Gartanin | CAS#33390-42-0 | Prenylated xanthone

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

MedKoo CAT#: 112178

CAS#: 33390-42-0

Description: Gartanin is a prenylated xanthone that has anticancer activity and inhibits the growth of T24, UM-UC-3, HT-1376, and TCCSUP bladder cancer cells (IC50s = 4.1-18.1 µM).

Chemical Structure

Gartanin

CAS# 33390-42-0

Instruction

Theoretical Analysis

MedKoo Cat#: 112178
Name: Gartanin
CAS#: 33390-42-0
Chemical Formula: C23H24O6
Exact Mass: 396.16
Molecular Weight: 396.440
Elemental Analysis: C, 69.68; H, 6.10; O, 24.21

Price and Availability

Size	Price	Availability
1mg	USD 290	2 Weeks
5mg	USD 740	2 Weeks
10mg	USD 1110	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Gartanin; NSC 692946; NSC692946; NSC-692946

IUPAC/Chemical Name: 1,3,5,8-tetrahydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

InChi Key: OJXQLGQIDIPMTE-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H24O6/c1-11(2)5-7-13-19(26)14(8-6-12(3)4)22-18(20(13)27)21(28)17-15(24)9-10-16(25)23(17)29-22/h5-6,9-10,24-27H,7-8H2,1-4H3

SMILES Code: O=C1C2=C(O)C=CC(O)=C2OC3=C(C(O)=C(C(O)=C31)C/C=C(C)\C)C/C=C(C)\C

Appearance: To be determined

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 396.44 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.

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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Oetari RA, Hasriyani H, Prayitno A, Sahidin S. Gartanin Compounds from Extract Ethanol Pericarp Mangosteen (Garcinia mangostana Linn.). Open Access Maced J Med Sci. 2019 Nov 14;7(22):3891-3895. doi: 10.3889/oamjms.2019.527. PMID: 32127999; PMCID: PMC7048344.

2: Pham V, Rendon R, Le VX, Tippin M, Fu DJ, Le TH, Miller M, Agredano E, Cedano J, Zi X. Gartanin is a novel NEDDylation inhibitor for induction of Skp2 degradation, FBXW2 expression, and autophagy. Mol Carcinog. 2020 Feb;59(2):193-201. doi: 10.1002/mc.23140. Epub 2019 Nov 29. PMID: 31782573; PMCID: PMC6946862.

3: Kim MO, Lee HS, Chin YW, Moon DO, Ahn JS. Gartanin induces autophagy through JNK activation which extenuates caspase-dependent apoptosis. Oncol Rep. 2015 Jul;34(1):139-46. doi: 10.3892/or.2015.3948. Epub 2015 May 5. PMID: 25955534.

4: Gao XY, Wang SN, Yang XH, Lan WJ, Chen ZW, Chen JK, Xie JH, Han YF, Pi RB, Yang XB. Gartanin Protects Neurons against Glutamate-Induced Cell Death in HT22 Cells: Independence of Nrf-2 but Involvement of HO-1 and AMPK. Neurochem Res. 2016 Sep;41(9):2267-77. doi: 10.1007/s11064-016-1941-x. Epub 2016 May 9. PMID: 27161377.

5: Luo M, Liu Q, He M, Yu Z, Pi R, Li M, Yang X, Wang S, Liu A. Gartanin induces cell cycle arrest and autophagy and suppresses migration involving PI3K/Akt/mTOR and MAPK signalling pathway in human glioma cells. J Cell Mol Med. 2017 Jan;21(1):46-57. doi: 10.1111/jcmm.12937. Epub 2016 Aug 5. PMID: 27491646; PMCID: PMC5192955.

6: Li G, Petiwala SM, Yan M, Won JH, Petukhov PA, Johnson JJ. Gartanin, an isoprenylated xanthone from the mangosteen fruit (Garcinia mangostana), is an androgen receptor degradation enhancer. Mol Nutr Food Res. 2016 Jun;60(6):1458-69. doi: 10.1002/mnfr.201600037. Epub 2016 May 19. PMID: 27019217.

7: Tao J, Ai H. Metabolism of gartanin in liver microsomes and its modulating effects on cytochrome P450s. Xenobiotica. 2022 Apr;52(4):335-345. doi: 10.1080/00498254.2022.2076631. Epub 2022 May 24. PMID: 35607983.

8: Rukthong P, Sereesongsang N, Kulsirirat T, Boonnak N, Sathirakul K. In vitro investigation of metabolic fate of α-mangostin and gartanin via skin permeation by LC-MS/MS and in silico evaluation of the metabolites by ADMET predictor™. BMC Complement Med Ther. 2020 Nov 23;20(1):359. doi: 10.1186/s12906-020-03144-7. PMID: 33228689; PMCID: PMC7685627.

9: Liu Z, Antalek M, Nguyen L, Li X, Tian X, Le A, Zi X. The effect of gartanin, a naturally occurring xanthone in mangosteen juice, on the mTOR pathway, autophagy, apoptosis, and the growth of human urinary bladder cancer cell lines. Nutr Cancer. 2013;65 Suppl 1(0 1):68-77. doi: 10.1080/01635581.2013.785011. PMID: 23682785; PMCID: PMC3671488.

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