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1-heptanol

Chemical Structure

General Material Information

Preferred name 1-heptanol
Trivial Name 1-Heptanol
Short Description heptyl alcohol
Formula C7 H10 O
CAS Number 111-70-6
FEMA Number 2548
Flavis Number 2.021
ECHA Number 203-897-9
FDA UNII 8JQ5607IO5
Nikkaji Number J2.457K
Beilstein Number 1731686
MDL MFCD00002986
COE Number 70
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 94 heptyl alcohol
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 111-70-6 ; HEPTYL ALCOHOL
Synonyms
  • alcohol C-7
  • alcohol C-7 FCC
  • alcohol C-7 natural
  • alcohol, heptyl, 1-
  • enanthic alcohol
  • enanthyl alcohol
  • gentanol
  • heptan-1-ol
  • N- heptan-1-ol
  • N- heptanol
  • heptanol-1 FCC
  • heptyl alcohol
  • N- heptyl alcohol
  • heptyl alcohol natural
  • hexyl carbinol
  • hydroxy heptane
  • hydroxyheptane
  • 1-hydroxyheptane
  • n-Heptanol
  • 1-Hydroxyheptane
  • n-Heptyl alcohol
  • n-Heptan-1-ol
  • NSC 3703

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

heptan-1-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:111-70-6
Pubchem (cid):8129
Pubchem (sid):134975189
Flavornet:111-70-6
Pherobase:View
Publications by PubMed
Characterization of a new mobility separation tool: HRIMS as differential mobility analyzer.
Comparison between solid phase microextraction (SPME) and hollow fiber liquid phase microextraction (HFLPME) for determination of extractables from post-consumer recycled PET into food simulants.
Electro-driven extraction of inorganic anions from water samples and water miscible organic solvents and analysis by ion chromatography.
A laboratory evaluation of alcohols as attractants for the sandfly Lutzomyia longipalpis (Diptera:Psychodidae).
Characterizing olfactory perceptual similarity using carbon chain discrimination in Fischer 344 rats.
Optimization of two different dispersive liquid-liquid microextraction methods followed by gas chromatography-mass spectrometry determination for polycyclic aromatic hydrocarbons (PAHs) analysis in water.
Characterization of aroma compounds of Chinese famous liquors by gas chromatography-mass spectrometry and flash GC electronic-nose.
Role of gap junction-mediated communications in regulating large-scale chromatin configuration remodeling and embryonic developmental competence acquisition in fully grown bovine oocyte.
Simultaneous derivatization and extraction of chlorophenols in water samples with up-and-down shaker-assisted dispersive liquid-liquid microextraction coupled with gas chromatography/mass spectrometric detection.
Attractant and disruptant semiochemicals for Dendroctonus jeffreyi (Coleoptera: Curculionidae: Scolytinae).
Two-phase electromembrane extraction followed by gas chromatography-mass spectrometry analysis.
Identification of characteristic flavour precursors from enzymatic hydrolysis-mild thermal oxidation tallow by descriptive sensory analysis and gas chromatography-olfactometry and partial least squares regression.
Growth differentiation factor 5 modulation of chondrogenesis of self-assembled constructs involves gap junction-mediated intercellular communication.
Fabrication of novel nanoporous array anodic alumina solid-phase microextraction fiber coating and its potential application for headspace sampling of biological volatile organic compounds.
Change of volatile compounds in fresh fish meat during ice storage.
A synthetic recursive "+1" pathway for carbon chain elongation.
Trace determination of perchlorate using electromembrane extraction and capillary electrophoresis with capacitively coupled contactless conductivity detection.
Noninvasive evaluation of contractile behavior of cardiomyocyte monolayers based on motion vector analysis.
Laboratory investigation on the role of organics in atmospheric nanoparticle growth.
Simple models for the effect of aliphatic alcohol additives on the retention in reversed-phase liquid chromatography.
Development of a modified grating coupler in application to geosciences.
Inhibition of electrochemically controlled bioluminescence of bacterial luciferase by n-alkyl alcohols.
Patterned cardiomyocytes on microelectrode arrays as a functional, high information content drug screening platform.
