MedKoo Cat#: 574566 | Name: Aristoforin

Description:

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

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

Chemical Structure

Aristoforin
Aristoforin
CAS#849215-53-8

Theoretical Analysis

MedKoo Cat#: 574566

Name: Aristoforin

CAS#: 849215-53-8

Chemical Formula: C37H54O6

Exact Mass: 594.3920

Molecular Weight: 594.83

Elemental Analysis: C, 74.71; H, 9.15; O, 16.14

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
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

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
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.