Structure Database (LMSD)
Common Name
(+)-Pulegone
Systematic Name
Synonyms
3D model of (+)-Pulegone
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
(R)-(+)-Pulegone is a monoterpene that has been found in a variety of plants, including Labiatae species and M. verticillata, and has anti-inflammatory activity.1 It stimulates proliferation of lymphocytes derived from allergic patients in vitro when used at concentrations of 6.2 and 62 µg/ml and reduces the level of IL-13 in supernatant from lymphocyte cultures when used at a concentration of 62 µg/ml.2 (R)-(+)-Pulegone decreases scratching behavior and reduces skin thickness in a mouse model of atopic dermatitis when administered topically at doses ranging from 0.1 to 10 µM. It also decreases serum IgE levels and skin protein levels of nerve growth factor, IFN-γ, IL-6, IL-1β, TNF-α, NF-κB, phosphorylated ERK1/2, and phosphorylated JNK.
This information has been provided by Cayman Chemical
References
1. Cariddi, L., Escobar, F., Moser, M., et al. Monoterpenes isolated from Minthostachys verticillata (Griseb.) Epling essential oil modulates immediate-type hypersensitivity responses in vitro and in vivo. Planta Med. 77(15), 1687-1694 (2011).
String Representations
InChiKey (Click to copy)
NZGWDASTMWDZIW-MRVPVSSYSA-N
InChi (Click to copy)
InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
SMILES (Click to copy)
C1(=C(/C)\C)\CC[C@@H](C)CC\1=O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
11
Rings
1
Aromatic Rings
0
Rotatable Bonds
0
Van der Waals Molecular Volume
172.71
Topological Polar Surface Area
17.07
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
1
logP
2.71
Molar Refractivity
46.40
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Created at
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Updated at
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