Water structure and dynamics at a silica surface: Pake doublets in 1H NMR spectra.
NOS inhibition synchronizes calcium oscillations in human adipose tissue-derived mesenchymal stem cells by increasing gap-junctional coupling.
Assay for molecular transport across gap junction channels in one-dimensional cell arrays.
[Effects of gap junction blocking on the oxygen partial pressure in acupoints of the bladder meridian].
Retention prediction in reversed-phase liquid chromatography systems with methanol/water mobile phases containing different alkanols as additives.
Mechanisms of inhibition of CaV3.1 T-type calcium current by aliphatic alcohols.
Aromatic potential of botrytized white wine grapes: identification and quantification of new cysteine-S-conjugate flavor precursors.
Behavioral and electrophysiological responses of Triatoma brasiliensis males to volatiles produced in the metasternal glands of females.
Effect of the thermodynamic properties of W/O microemulsions on samarium oxide nanoparticle size.
Damaging effect of cumulus denudation on rabbit oocytes.
Aroma-active components of Lycii fructus (kukija).
Volatile compounds in dry-cured Serrano ham subjected to high pressure processing. Effect of the packaging material.
Solubilization in alkanes by alcohols as reverse hydrotropes or "lipotropes".
Paracrine factors from cumulus-enclosed oocytes ensure the successful maturation and fertilization in vitro of denuded oocytes in the cat model.
In vitro electrophysiological drug testing using human embryonic stem cell derived cardiomyocytes.
Heterologous expression of the alcohol dehydrogenase (adhI) gene from Geobacillus thermoglucosidasius strain M10EXG.
Novel fluoroalkyl end-capped amphiphilic diblock copolymers with pH/temperature response and self-assembly behavior.
Fabrication and characterization of cross-linkable hydrogel particles based on hyaluronic acid: potential application in vocal fold regeneration.
Application of a new theoretical procedure for calculating Kirkwood correlation factors in alkanol + hexane and alkanol + pentane mixtures.
Mice lacking NKCC1 have normal olfactory sensitivity.
Miscibility and interaction between 1-alkanol and short-chain phosphocholine in the adsorbed film and micelles.
Molecular interactions in alcohol-ethyl methacrylate mixtures.
Cardiac-restricted angiotensin-converting enzyme overexpression causes conduction defects and connexin dysregulation.
Stimulation of corneal epithelial migration by a synthetic peptide (PHSRN) corresponding to the second cell-binding site of fibronectin.
Electrokinetic migration of acidic drugs across a supported liquid membrane.
Fluorescent detection for cyclic and acyclic alcohol guests by naphthalene-appended amino-beta-cyclodextrins.
Kinetic model for reactivity in quaternary water-in-oil microemulsions.
Effect of heptanol on noradrenaline-induced contractions in rat vas deferens.
In vitro effects of insulin-like growth factors and insulin on oocyte maturation and maturation-inducing steroid production in ovarian follicles of common carp, Cyprinus carpio.
[The effect of gap blocker 1-heptanol on function and morphology of guinea pig cochlea].
Heat capacity studies of formation of micelle-like structure in aqueous solutions of some alkane polyols.
Improved vacuum-UV (VUV)-initiated photomineralization of organic compounds in water with a xenon excimer flow-through photoreactor (Xe2* lamp, 172 nm) containing an axially centered ceramic oxygenator.
Biocompatibility of a nonpenetrating synthetic cornea in vascularized rabbit corneas.
The potential role of gap junction communication between cumulus cells and bovine oocytes during in vitro maturation.
Aroma analysis of light-exposed milk stored with and without natural and synthetic antioxidants.
Insulin-like growth factor-I induces oocyte maturational competence but not meiotic resumption in white bass (Morone chrysops) follicles in vitro: evidence for rapid evolution of insulin-like growth factor action.
Comparison of the olfactory sensitivity of two sympatric steppe grasshopper species (Orthoptera: Acrididae) to plant volatile compounds.
Junctional and nonjunctional effects of heptanol and glycyrrhetinic acid derivates in rat mesenteric small arteries.
