Structure Database (LMSD)

Common Name
(+)-Pulegone
Systematic Name
Synonyms
LM ID
LMPR0102090025
Formula
Exact Mass
Calculate m/z
152.120115
Status
Curated


Classification

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

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID

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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Updated at
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