ChemicalBook > CAS DataBase List > ISOPULEGOL

ISOPULEGOL

Product Name: ISOPULEGOL
CAS No.: 89-79-2
Chemical Name: ISOPULEGOL
Synonyms: DL-ISOPULEGOL;(-)-ISOPULEGOL;(?)-Isopulegol;L-ISOPULEGOL;FEMA 2962;ISOPULEGOL;ISOPULEGOL, (-)-;ISOPULEGOL 99+%;P-MENTH-8-EN-3-OL;(-)-Isopulegol 99%
CBNumber: CB5383663
Molecular Formula: C10H18O
Formula Weight: 154.25
MOL File: 89-79-2.mol

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ISOPULEGOL Property

Melting point:: 78°C
Boiling point:: 212 °C(lit.)
Density: 0.912 g/mL at 25 °C(lit.)
vapor pressure: 13.97Pa at 20℃
refractive index: n20/D 1.471(lit.)
FEMA: 2962 | ISOPULEGOL
Flash point:: 195 °F
storage temp.: -20°C
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 15.11±0.60(Predicted)
form: Liquid
color: Colourless
Odor: at 10.00 % in dipropylene glycol. minty cooling medicinal woody
Odor Type: minty
biological source: synthetic
optical activity: [α]20/D 22°, neat
Water Solubility: 3g/L at 21.9℃
JECFA Number: 755
BRN: 1906573
Stability:: Light sensitive
InChIKey: ZYTMANIQRDEHIO-KXUCPTDWSA-N
LogP: 2.4 at 23℃
CAS DataBase Reference: 89-79-2(CAS DataBase Reference)
EPA Substance Registry System: Isopulegol (89-79-2)

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26-36/37/39
RIDADR: NA 1993 / PGIII
WGK Germany: 2
F: 10-23
Toxicity: The acute oral LD₅₀ in rats was reported as 1.03 ± 0.10 ml/kg and the acute dermal LD₅₀ in rabbits as approximately 3 ml/kg

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W296236
Product name: (−)-Isopulegol
Purity: ≥98%, FG
Packaging: 1 unit
Price: $49.38
Updated: 2025/07/31

Sigma-Aldrich

Product number: W296236
Product name: (−)-Isopulegol
Purity: ≥98%, FG
Packaging: 1 unit
Price: $49.38
Updated: 2025/07/31

Sigma-Aldrich

Product number: 439061
Product name: (?)-Isopulegol
Purity: 99%
Packaging: 1ml
Price: $69.2
Updated: 2025/07/31

Sigma-Aldrich

Product number: CRM40757
Product name: Isopulegol solution
Purity: certified reference material, 2000?μg/mL in methanol, ampule of 1?mL
Packaging: 1mL
Price: $117
Updated: 2024/03/01

Sigma-Aldrich

Product number: 04570595
Product name: (?)-Isopulegol
Purity: primary reference standard
Packaging: 50mg
Price: $314
Updated: 2023/06/20

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ISOPULEGOL Chemical Properties,Usage,Production

Description

Synthesis: Several stereoisomers are possible; only l-isopulegol and d-α-isopulegol have been isolated from mixtures of alcohols obtained by cyclization of d-citronellal.

Description

(–)-Isopulegol is a monoterpene that has been found in the essential oils of several aromatic plants, including Cannabis, with diverse biological activities. It has antibacterial activity against S. aureus, E. faecium, E. coli, and M. smegmatis (MICs = 0.78, 12.5, 0.78, and 1.56 μl/ml, respectively, in an agar diffusion assay) and antifungal activity against C. albicans and A. niger (MIC = 1.56 μl/ml for both in an agar diffusion assay). (–)-Isopulegol inhibits C. albicans morphogenesis, adhesion, and biofilm formation (MICs = 0.125, 4, and 0.25 mg/ml, respectively). In vivo, (–)-isopulegol (50 mg/kg, i.p.) increases immobility time in the forced swim and tail suspension tests and increases the number of head dips in a hole board test and time spent in the open arms of the elevated plus maze in mice, indicating depressant- and anxiolytic-like activity. It reduces the size of ulcerated lesions in the stomach in mouse models of ethanol- and indomethacin-induced gastric lesions when administered at a dose of 100 mg/kg.

Chemical Properties

Isopulegol is a cyclic nonaromatic alcohol.

Chemical Properties

Water-white liquid; mint-like odor. Combustible. Available forms: The acetate.

Occurrence

l-Isopulegol has been reported found in the essences of lemongrass, East African geranium and Eucalyptus citriodora; d-isopulegol is present in the oils of Backhousia and Baeckea citriodorae; d-neoisopulegol is found in Mentha rotundifolia. Also reported found in mint, mandarin, orange juice, citrus peel oils, currant bud, ginger, corn mint oil, cognac, rum, buchu oil, lemon balm and mastic gum oil

Uses

isopulegol is used in perfume compositions as a "lift" to Rose notes, Geranium notes, Reseda and Oriental types, various floral fragrances, including Tuberose, etc. It is also used in flavor compositions in concentrations equal to 5 to 30 ppm in the finished product. The application is mainly in the minty types and in a few Berry flavor types.