The nature of the hydrophobic n-alkanol binding site within the C1 domains of protein kinase Calpha.
Effect of alcohol addition to the aqueous phase on the thermal effects of micellization of cationic benzyldimethyldodecylammonium bromide and its adsorption onto porous and nonporous silicas.
General anesthetic octanol and related compounds activate wild-type and delF508 cystic fibrosis chloride channels.
Electron microprobe analysis of ouabain-exposed ciliary epithelium: PE-NPE cell couplets form the functional units.
Total synthesis of (+/-)-didehydrostemofoline (asparagamine A) and (+/-)-isodidehydrostemofoline.
An investigation of chemotaxis in the insect parasitic nematode Heterorhabditis bacteriophora.
Study of light-induced volatile compounds in goat's milk cheese.
Disposition of short-chain aliphatic alcohols in rabbit vitreous by ocular microdialysis.
Activation and inhibition of the transduction process in silkmoth olfactory receptor neurons.
Solvent effect on ion-pair extraction of 2-(2-pyridylazo)-1-naphthol-4-sulfonate anion with solvated hydroxonium ion using alcohols and 1-octanol/octane mixed solvents.
Detection and quantification of ochratoxin A and deoxynivalenol in barley grains by GC-MS and electronic nose.
A comparison of lipase-catalysed ester and lactone synthesis in low-water systems: analysis of optimum water activity.
Growth factors but not gap junctions play a role in injury-induced Ca2+ waves in epithelial cells.
Activation of connexin-43 hemichannels can elevate [Ca(2+)]i and [Na(+)]i in rabbit ventricular myocytes during metabolic inhibition.
Dual functions for connexins: Cx43 regulates growth independently of gap junction formation.
Gap junction blockers decrease defibrillation thresholds without changes in ventricular refractoriness in isolated rabbit hearts.
Involvement of connexin 43 in meiotic maturation of bovine oocytes.
Can gap-junction blockade preferentially inhibit neuronal hypersynchrony vs. excitability?
Straight-chain alcohols exhibit a cutoff in potency for the inhibition of recombinant glutamate receptor subunits.
In vitro hormone induction of final oocyte maturation in striped bass (Morone saxatilis) follicles is inhibited by blockers of phosphatidylinositol 3-kinase activity.
Sequential substitution of 1,2-dichloro-ethene: a convenient stereoselective route to (9Z,11E)-, (10E,12Z)- and (10Z,12Z)-.
Bacterial expression, purification, and characterization of rat hydroxysteroid sulfotransferase STa.
Effect of beta-galactosidase hydration on alcoholysis reaction in organic one-phase liquid systems.
Effects of insulin-like growth factor-I on in vitro final oocyte maturation and ovarian steroidogenesis in striped bass, Morone saxatilis.
New syntheses of the rice moth and stink bug pheromones by employing (2R, 6S)-7-acetoxy-2,6-dimethyl-1-heptanol as a building block.
Alcoholysis and reverse hydrolysis reactions in organic one-phase system with a hyperthermophilic beta-glycosidase.
Mechanical strain-induced Ca(2+) waves are propagated via ATP release and purinergic receptor activation.
Large-scale preparation of (9Z,12E)-[1-(13)C]-octadeca-9,12-dienoic acid, (9Z,12Z,15E)-[1-(13)C]-octadeca-9,12,15-trienoic acid and their [1-(13)C] all-cis isomers.
Analysis of synaptic quantal depolarizations in smooth muscle using the wavelet transform.
Intramolecular charge transfer at reverse micelle-water pool interface: p-N,N-dimethylaminobenzoic acid in AOT/cyclohexane/water reverse micelle.
Use of partition models in setting health guidelines for volatile organic compounds.
Characterization of nitric oxide- and prostaglandin-independent relaxation in response to acetylcholine in rabbit renal artery.
An improved HPLC method for therapeutic drug monitoring of daunorubicin, idarubicin, doxorubicin, epirubicin, and their 13-dihydro metabolites in human plasma.
Heptanol exerts epileptiform effects in identified neurons of the buccal ganglia of Helix pomatia.
Effects of short chain alkanols on the inducible nitric oxide synthase in a glial cell line.
Effects of heptanol on the neurogenic and myogenic contractions of the guinea-pig vas deferens.
Effects of transforming growth factor-beta 2, interleukin 6 and fibronectin on corneal epithelial wound healing.
