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DL-Menthol - 10mM in DMSO, high purity , CAS No.89-78-1, Activator of TRPA1;Gating inhibitor of TRPA1;Activator of TRPM8;Activator of TRPV3

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Item Number
D426737
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D426737-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$182.90

Basic Description

Synonyms AKOS016843634 | DTXCID30805 | HY-75161 | MENTHOL, UNSPECIFIED FORM | DTXSID8029650 | Menthol (USP) | DL-Menthol, analytical standard | Menthol racemate | 5-methyl-2-(propan-2-yl)cyclohexan-1-ol | Fisherman's friend lozenges | MFCD00062979 | BBL009325 | Cy
Specifications & Purity Moligand™, 10mM in DMSO
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Action Type ACTIVATOR, GATING INHIBITOR
Mechanism of action Activator of TRPA1;Gating inhibitor of TRPA1;Activator of TRPM8;Activator of TRPV3
Product Description

DL-Menthol triggers cold-sensitive TRPM8 receptors in the skin neurons in vitro. The (-)-Menthol form exists naturally in nature, primarily found in fruit extracts or spearmint extracts. This racemic mixture could theoretically be created by the hydrogenation of the monoterpene pulegone.
A chemical which triggers cold-sensitive TRPM8 receptors in the skin neurons in vitro.

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 a monoterpenol

Associated Targets(Human)

TRPM8 Tclin Transient receptor potential cation channel subfamily M member 8 (2 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
VDR Tclin Vitamin D receptor (26531 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HEK293 (82097 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT2B7 Tchem UDP-glucuronosyltransferase 2B7 (787 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT2B15 Tbio UDP-glucuronosyltransferase 2B15 (172 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A6 Tbio UDP-glucuronosyltransferase 1-6 (221 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A8 Tbio UDP-glucuronosyltransferase 1-8 (233 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A9 Tbio UDP-glucuronosyltransferase 1-9 (343 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A3 Tbio UDP-glucuronosyltransferase 1-3 (217 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cutibacterium acnes (887 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
Spodoptera littoralis (798 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cavia porcellus (23802 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Musca domestica (713 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Tetranychus urticae (2600 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rdl GABA receptor subunit (76 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trpm8 Transient receptor potential cation channel subfamily M member 8 (889 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Colletotrichum gloeosporioides (560 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Culex pipiens (191 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Leptinotarsa decemlineata (1161 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Psoroptes ovis (78 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Lipaphis erysimi (85 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Theba pisana (23 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 5-methyl-2-propan-2-ylcyclohexan-1-ol
INCHI InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3
InChIKey NOOLISFMXDJSKH-UHFFFAOYSA-N
Smiles CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O
Isomeric SMILES CC1CCC(C(C1)O)C(C)C
WGK Germany 2
RTECS OT0350000
Alternate CAS 15356-70-4;1490-04-6
Molecular Weight 156.27
Beilstein 3194263
Reaxy-Rn 1902293
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1902293&ln=

