A triterpene with diverse biological activities
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Tormentic Acid

Item No. 30696

Technical Information
Formal Name
(2α,3β)-2,3,19-trihydroxy-urs-12-en-28-oic acid
CAS Number
13850-16-3
Synonyms
  • Tormentolic Acid
Molecular Formula
C30H48O5
Formula Weight
Purity
≥95%
A crystalline solid
SMILES
CC1(C)[C@@H](O)[C@H](O)C[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])[C@@](O)(C)[C@H](C)CC[C@]5(C(O)=O)CC[C@@]4(C)[C@]3(C)CC[C@]21[H]
InChi Code
InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23+,26+,27-,28-,29-,30+/m1/s1
InChi Key
OXVUXGFZHDKYLS-BLIWDXROSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Tormentic acid is a triterpene that has been found in P. frutescens and has diverse biological activities, including anti-inflammatory, anticancer, antioxidative, and antidiabetic properties.1,2,3 It reduces hydrogen peroxide-induced increases in inducible nitric oxide synthase (iNOS) and NADPH oxidase (NOX1), as well as the production of TNF-α, IL-6, and IL-1β in rat vascular smooth muscle cells (RVSMCs) when used at concentrations of 12.5, 25, and 50 µM.2 Tormentic acid (25 and 50 µM) decreases hydrogen peroxide-induced generation of reactive oxygen species (ROS) in RVSMCs. It reduces ear edema induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in mice (ID50 = 0.03 mg/ear).1 Topical application of tormentic acid (1.7 nmol) reduces the number of papillomas formed per mouse in a DMBA-TPA two-stage model of mouse skin carcinogenesis. It also reduces increases in blood glucose, insulin, and leptin levels, as well as hepatic triglyceride levels, in mice fed a high-fat diet in a model of diabetes and hyperlipidemia when administered at doses of 60 and 120 mg/kg per day.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Banno, N., Akihisa, T., Tokuda, H., et alTriterpene acids from the leaves of Perilla frutescens and their anti-inflammatory and antitumor-promoting effects. Biosci. Biotechnol. Biochem. 68(1), 85-90 (2004).

    2. Wang, Y.-L., Sun, G.-Y., Zhang, Y., et alTormentic acid inhibits H2O2-induced oxidative stress and inflammation in rat vascular smooth muscle cells via inhibition of the NF-κB signaling pathway. Mol. Med. Rep. 14(4), 3559-3564 (2016).

    3. Wu, J.-B., Kuo, Y.-H., Lin, C.-H., et alTormentic acid, a major component of suspension cells of Eriobotrya japonica, suppresses high-fat diet-induced diabetes and hyperlipidemia by glucose transporter 4 and AMP-activated protein kinase phosphorylation. J. Agric. Food Chem. 62(44), 10717-10726 (2014).