Agrobacterium tumefaciens beta-glucosidase is also an effective beta-xylosidase, and has a high transglycosylation activity in the presence of alcohols.
Studies on the interactions of chiral secondary alcohols with rat hydroxysteroid sulfotransferase STa.
Combined effects of substance P and insulin-like growth factor-1 on corneal epithelial wound closure of rabbit in vivo.
Correlation between hydrophobicity of short-chain aliphatic alcohols and their ability to alter plasma membrane integrity.
Modulation of GABAA receptor function by alcohols: effects of subunit composition and differential effects of ethanol.
Human granulosa cells in culture exhibit functional cyclic AMP-regulated gap junctions.
Role of potassium channels in endothelium-dependent relaxation resistant to nitroarginine in the rat hepatic artery.
The metabolism of n-nonane in male Fischer 344 rats.
Mitochondrial alcohol dehydrogenase from ethanol-grown Euglena gracilis.
Probing a functional role of Glu87 and Trp89 in the lid of Humicola lanuginosa lipase through transesterification reactions in organic solvent.
Channel inhibition by alkanols occurs at a binding site on the nicotinic acetylcholine receptor.
The role of myoendothelial cell contact in non-nitric oxide-, non-prostanoid-mediated endothelium-dependent relaxation of porcine coronary artery.
Lethality, teratogenicity and growth inhibition of heptanol in Xenopus assayed by a modified frog embryo teratogenesis assay-Xenopus (FETAX) procedure.
Volatile organic chemicals of a shore-dwelling cyanobacterial mat community.
Lipases from Rhizomucor miehei and Humicola lanuginosa: modification of the lid covering the active site alters enantioselectivity.
Gap junction gating sensitivity to physiological internal calcium regardless of pH in Novikoff hepatoma cells.
Heptanol-induced decrease in cardiac gap junctional conductance is mediated by a decrease in the fluidity of membranous cholesterol-rich domains.
Inhibitory effects of n-alkanols on the hormonal induction of maturation in follicle-enclosed Xenopus oocytes: implications for gap junctional transport of maturation-inducing steroid.
Interleukin 6 facilitates corneal epithelial wound closure in vivo.
Cytoplasmic dye transfer between metastatic tumor cells and vascular endothelium.
Host-derived volatiles as attractants and pheromone synergists for driedfruit beetleCarpophilus hemipterus.
Reversed-phase liquid chromatographic determination of idarubicin and its 13-hydroxy metabolite in human plasma.
Adaptation of the membrane fatty acid composition by growth in the presence of n-alkanols influences glycosyltransferase expression in Streptococcus salivarius.
Streptococcus pneumoniae type XIV polysaccharide: synthesis of a repeating branched tetrasaccharide with dioxa-type spacer-arms.
Quantitative gap junction alterations in mammalian heart cells quickly frozen or chemically fixed after electrical uncoupling.
Screening for eye irritancy using cultured HeLa cells.
High-performance liquid chromatographic method for pharmacokinetic studies on the new anthracycline 4-demethoxydaunorubicin and its 13-dihydro derivative.
Effect of several uncouplers of cell-to-cell communication on gap junction morphology in mammalian heart.
Extraction chromatography with macroreticular polymer beads impregnated with monothiodibenzoylmethane solution.
Partial molar volumes of some 1-alkanols in erythrocyte ghosts and lipid bilayers.
Determination of odour affinities based on the dose-response relationships of the frog's electro-olfactogram.
Liquid chromatographic determination of tetracycline in plasma and urine.
Reversed-phase liquid chromatographic determination of plasma levels of adriamycin and adriamycinol.
Liquid chromatographic determination of daunorubicin and daunorubicinol in plasma from leukemic patients.
Relative rates of hydrolysis by rat pancreatic lipase of esters of C2-C18 fatty acids with C1-C18 primary n-alcohols.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB31479
FooDB:FDB008053
YMDB (Yeast Metabolome Database):YMDB01475
Export Tariff Code:2905.19.9090
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•c7 alcohol isomeric mixtures •c7-c9-c11 alcohol isomeric mixtures •c7-c8-c9 alcohol isomeric mixtures