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

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

Chemical and Physical Properties

Flash Point(°F) 199.4 °F
Flash Point(°C) 93 °C
Boil Point(°C) 216°C
Melt Point(°C) 32-36°C
Molecular Weight 156.260 g/mol
XLogP3 3.000
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 1
Rotatable Bond Count 1
Exact Mass 156.151 Da
Monoisotopic Mass 156.151 Da
Topological Polar Surface Area 20.200 Ų
Heavy Atom Count 11
Formal Charge 0
Complexity 120.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 3
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Zhou Qian, Su XiaoLu, Yao YanXing, He Bin, Jin FengMei, Gao MengYue, Wang Qi, Feng GuiPing, Li BaoXi, Liu Rui, Dong Jun.  (2023)  Preparation of a hydrophobic deep eutectic solvent and its application in the detection of quinolone residues in cattle urine.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  415  (17): (3581-3592). 
2. Jingyu Zhang, Zhihui Zhang, Liping Yao, Mingrong Qian, Zuguang Li, Yulin Han, Shanshan Bai, Mawrong Lee.  (2023)  pH-responsive switchable deep eutectic solvents to mediate pretreatment method for trace analysis of triazole fungicides in peel wastes.  FOOD CHEMISTRY,  411  (135486). 
3. Meichao Liao, Lin Yang, Xiaoyue Yang, Erxu Wang, Bin Lu, Jiye Wang, Li Duan.  (2023)  Vortex-assisted liquid–liquid microextraction based on hydrophobic deep eutectic solvent for the urinary excretion study of Taraxacum mongolicum extract in rats.  MICROCHEMICAL JOURNAL,  184  (108167). 
4. Wen-wen Deng, Xue-ping Mei, Zi-jun Cheng, Tian-xiang gan, Xuan Tian, Jiang-nan Hu, Chuan-ru Zang, Bo Sun, Jing Wu, Yin Deng, Reza. A. Ghiladi, George H. Lorimer, Gizem Keceli, Jun Wang.  (2023)  Extraction of weak hydrophobic sulforaphane from broccoli by salting-out assisted hydrophobic deep eutectic solvent extraction.  FOOD CHEMISTRY,  405  (134817). 
5. Heng Lu, Xiaohong Tan, Guobin Huang, Shaoru Wu, Yanmei Zhou, Junying Zhang, Qiaowen Zheng, Tianju Chen, Feiming Li, Zhixiong Cai, Jingbin Zeng, Maosheng Zhang.  (2022)  Green synthesis of highly stable CsPbBr3 perovskite nanocrystals using natural deep eutectic solvents as solvents and surface ligands.  Nanoscale,  14  (46): (17222-17229). 
6. Jiaze Yan, Shaomin Ma, Mingrui Feng, Jiqi Zheng, Ming Guo.  (2022)  Hydrophobic deep eutectic solvent-based ultrasonic-assisted liquid-liquid microextraction combined with GC for eugenol, isoeugenol, and methyl isoeugenol determination in aquatic products.  Food Additives and Contaminants Part A-Chemistry Analysis Control Exposure & Risk Assessment,     
7. Meichao Liao, Yang Zhao, Xiaoyue Yang, Lin Yang, E-Hu Liu, Bin Lu, Jiye Wang, Xiaopeng Liu, Yanzhong Chang, Li Duan.  (2022)  A greener and sustainable route for medicinal plant analysis: Recycle utilization of hydrophobic deep eutectic solvent.  MICROCHEMICAL JOURNAL,  178  (107372). 
8. Tian Quan, Dandan Wang, Lijuan Yang, Shaochi Liu, Yongqin Tao, Junji Wang, Linlin Deng, Xun Kang, Kailian Zhang, Zhining Xia, Die Gao.  (2022)  Effective extraction methods based on hydrophobic deep eutectic solvent coupled with functional molecularly imprinted polymers: Application on quercetagetin extraction from natural medicine and blood.  MICROCHEMICAL JOURNAL,  174  (107076). 
9. Jing Li, Yanjun Jiao, Qin Luo, Weixin Hu, Shenwen Fang, Chunling Tang, Qiang Liu.  (2021)  Treatment of oil-based drill cuttings by hydrophobic deep eutectic solvents.  CANADIAN JOURNAL OF CHEMICAL ENGINEERING,  100  (8): (1747-1754). 
10. Tong Wang, Qing Wang, Qing Guo, Ping Li, Hua Yang.  (2021)  A hydrophobic deep eutectic solvents-based integrated method for efficient and green extraction and recovery of natural products from Rosmarinus officinalis leaves, Ginkgo biloba leaves and Salvia miltiorrhiza roots.  FOOD CHEMISTRY,  363  (130282). 
11. Ge Dandan, Wang Ying, Jiang Qian, Dai Enrui.  (2019)  A Deep Eutectic Solvent as an Extraction Solvent to Separate and Preconcentrate Parabens in Water Samples Using in situ Liquid-Liquid Microextraction.  JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY,  30  (6): (1203-1210). 
12. Dandan Ge, Yi Zhang, Yixiu Dai, Shumin Yang.  (2018)  Air-assisted dispersive liquid–liquid microextraction based on a new hydrophobic deep eutectic solvent for the preconcentration of benzophenone-type UV filters from aqueous samples.  JOURNAL OF SEPARATION SCIENCE,  41  (7): (1635-1643). 
13. Linzhou Zhuang, Beibei Ma, Siyu Chen, Xunan Hou, Shuixia Chen.  (2015)  Fast synthesis of mesoporous silica materials via simple organic compounds templated sol–gel route in the absence of hydrogen bond.  MICROPOROUS AND MESOPOROUS MATERIALS,  213  (22). 
14. Jiaze Yan, Chao Jiang, Jiqi Zheng, Ming Guo.  (2025)  Enhanced microdialysis based on hydrophobic deep eutectic solvents for sampling of eugenol in Glyptocidaris crenularis.  ANALYTICA CHIMICA ACTA,  1346  (343774). 

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