LKT Labs

Biochemicals for Life Science Research

Carnosol

Carnosol

Product ID C0267
Cas No. 5957-80-2
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $71.50 In stock
5 mg $326.70 In stock
25 mg $918.80 In stock
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Description

Carnosol is a diterpene compound originally found in rosemary plants. Carnosol exhibits antidepressant, anti-inflammatory, anti-angiogenic, and anticancer chemotherapeutic activities. Carnosol inhibits microsomal prostaglandin E2 (PGE2) synthase and decreases production of pro-inflammatory PGE2; in vivo, it inhibits PMA-induced edema and decreases expression of IL-1β and TNF-α. Carnosol inhibits the epithelial-to-mesenchymal transition (EMT) in ovarian cancer cells and decreases growth and viability in breast, ovarian, and intestinal cancer cells. In colon cancer cells, carnosol increases activation of caspases 3 and 9, induces cleavage of PARP, upregulates expression of p53, downregulates expression of MDM2, and suppresses activation of STAT3, JAK2, and Src. Additionally, this compound inhibits androgen and estrogen receptors, suppressing tumor growth and PSA levels in animal models of prostate cancer.

Product Info

Cas No.

5957-80-2
Purity

≥98%
Formula

C20H26O4
Formula Wt.

330.42
Chemical Name

2H-9,4a-(Epoxymethano)phenanthren-12-one,1,3,4,9,110a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1- methylethyl)-, (4aR-(4aalpha,9alpha,10abeta))-

IUPAC Name

(1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
Synonym

CCRIS 7122
Melting Point

210-220°C
Solubility

Soluble in DMSO, DMF or ethanol. Sparingly soluble in aqueaous buffers.
Appearance

White Crystal Powder

Shipping and Storage

Store Temp

-20°C
Ship Temp

Blue Ice

Downloads

MSDS

C0267 MSDS PDF
Info Sheet

C0267 Info Sheet PDF

References

Vergara D, Simeone P, Bettini S, et al. Antitumor activity of the dietary diterpene carnosol against a panel of human cancer cell lines. Food Funct. 2014 Jun 28;5(6):1261-9. PMID: 24733049.

Park KW, Kundu J, Chae IG, et al. Carnosol induces apoptosis through generation of ROS and inactivation of STAT3 signaling in human colon cancer HCT116 cells. Int J Oncol. 2014 Apr;44(4):1309-15. PMID: 24481553.

López-Jiménez A, García-Caballero M, Medina MÁ, et al. Anti-angiogenic properties of carnosol and carnosic acid, two major dietary compounds from rosemary. Eur J Nutr. 2013 Feb;52(1):85-95. PMID: 22173778.

Machado DG, Cunha MP, Neis VB, et al. Antidepressant-like effects of fractions, essential oil, carnosol and betulinic acid isolated from Rosmarinus officinalis L. Food Chem. 2013 Jan 15;136(2):999-1005. PMID: 23122155.

Bauer J, Kuehnl S, Rollinger JM, et al. Carnosol and carnosic acids from Salvia officinalis inhibit microsomal prostaglandin E2 synthase-1. J Pharmacol Exp Ther. 2012 Jul;342(1):169-76. PMID: 22511203.

Mengoni ES, Vichera G, Rigano LA, et al. Suppression of COX-2, IL-1β and TNF-α expression and leukocyte infiltration in inflamed skin by bioactive compounds from Rosmarinus officinalis L. Fitoterapia. 2011 Apr;82(3):414-21. PMID: 21129455.

Johnson JJ, Syed DN, Suh Y, et al. Disruption of androgen and estrogen receptor activity in prostate cancer by a novel dietary diterpene carnosol: implications for chemoprevention. Cancer Prev Res (Phila). 2010 Sep;3(9):1112-23. PMID: 20736335.

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