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 110.15589904785
Specific gravity @ 25 °C
Pounds per Gallon 6.823 to 6.848
Refractive Index 1.422 to 1.426 @ 20 °C
Melting Point -36 to -34°C @ 760 mm Hg
Boiling Point 175 to 176°C @ 760 mm Hg
Boiling Point 104 to 105°C @ 50 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 0.325 mmHg @ 25 °C
Flash Point TCC Value 73.89 °C TCC
logP (o/w) 2.62
Solubility
alcohol Yes
fixed oils Yes
water, 1940 mg/L @ 25 °C (est) Yes
water, 1670 mg/L @ 25 °C (exp) Yes
water No

Organoleptic Properties

Odor Type: Green
musty, leafy, violet, herbal, green, sweet, woody, peony, pungent, vegetable, fruity, apple, banana
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity 12 hour(s) at 100.00 %
Luebke, William tgsc, (1984) At 10.00 % in dipropylene glycol. musty leafy violet herbal green sweet woody peony
Mosciano, Gerard P&F 26, No. 3, 80, (2001) At 1.00 %. Musty, pungent, leafy green, with vegetative and fruity nuances of apple and banana
Flavor Type: Solvent
solvent, fermented, oily, nutty, fatty, green, aldehydic
Mosciano, Gerard P&F 26, No. 3, 80, (2001) At 1.00 - 10.00 ppm. Solvent-like, fermented with oily nutty and fatty notes, and a slight green aldehydic under note

Occurrences

Potential Uses

Applications
Odor purposes Amber , Apple , Apricot , Balsam , Banana , Butter , Carnation , Citrus , Clove , Coconut , Cucumber , Green , Jasmin , Melon , Oriental , Spice , Woody
Flavoring purposes Beer , Bread white bread , Carrot , Fish
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 23 - Do not breath vapour.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
1 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 500 mg/kg
LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. Vol. 35, Pg. 501, 1974.

oral-rabbit LD50 750 mg/kg
Hygiene and Sanitation Vol. 31(1-3), Pg. 310, 1966.

oral-mouse LD50 1500 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 31, Pg. 16, 1966.

unreported-mammal (species unspecified) LD50 4350 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986.

Dermal Toxicity:
skin-rabbit LD50 2000 mg/kg
LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. Vol. 35, Pg. 501, 1974.

Inhalation Toxicity:
inhalation-mouse LC50 6600 mg/m3/2H
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 72, 1982.

inhalation-mammal (species unspecified) LC50 6600 mg/m3
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986.

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for 1-heptanol usage levels up to:
3.0000 % in the fragrance concentrate.
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -3.00000
beverages(nonalcoholic): -0.90000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 1.000005.00000
fruit ices: 1.000005.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -3.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 1, Revision 1 (FGE.01Rev 1): Branched-chain aliphatic saturated aldehydes, carboxylic acids and related esters of primary alcohols and branched-chain carboxylic acids from chemical groups 1 and 2 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission
View page or View pdf

Flavouring Group Evaluation 2, Revision 1 (FGE.02) : Branched- and straight-chain aliphatic saturated primary alcohols and related esters of primary alcohols and straight-chain carboxylic acids and one straight-chain aldehyde from chemical groups 1 and 2 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 01 Rev2 (FGE.01 Rev2): Branched-chain aliphatic saturated aldehydes, carboxylic acids and related esters of primary alcohols and branched-chain carboxylic acids from chemical groups 1 and 2
View page or View pdf

Scientific Opinion on the safety and efficacy of straight-chain primary aliphatic alcohols/aldehydes/acids, acetals and esters with esters containing saturated alcohols and acetals containing saturated aldehydes (chemical group 1) when used as flavourings for all animal species
View page or View pdf

EPI System: View
NIOSH International Chemical Safety Cards:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):111-70-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8129
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
heptan-1-ol
Chemidplus:0000111706
EPA/NOAA CAMEO:hazardous materials
RTECS:111-70-6