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Details

Stereochemistry ACHIRAL
Molecular Formula C10H18O
Molecular Weight 154.2493
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NEROL

SMILES

CC(C)=CCC\C(C)=C/CO

InChI

InChIKey=GLZPCOQZEFWAFX-YFHOEESVSA-N
InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7-

HIDE SMILES / InChI

Molecular Formula C10H18O
Molecular Weight 154.2493
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Geraniol is a dietary monoterpene alcohol that is found in the essential oils of aromatic plants. To date, experimental evidence supports the therapeutic or preventive effects of geraniol on different types of cancer, such as breast, lung, colon, prostate, pancreatic, and hepatic cancer, and has revealed the mechanistic basis for its pharmacological actions. In addition, geraniol sensitizes tumor cells to commonly used chemotherapy agents. Geraniol controls a variety of signaling molecules and pathways that represent tumor hallmarks; these actions of geraniol constrain the ability of tumor cells to acquire adaptive resistance against anticancer drugs. It has been shown that geraniol inhibits HMG-CoA reductase in most types of tumor cells, which raises the possibility that the reduced prenylation of small G-proteins, such as Ras or RhoA, accounts for the antitumor effects of geraniol. In addition to its use in various commercial products, including cosmetics and fine fragrances, geraniol exerts a broad spectrum of pharmacological activities, such as anti-microbial, anti-inflammatory, anti-oxidant, anti-ulcer and neuroprotective activities. Geraniol is classified into the generally recognized-as-safe (GRAS) category by the Flavor and Extract Manufacturers Association (FEMA) and the Food and Drug Administration (FDA) of the United States.

Approval Year

Doses

Doses

DosePopulationAdverse events​
8 mg/kg 1 times / day multiple, oral
Studied dose
Dose: 8 mg/kg, 1 times / day
Route: oral
Route: multiple
Dose: 8 mg/kg, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
PubMed

PubMed

TitleDatePubMed
Acetylcholinesterase activity of electric eel is increased or decreased by selected monoterpenoids and phenylpropanoids in a concentration-dependent manner.
2015-03-05
Mitigation of acrylamide-induced behavioral deficits, oxidative impairments and neurotoxicity by oral supplements of geraniol (a monoterpene) in a rat model.
2014-11-05
Gene expression regulation of Bcl2, Bax and cytochrome-C by geraniol on chronic MPTP/probenecid induced C57BL/6 mice model of Parkinson's disease.
2014-06-25
Small molecules inhibit growth, viability and ergosterol biosynthesis in Candida albicans.
2013-12
Finding the optimal patch test material and test concentration to detect contact allergy to geraniol.
2013-04
Fumigant antifungal activity of Myrtaceae essential oils and constituents from Leptospermum petersonii against three Aspergillus species.
2012-09-03
An in vitro test to screen skin sensitizers using a stable THP-1-derived IL-8 reporter cell line, THP-G8.
2011-12
Preclinical renal cancer chemopreventive efficacy of geraniol by modulation of multiple molecular pathways.
2011-11-28
Antifungal activity of essential oils and their synergy with fluconazole against drug-resistant strains of Aspergillus fumigatus and Trichophyton rubrum.
2011-05
Prediction of the contact sensitizing potential of chemicals using analysis of gene expression changes in human THP-1 monocytes.
2010-11-10
Activation of the human transient receptor potential vanilloid subtype 1 by essential oils.
2010
The monoterpenoids citral and geraniol are moderate inhibitors of CYP2B6 hydroxylase activity.
2008-08-11
Phythochemical screening and anticonvulsant activity of Cymbopogon winterianus Jowitt (Poaceae) leaf essential oil in rodents.
2008-08
Screening of terpenes and derivatives for antimycobacterial activity; identification of geranylgeraniol and geranylgeranyl acetate as potent inhibitors of Mycobacterium tuberculosis in vitro.
2007-10
Effects of beer and hop on ionotropic gamma-aminobutyric acid receptors.
2006-04-05
Utilization of geraniol is dependent on molybdenum in Pseudomonas aeruginosa: evidence for different metabolic routes for oxidation of geraniol and citronellol.
2005-07
Effect of some volatile oils on the affinity of intact and oxidized low-density lipoproteins for adrenal cell surface receptors.
2004-12
Geraniol, a component of plant essential oils, modulates DNA synthesis and potentiates 5-fluorouracil efficacy on human colon tumor xenografts.
2004-11-08
Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay.
2004-02
Assessment of estrogenic activity in some common essential oil constituents.
2002-11
Antimycobacterial plant terpenoids.
2001-11
Antimycobacterial activity of (E)-phytol and derivatives: a preliminary structure-activity study.
1998-02
Expression and characterization of a lepidopteran general odorant binding protein.
1997-05
Antifungal properties of essential oils and their main components upon Cryptococcus neoformans.
1994-12
Patents