Definition

ChEBI: A natural product found in Citrus hystrix.

Preparation

Several stereoisomers are possible; only l-isopulegol and d-α-isopulegol have been isolated from mixtures of alcohols obtained by cyclization of d-citronellal.

Aroma threshold values

Detection: 1 ppm

Taste threshold values

Taste characteristics at 30 ppm: minty cooling, herbaceous peppermint nuance.

Synthesis Reference(s)

Synthetic Communications, 18, p. 2309, 1988 DOI: 10.1080/00397918808082375

General Description

Isopulegol is monoterpene alcohol, a useful ingredient for the production of fragrances in perfume industries. It is also used as a starting material in the manufacture of menthol by the hydrogenation process. Menthol is an important component in cosmetics, pharmaceuticals, and toothpaste.

Flammability and Explosibility

Non flammable

References

[1] R NAIGRE. Comparison of antimicrobial properties of monoterpenes and their carbonylated products.[J]. Planta medica, 1996, 62 3: 275-277. DOI: 10.1055/s-2006-957877
[2] JAYANT S RAUT. Terpenoids of plant origin inhibit morphogenesis, adhesion, and biofilm formation by Candida albicans.[J]. Biofouling, 2013, 29 1: 87-96. DOI: 10.1080/08927014.2012.749398
[3] MARIA IZABEL GOMES SILVA . Central nervous system activity of acute administration of isopulegol in mice[J]. Pharmacology Biochemistry and Behavior, 2007, 88 2: Pages 141-147. DOI: 10.1016/j.pbb.2007.07.015
[4] MARIA IZABEL GOMES SILVA. Gastroprotective activity of isopulegol on experimentally induced gastric lesions in mice: investigation of possible mechanisms of action.[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 2009, 380 3: 233-245. DOI: 10.1007/s00210-009-0429-5

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Raw materials

Preparation Products

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View Lastest Price from ISOPULEGOL manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: ISOPULEGOL 89-79-2
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000kgs
Release date: 2025-11-17

Hebei Chuanghai Biotechnology Co., Ltd

Product: ISOPULEGOL 89-79-2
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-15

Hebei Chuanghai Biotechnology Co., Ltd

Product: ISOPULEGOL 89-79-2
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-30

89-79-2, ISOPULEGOLRelated Search:

IsoMeranzin ISOPULEGOL TUTIN AMETHYSTOIDIN A ISOPULEGOL ACETATE, NATURAL,ISOPULEGOL ACETATE (S)-Isopulegol ISOPULEGOL, TECH.,Isopulegol,mixtureofisomers,98%,isopulegol, mixture of isomers (+)-ISOPULEGOL METHYLCYCLOHEXANOL ISOPULEGOL ACETATE TRANS-ISOPULEGOL HYDRATE excisanin A THYMELEATOXIN HETISINE HYDROCHLORIDE arbusculin A (1S,3S,4R)-Isopulegol Isopulegol epoxide VERNODAIN

5-methyl-2-(1-methylethenyl)-,[1R-(1.alpha.,2.beta.,5.alpha.)]-Cyclohexanol

(-)-Isopulegol 99%

Isopulegol solution

(-)-ISOPULEGOL, TERPENE STANDARD

(-)-ISOPULEGOL 95+%

ISOPULEGOL 99+%

(-)-ISOPULEGOL

ISOPULEGOL

ISOPULEGOL, (-)-

L-ISOPULEGOL

DL-ISOPULEGOL

FEMA 2962

P-MENTH-8-EN-3-OL

Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1R,2S,5R)-

ISOPULEGOL, (-)-(SG)

Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, [1R-(1-alpha, 2-bets, 5-alpha)]

(1R,2S,5R)-5-methyl-2-(1-methylethenyl)cyclohexanol

(-)-ISOPULEGOL WITH GC

(1R,3R,4S)-p-Menth-8-en-3-ol, (1R,2S,5R)-2-Isopropenyl-5-methylcyclohexanol

(1R,2S,5R)-2-Isopropenyl-5-methyl-1-cyclohexanol

(1R,4S,3R)-p-Menth-8-en-3β-ol

()-Isopulegol,(1R,2S,5R)-2-Isopropenyl-5-methylcyclohexanol, (1R,3R,4S)-p-Menth-8-en-3-ol

cyclohexanol,5-methyl-2-(1-methylethenyl)-,[1theta-(1alpha,2beta,5alpha)]

p-Menth-8(9)-en-3-ol

p-Menth-8-en-3-ol, (1R,3R,4S)-(-)-

1-METHYL-4-ISOPROPENYLCYCLOHEXAN-3-OL

(1R,3R,4S)-P-MENTH-8-EN-3-OL

(1R,2S,5R)-2-ISOPROPENYL-5-METHYLCYCLOHEXANOL

5-Methyl-2-(prop-1-en-2-yl)cyclohexanol

(-)-Isopulegol@100 μg/mL in Methanol

(?)-Isopulegol

ISOPULEGOL USP/EP/BP

()-Isopulegol (l-Isopulegol)

(-)-Isopulegol, 10 mM in DMSO

89-79-2

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