatorium cannabinumLOTUS Database
Festuca rubraLOTUS Database
Foeniculum vulgareKNApSAcK Database
Gallus gallusFooDB
Glehnia littoralisLOTUS Database
Glycine maxFooDB
Hamamelis virginianaLOTUS Database
Heracleum antasiaticumLOTUS Database
Heracleum persicumLOTUS Database
Ilex paraguariensisLOTUS Database
Lagopus mutaFooDB
Lentinus edodesFooDB
Lepus timidusFooDB
Mandragora autumnalisKNApSAcK Database
Mandragora officinarumLOTUS Database
Medicago sativaKNApSAcK Database
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Mentha spicataFooDB
Numida meleagrisFooDB
Ocimum basilicumFooDB
Ocimum gratissimumLOTUS Database
Oecophylla smaragdinaLOTUS Database
Ophrys fuscaKNApSAcK Database
Ophrys luteaKNApSAcK Database
Ophrys x splendidaLOTUS Database
Opuntia ficus-indicaLOTUS Database
Origanum cordifoliumLOTUS Database
Ovis ariesFooDB
Panax quinquefoliumKNApSAcK Database
Panax quinquefoliusPlant
Pastinaca sativaFooDB
Pectis elongataLOTUS Database
Pelargonium endlicherianumLOTUS Database
Persea americanaLOTUS Database
Phaseolus vulgarisLOTUS Database
Phasianus colchicusFooDB
Pimenta dioicaFooDB
Pimenta racemosaLOTUS Database
Platostoma africanumLOTUS Database
Pleurotus ostreatusLOTUS Database
Plumeria rubraLOTUS Database
Polygala senegaLOTUS Database
Prunus aviumKNApSAcK Database
Prunus dulcisLOTUS Database
Psidium guajavaFooDB
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 ...
Rhodiola crenulataLOTUS Database
Rhodiola roseaPlant
Rhodiola rosea L.KNApSAcK Database
Salvia rosmarinusFooDB
Santalum albumKNApSAcK Database
Saposhnikovia divaricataKNApSAcK Database
Satureja montanaFooDB
Senegalia berlandieriLOTUS Database
Sideritis athoaLOTUS Database
Sideritis romanaLOTUS Database
Sideritis tragoriganumLOTUS Database
Solanum stuckertiiLOTUS Database
Spondias mombinLOTUS Database
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Tagetes minutaLOTUS Database
Tamarindus indicaFooDB
Taxus canadensisLOTUS Database
Terminalia chebulaLOTUS Database
Thymus eriocalyxKNApSAcK Database
Thymus longicaulisLOTUS Database
Thymus X-porlockKNApSAcK Database
Thymus zygioidesLOTUS Database
Tipuana tipuKNApSAcK Database
Tordylium apulumLOTUS Database
Tricholoma matsutakeLOTUS Database
Triticum aestivumFooDB
Vaccinium corymbosumFooDB
Vaccinium macrocarponLOTUS Database
Vasconcellea x heilborniiLOTUS Database
Vigna radiataFooDB
Vitis rotundifoliaLOTUS Database
Vitis viniferaLOTUS Database
Vitis vinifera L.FooDB
Zanthoxylum simulansLOTUS Database
Zea maysLOTUS Database
Zea mays L.FooDB
Zingiber miogaLOTUS Database
Zingiber officinaleFooDB
Species Where Detected
Species NameSourceReference
Lentinus edodes Sing.KNApSAcK 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
  • Fatty alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
Experimental Properties
Melting Point-15.5 °C
Boiling Point195 °C
Water Solubility0.54 mg/mL
LogP3.00Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
Water Solubility0.53 g/LALOGPS
pKa (Strongest Acidic)16.84ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity40.54 m³·mol⁻¹ChemAxon
Polarizability17.42 ųChemAxon
Number of Rings0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
DrugBank IDDB12452
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012583
KNApSAcK IDC00001264
Chemspider ID932
KEGG Compound IDC00756
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkOctanol
PubChem Compound957
PDB IDNot Available
ChEBI ID16188
Good Scents IDrw1021071
General References
  1. Fujioka H, Murase K, Inoue T, Ishimaru Y, Akamune A, Yamamoto Y, Ikezoe J: A method for estimating the integral of the input function for the quantification of cerebral blood flow with 123I-IMP using one-point arterial blood sampling. Nucl Med Commun. 1998 Jun;19(6):561-6. [PubMed:10234660 ]
  2. Tuntland T, Odinecs A, Pereira CM, Nosbisch C, Unadkat JD: In vitro models to predict the in vivo mechanism, rate, and extent of placental transfer of dideoxynucleoside drugs against human immunodeficiency virus. Am J Obstet Gynecol. 1999 Jan;180(1 Pt 1):198-206. [PubMed:9914604 ]
