Aristoforin
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MedKoo CAT#: 574566

CAS#: 849215-53-8

Description: Aristoforin is a SIRT1 and SIRT2 inhibitor that induces cell cycle arrest, shows potent antitumor effects, and inhibits lymphangiogenesis in vivo.

Chemical Structure

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Aristoforin
CAS# 849215-53-8
Instruction

Theoretical Analysis

MedKoo Cat#: 574566
Name: Aristoforin
CAS#: 849215-53-8
Chemical Formula: C37H54O6
Exact Mass: 594.39
Molecular Weight: 594.830
Elemental Analysis: C, 74.71; H, 9.15; O, 16.14

Price and Availability

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1mg USD 530 2 Weeks
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Synonym: Aristoforin

IUPAC/Chemical Name: 2-[[(1R,5R,6R,7S)-6-Methyl-1,3,7-tris(3-methyl-2-buten-1-yl)-5-(2-methyl-1-oxopropyl)-6-(4-methyl-3-penten-1-yl)-4,9-dioxobicyclo[3.3.1]non-2-en-2-yl]oxy]-acetic acid

InChi Key: VPLDQWWNHPHRIL-DZLQXDJLSA-N

InChi Code: InChI=1S/C37H54O6/c1-23(2)13-12-19-35(11)28(16-14-24(3)4)21-36(20-18-26(7)8)33(43-22-30(38)39)29(17-15-25(5)6)32(41)37(35,34(36)42)31(40)27(9)10/h13-15,18,27-28H,12,16-17,19-22H2,1-11H3,(H,38,39)/t28-,35+,36+,37-/m0/s1

SMILES Code: O=C(O)COC([C@@]1(C/C=C(C)\C)C[C@H](C/C=C(C)\C)[C@](CC/C=C(C)/C)(C)[C@]2(C(C(C)C)=O)C1=O)=C(C/C=C(C)\C)C2=O

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 594.83 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Ševčovičová A, Šemeláková M, Plšíková J, Loderer D, Imreová P, Gálová E, Kožurková M, Miadoková E, Fedoročko P. DNA-protective activities of hyperforin and aristoforin. Toxicol In Vitro. 2015 Apr;29(3):631-7. doi: 10.1016/j.tiv.2015.01.016. Epub 2015 Feb 9. PMID: 25678043.


2: Gartner M, Müller T, Simon JC, Giannis A, Sleeman JP. Aristoforin, a novel stable derivative of hyperforin, is a potent anticancer agent. Chembiochem. 2005 Jan;6(1):171-7. doi: 10.1002/cbic.200400195. PMID: 15593112.


3: Rothley M, Schmid A, Thiele W, Schacht V, Plaumann D, Gartner M, Yektaoglu A, Bruyère F, Noël A, Giannis A, Sleeman JP. Hyperforin and aristoforin inhibit lymphatic endothelial cell proliferation in vitro and suppress tumor-induced lymphangiogenesis in vivo. Int J Cancer. 2009 Jul 1;125(1):34-42. doi: 10.1002/ijc.24295. PMID: 19326439.


4: Šemeláková M, Jendželovský R, Fedoročko P. Drug membrane transporters and CYP3A4 are affected by hypericin, hyperforin or aristoforin in colon adenocarcinoma cells. Biomed Pharmacother. 2016 Jul;81:38-47. doi: 10.1016/j.biopha.2016.03.045. Epub 2016 Apr 8. PMID: 27261575.


5: Šemeláková M, Mikeš J, Jendželovský R, Fedoročko P. The pro-apoptotic and anti-invasive effects of hypericin-mediated photodynamic therapy are enhanced by hyperforin or aristoforin in HT-29 colon adenocarcinoma cells. J Photochem Photobiol B. 2012 Dec 5;117:115-25. doi: 10.1016/j.jphotobiol.2012.09.003. Epub 2012 Sep 18. PMID: 23099482.


6: Gey C, Kyrylenko S, Hennig L, Nguyen LH, Büttner A, Pham HD, Giannis A. Phloroglucinol derivatives guttiferone G, aristoforin, and hyperforin: inhibitors of human sirtuins SIRT1 and SIRT2. Angew Chem Int Ed Engl. 2007;46(27):5219-22. doi: 10.1002/anie.200605207. PMID: 17516596.


7: Pia Schiavone BI, Verotta L, Rosato A, Marilena M, Gibbons S, Bombardelli E, Franchini C, Corbo F. Anticancer and Antibacterial Activity of Hyperforin and Its Derivatives. Anticancer Agents Med Chem. 2014;14(10):1397-1401. doi: 10.2174/1871520614999140829122803. PMID: 25173557.


8: Cottet K, Xu B, Coric P, Bouaziz S, Michel S, Vidal M, Lallemand MC, Broussy S. Guttiferone A Aggregates Modulate Silent Information Regulator 1 (SIRT1) Activity. J Med Chem. 2016 Oct 27;59(20):9560-9566. doi: 10.1021/acs.jmedchem.6b01182. Epub 2016 Oct 7. PMID: 27669815.