Synonym
Annonin VI; Annonin-VI; Annonin 6; Annonin-6;
IUPAC/Chemical Name
(5S)-3-((13R)-2,13-dihydroxy-13-((2R,5R,5'R)-5'-((S)-1-hydroxyundecyl)octahydro-[2,2'-bifuran]-5-yl)tridecyl)-5-methylfuran-2(5H)-one
InChi Key
MBABCNBNDNGODA-FIYOHJTNSA-N
InChi Code
InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(39)33-22-24-35(43-33)36-25-23-34(44-36)32(40)21-18-15-12-9-8-10-13-16-19-30(38)27-29-26-28(2)42-37(29)41/h26,28,30-36,38-40H,3-25,27H2,1-2H3/t28-,30?,31-,32+,33+,34+,35?,36+/m0/s1
SMILES Code
CCCCCCCCCC[C@@H]([C@H]1CCC([C@@H]2O[C@@H]([C@H](O)CCCCCCCCCCC(CC(C3=O)=C[C@@H](O3)C)O)CC2)O1)O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
622.93
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: Erhardt H, Steimle S, Muders V, Pohl T, Walter J, Friedrich T. Disruption of individual nuo-genes leads to the formation of partially assembled NADH:ubiquinone oxidoreductase (complex I) in Escherichia coli. Biochim Biophys Acta. 2012 Jun;1817(6):863-71. doi: 10.1016/j.bbabio.2011.10.008. Epub 2011 Oct 28. PMID: 22063474.
2: Sun L, Yu JG, Li DY, Li J, Yang XD, Yang SL. [Determination of annonaceous acetogenins in annonaceae plants by HPLC]. Yao Xue Xue Bao. 2001 Sep;36(9):683-5. Chinese. PMID: 12580108.
3: Ohnishi T, Sled VD, Rudnitzky NI, Jacobson BW, Fukumori Y, Meinhardt SW, Calhoun MW, Gennis RB, Leif H, Friedrich T, et al. Biophysical and biochemical studies of bacterial NADH:quinone oxidoreductase (NDH-1). Biochem Soc Trans. 1994 Feb;22(1):70S. doi: 10.1042/bst022070s. PMID: 8206301.
4: Friedrich T, van Heek P, Leif H, Ohnishi T, Forche E, Kunze B, Jansen R, Trowitzsch-Kienast W, Höfle G, Reichenbach H, et al. Two binding sites of inhibitors in NADH: ubiquinone oxidoreductase (complex I). Relationship of one site with the ubiquinone-binding site of bacterial glucose:ubiquinone oxidoreductase. Eur J Biochem. 1994 Jan 15;219(1-2):691-8. doi: 10.1111/j.1432-1033.1994.tb19985.x. PMID: 8307034.
5: Born L, Lieb F, Lorentzen JP, Moeschler H, Nonfon M, Söllner R, Wendisch D. Die relative Konfiguration der aus Annona squamosa isolierten Acetogenine Annonin I (Squamocin) und Annonin VI1 [The Relative Configuration of Acetogenins Isolated from Annona squamosa: Annonin I (Squamocin) and Annonin VI]. Planta Med. 1990 Jun;56(3):312-6. German. doi: 10.1055/s-2006-960967. PMID: 17221427.