  3. Okazawa H, Yonekura Y, Fujibayashi Y, Nishizawa S, Magata Y, Ishizu K, Tanaka F, Tsuchida T, Tamaki N, Konishi J: Clinical application and quantitative evaluation of generator-produced copper-62-PTSM as a brain perfusion tracer for PET. J Nucl Med. 1994 Dec;35(12):1910-5. [PubMed:7989968 ]
  4. Anderson BD, Raykar PV: Solute structure-permeability relationships in human stratum corneum. J Invest Dermatol. 1989 Aug;93(2):280-6. [PubMed:2754277 ]
  5. Bunge AL, Cleek RL: A new method for estimating dermal absorption from chemical exposure: 2. Effect of molecular weight and octanol-water partitioning. Pharm Res. 1995 Jan;12(1):88-95. [PubMed:7724493 ]
  6. Potts RO, Guy RH: Predicting skin permeability. Pharm Res. 1992 May;9(5):663-9. [PubMed:1608900 ]
  7. Poulin P, Schoenlein K, Theil FP: Prediction of adipose tissue: plasma partition coefficients for structurally unrelated drugs. J Pharm Sci. 2001 Apr;90(4):436-47. [PubMed:11170034 ]
  8. Southwell D, Barry BW: Penetration enhancers for human skin: mode of action of 2-pyrrolidone and dimethylformamide on partition and diffusion of model compounds water, n-alcohols, and caffeine. J Invest Dermatol. 1983 Jun;80(6):507-14. [PubMed:6854051 ]
  9. Barry BW, Bennett SL: Effect of penetration enhancers on the permeation of mannitol, hydrocortisone and progesterone through human skin. J Pharm Pharmacol. 1987 Jul;39(7):535-46. [PubMed:2886623 ]
  10. Fujioka H, Murase K, Inoue T, Ishimaru Y, Ebara H, Akamune A, Yamamoto Y, Mochizuki T, Ikezoe J: [Estimation of integral of input function for quantification of cerebral blood flow with N-isopropyl-p-[123I]iodoamphetamine using one-point venous blood sampling]. Kaku Igaku. 1999 Oct;36(8):801-7. [PubMed:10586540 ]
  11. Ross1 JS, Shah JC: Reduction in skin permeation of N,N-diethyl-m-toluamide (DEET) by altering the skin/vehicle partition coefficient. J Control Release. 2000 Jul 3;67(2-3):211-21. [PubMed:10825555 ]
  12. Hadgraft J, Goosen C, du Plessis J, Flynn G: Predicting the dermal absorption of thalidomide and its derivatives. Skin Pharmacol Appl Skin Physiol. 2003 Mar-Apr;16(2):123-9. [PubMed:12637788 ]
  13. Al-Madhoun AS, Johnsamuel J, Barth RF, Tjarks W, Eriksson S: Evaluation of human thymidine kinase 1 substrates as new candidates for boron neutron capture therapy. Cancer Res. 2004 Sep 1;64(17):6280-6. [PubMed:15342416 ]
  14. Shun-xing L, Nan-sheng D, Feng-ying Z: Effect of digestive site acidity and compatibility on the species, lipopily and bioavailability of iron, manganese and zinc in Prunus persica Batsch and Carthamus tinctorus. Bioorg Med Chem Lett. 2004 Jan 19;14(2):505-10. [PubMed:14698191 ]
  15. Geyer H, Scheunert I, Korte F: Bioconcentration potential of organic environmental chemicals in humans. Regul Toxicol Pharmacol. 1986 Dec;6(4):313-47. [PubMed:3101145 ]
  16. Lange Y, Ye J, Steck TL: Activation of membrane cholesterol by displacement from phospholipids. J Biol Chem. 2005 Oct 28;280(43):36126-31. Epub 2005 Aug 29. [PubMed:16129675 ]
  17. Mantione KJ, Goumon Y, Esch T, Stefano GB: Morphine 6beta glucuronide: fortuitous morphine metabolite or preferred peripheral regulatory opiate? Med Sci Monit. 2005 May;11(5):MS43-46. Epub 2005 Apr 28. [PubMed:15874899 ]
  18. Stafford RG, Mehta M, Kemppainen BW: Comparison of the partition coefficient and skin penetration of a marine algal toxin (lyngbyatoxin A). Food Chem Toxicol. 1992 Sep;30(9):795-801. [PubMed:1427518 ]
  19. Makino K, Masuda Y, Gotoh S: [Measurement of regional cerebral blood flow using one-point arterial blood sampling and microsphere model with 123I-IMP: correction of one-point arterial sampling count by whole brain count ratio]. Kaku Igaku. 1998 Jul;35(6):405-12. [PubMed:9753919 ]
  20. Zuo Y, Yeh JZ, Narahashi T: Octanol modulation of neuronal nicotinic acetylcholine receptor single channels. Alcohol Clin Exp Res. 2004 Nov;28(11):1648-56. [PubMed:15547451 ]
  21. Thelestam M, Curvall M, Enzell CR: Effect of tobacco smoke compounds on the plasma membrane of cultured human lung fibroblasts. Toxicology. 1980;15(3):203-17. [PubMed:7466833 ]