Sample Use Guides

Rats: In the first study, geraniol (23 mmol/kg diet, 350 umol/d) was fed to male buffalo rats for 14 d before and for 42 d after the transplant of Morris 7777 hepatomas. Tumor growth was suppressed. Mice: In the second study, the dose-dependent impact of geraniol on the growth of B16 melanomas was assessed. Dietary geraniol (0.65, 6.5 and 65 mmol/kg diet) was fed to female C57BL mice for 14 d before and for 21 d after tumor transplant. Tumor growth was suppressed by 6.5 and 65 mmol geraniol/kg diet.
Route of Administration: Oral
In Caco-2 cells at confluency, geraniol (400 uM) prevented the formation of brush-border membranes and inhibited the expression of intestinal hydrolases (sucrase, lactase, alkaline phosphatase). The antiproliferative effect of geraniol (400 uM) together with 5-FU (5 uM) was twice that of 5-FU alone.
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:33:05 GMT 2025
Edited
by admin
on Mon Mar 31 19:33:05 GMT 2025
Record UNII
38G5P53250
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-46105
Preferred Name English
NEROL
FCC   FHFI   MI  
Systematic Name English
(Z)-GERANIOL
Systematic Name English
CIS-3,7-DIMETHYL-2,6-OCTADIEN-1-OL
Common Name English
NERYL ALCOHOL
Systematic Name English
NEROL 900
Common Name English
.BETA.-NEROL
Common Name English
FEMA NO. 2770
Code English
(2Z)-3,7-DIMETHYLOCTA-2,6-DIEN-1-OL
Systematic Name English
NEROL [MI]
Common Name English
NEROL [FCC]
Common Name English
NEROL [FHFI]
Common Name English
(Z)-NEROL
Systematic Name English
2-CIS-3,7-DIMETHYL-2,6-OCTADIEN-1-OL
Systematic Name English
2,6-OCTADIEN-1-OL, 3,7-DIMETHYL-, (2Z)-
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION NEROL
Created by admin on Mon Mar 31 19:33:05 GMT 2025 , Edited by admin on Mon Mar 31 19:33:05 GMT 2025
CFR 21 CFR 172.515
Created by admin on Mon Mar 31 19:33:05 GMT 2025 , Edited by admin on Mon Mar 31 19:33:05 GMT 2025
Code System Code Type Description
RXCUI
2274605
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PRIMARY
HSDB
8262
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PRIMARY
NSC
46105
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PRIMARY
WIKIPEDIA
NEROL
Created by admin on Mon Mar 31 19:33:05 GMT 2025 , Edited by admin on Mon Mar 31 19:33:05 GMT 2025
PRIMARY
MESH
C007836
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PRIMARY
DAILYMED
38G5P53250
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PRIMARY
CHEBI
29452
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PRIMARY
JECFA MONOGRAPH
1233
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PRIMARY
ECHA (EC/EINECS)
203-378-7
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PRIMARY
FDA UNII
38G5P53250
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PRIMARY
MERCK INDEX
m7830
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PRIMARY Merck Index
EPA CompTox
DTXSID3026728
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PRIMARY
SMS_ID
100000138757
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PRIMARY
CAS
106-25-2
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PRIMARY
EVMPD
SUB78702
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PRIMARY
PUBCHEM
643820
Created by admin on Mon Mar 31 19:33:05 GMT 2025 , Edited by admin on Mon Mar 31 19:33:05 GMT 2025
PRIMARY