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(−)-Isopulegol - 99%, high purity , CAS No.89-79-2

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Item Number
I434325
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I434325-1ml
1ml
Available within 8-12 weeks(?)
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$145.90

Basic Description

Synonyms AS-10358 | EINECS 256-557-7 | Isopulegol | (1R,3R,4S)-P-METH-8-EN-3-OL | 5-Methyl-2-(1-methylethenyl)cyclohexanol, (1R-(1alpha,2beta,5alpha))- | GTPL2462 | NVG8YK55NL | p-8(9)-Menthen-3-ol | Cyclohexanol, 5-methyl-2-(1-methylethenyl)-, (1R,2S,5R)- | DTXSI
Specifications & Purity Moligand™, ≥99%
Grade Moligand™
Product 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.


Application

(−)-Isopulegol can be used as a starting material for the enantioselective preparation of: 8-arylmenthols by Smiles-Truce rearrangement of aryl sulfonates.,· Stereoisomers of 5,9-dimethylpentadecane. Octahydro-2 H -chromen-4-ol by Prins cyclization with vanillin in the presence of montmorillonite clay as the catalyst. p -menthane-3,8,9-triol by catalytic Sharpless dihydroxylation.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Monoterpenoids
Intermediate Tree Nodes Not available
Direct Parent Menthane monoterpenoids
Alternative Parents Monocyclic monoterpenoids  Cyclohexanols  Cyclic alcohols and derivatives  Hydrocarbon derivatives  
Molecular Framework Aliphatic homomonocyclic compounds
Substituents P-menthane monoterpenoid - Monocyclic monoterpenoid - Cyclohexanol - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homomonocyclic compound
Description This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
External Descriptors p-menthane monoterpenoid

Associated Targets(Human)

TRPM8 Tclin Transient receptor potential cation channel subfamily M member 8 (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Candida albicans (78123 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (1R,2S,5R)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
INCHI InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1
InChIKey ZYTMANIQRDEHIO-KXUCPTDWSA-N
Smiles CC1CCC(C(C1)O)C(=C)C
Isomeric SMILES C[C@@H]1CC[C@H]([C@@H](C1)O)C(=C)C
Alternate CAS 89-79-2,50373-36-9,59905-53-2,7786-67-6
NSC Number 1263
MeSH Entry Terms isopulegol
Molecular Weight 154.25
Reaxy-Rn 4128962
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4128962&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Molecular Weight 154.250 g/mol
XLogP3 3.000
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 1
Rotatable Bond Count 1
Exact Mass 154.136 Da
Monoisotopic Mass 154.136 Da
Topological Polar Surface Area 20.200 Ų
Heavy Atom Count 11
Formal Charge 0
Complexity 151.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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