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

MedKoo Cat#: 112178 | Name: Gartanin

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Description:

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

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

Theoretical Analysis

MedKoo Cat#: 112178

Name: Gartanin

CAS#: 33390-42-0

Chemical Formula: C23H24O6

Exact Mass: 396.1573

Molecular Weight: 396.44

Elemental Analysis: C, 69.68; H, 6.10; O, 24.21

Price and Availability

Size	Price	Availability
5mg	USD 450.00	2 Weeks
10mg	USD 750.00	2 Weeks
25mg	USD 1,450.00	2 Weeks

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Related CAS #

No Data

Synonym

Gartanin; Gartinin; 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

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

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.