MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 534608 | Name: Garcinoic Acid
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Garcinoic acid, a δ-tocotrienol derivative isolated primarily from Garcinia kola seeds, exhibits a range of bioactivities with promising pharmacological potential. It has been shown to possess anti-inflammatory properties by inhibiting NF-κB activation and reducing the expression of pro-inflammatory cytokines such as TNF-α and IL-6 in LPS-stimulated macrophages (IC₅₀ ~2–5 μM). Additionally, garcinoic acid demonstrates antioxidant activity by scavenging reactive oxygen species and enhancing the expression of Nrf2-regulated genes like HO-1. In cancer models, it has shown selective cytotoxicity, especially against colorectal and breast cancer cell lines, with reported IC₅₀ values ranging from 10 to 25 μM.

Chemical Structure

Garcinoic Acid
Garcinoic Acid
CAS#91893-83-3

Theoretical Analysis

MedKoo Cat#: 534608

Name: Garcinoic Acid

CAS#: 91893-83-3

Chemical Formula: C27H38O4

Exact Mass: 426.2770

Molecular Weight: 426.60

Elemental Analysis: C, 76.02; H, 8.98; O, 15.00

Price and Availability

Size Price Availability Quantity
1mg USD 750.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Garcinoic Acid; δ-Garcinoic Acid; δ-trans-Tocotrienoloic Acid
IUPAC/Chemical Name
(2E,6E,10E)-13-((R)-6-hydroxy-2,8-dimethylchroman-2-yl)-2,6,10-trimethyltrideca-2,6,10-trienoic acid
InChi Key
QOFWRHWADNWKSU-LRXIOGKNSA-N
InChi Code
InChI=1S/C27H38O4/c1-19(11-7-13-21(3)26(29)30)9-6-10-20(2)12-8-15-27(5)16-14-23-18-24(28)17-22(4)25(23)31-27/h9,12-13,17-18,28H,6-8,10-11,14-16H2,1-5H3,(H,29,30)/b19-9+,20-12+,21-13+/t27-/m1/s1
SMILES Code
OC1=CC(C)=C2C(CC[C@](C)(O2)CC/C=C(CC/C=C(CC/C=C(C(O)=O)\C)\C)\C)=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Moreover, garcinoic acid exhibits inhibitory effects on PGE₂ production and COX-2 expression, further supporting its anti-inflammatory profile. These data support its potential as a lead compound for anti-inflammatory and anticancer drug development.

Preparing Stock Solutions

The following data is based on the product molecular weight 426.60 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wallert M, Bauer J, Kluge S, Schmölz L, Chen YC, Ziegler M, Searle AK, Maxones A, Schubert M, Thürmer M, Pein H, Koeberle A, Werz O, Birringer M, Peter K, Lorkowski S. The vitamin E derivative garcinoic acid from Garcinia kola nut seeds attenuates the inflammatory response. Redox Biol. 2019 Jun;24:101166. doi: 10.1016/j.redox.2019.101166. Epub 2019 Mar 12. PMID: 30897408; PMCID: PMC6426704. 2: Alsabil K, Suor-Cherer S, Koeberle A, Viault G, Lavaud A, Temml V, Waltenberger B, Schuster D, Litaudon M, Lorkowski S, de Vaumas R, Helesbeux JJ, Guilet D, Stuppner H, Werz O, Seraphin D, Richomme P. Semisynthetic and Natural Garcinoic Acid Isoforms as New mPGES-1 Inhibitors. Planta Med. 2016 Jul;82(11-12):1110-6. doi: 10.1055/s-0042-108739. Epub 2016 Jun 10. PMID: 27286327. 3: Mazzini F, Betti M, Netscher T, Galli F, Salvadori P. Configuration of the vitamin E analogue garcinoic acid extracted from Garcinia Kola seeds. Chirality. 2009 May;21(5):519-24. doi: 10.1002/chir.20630. PMID: 18655162. 4: Popova MP, Trusheva BS, Nedialkov PT, Tsvetkova I, Pardo-Mora DP, Najdenski H, Torres-García OA, Sforcin JM, Bankova VS. New Δ-tocotrienol derivatives from Colombian propolis. Nat Prod Res. 2019 Apr 2:1-8. doi: 10.1080/14786419.2019.1590710. Epub ahead of print. PMID: 30938183. 5: Bartolini D, De Franco F, Torquato P, Marinelli R, Cerra B, Ronchetti R, Schon A, Fallarino F, De Luca A, Bellezza G, Ferri I, Sidoni A, Walton WG, Pellock SJ, Redinbo MR, Mani S, Pellicciari R, Gioiello A, Galli F. Garcinoic Acid Is a Natural and Selective Agonist of Pregnane X Receptor. J Med Chem. 2020 Apr 9;63(7):3701-3712. doi: 10.1021/acs.jmedchem.0c00012. Epub 2020 Mar 20. PMID: 32160459. 6: Terashima K, Takaya Y, Niwa M. Powerful antioxidative agents based on garcinoic acid from Garcinia kola. Bioorg Med Chem. 2002 May;10(5):1619-25. doi: 10.1016/s0968-0896(01)00428-x. PMID: 11886823. 7: Schmölz L, Wallert M, Heise J, Galli F, Werz O, Birringer M, Lorkowski S. Regulation of inflammatory pathways by an a-tocopherol long-chain metabolite and a d-tocotrienol-related natural compound. Free Radic Biol Med. 2014 Oct;75 Suppl 1:S48. doi: 10.1016/j.freeradbiomed.2014.10.813. Epub 2014 Dec 10. PMID: 26461391. 8: Okoko T. In vitro antioxidant and free radical scavenging activities of Garcinia kola seeds. Food Chem Toxicol. 2009 Oct;47(10):2620-3. doi: 10.1016/j.fct.2009.07.023. Epub 2009 Jul 25. PMID: 19635523. 9: Ville A, Viault G, Hélesbeux JJ, Guilet D, Richomme P, Séraphin D. Efficient Semi-Synthesis of Natural δ-( R)-Tocotrienols from a Renewable Vegetal Source. J Nat Prod. 2019 Jan 25;82(1):51-58. doi: 10.1021/acs.jnatprod.8b00517. Epub 2019 Jan 10. PMID: 30629440. 10: Birringer M, Lington D, Vertuani S, Manfredini S, Scharlau D, Glei M, Ristow M. Proapoptotic effects of long-chain vitamin E metabolites in HepG2 cells are mediated by oxidative stress. Free Radic Biol Med. 2010 Nov 1;49(8):1315-22. doi: 10.1016/j.freeradbiomed.2010.07.024. Epub 2010 Aug 6. PMID: 20692332.

View History

Idetrexed trisodium

Idetrexed trisodium