IUPAC/Chemical Name
(1R,7aR)-7-((((3S)-2,3-dihydroxy-2-isopropylbutanoyl)oxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (E)-2-methylbut-2-enoate
InChi Key
MVWPTZQHBOWRTF-SMLWLWDZSA-N
InChi Code
InChI=1S/C20H31NO6/c1-6-13(4)18(23)27-16-8-10-21-9-7-15(17(16)21)11-26-19(24)20(25,12(2)3)14(5)22/h6-7,12,14,16-17,22,25H,8-11H2,1-5H3/b13-6+/t14-,16+,17+,20-/m0/s1
SMILES Code
O=C(/C(C)=C/C)O[C@H]1[C@@H]2N(CC=C2COC(C(C(C)C)(O)[C@@H](O)C)=O)CC1
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
381.47
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: Hirono I, Haga M, Fujii M, Matsuura S, Matsubara N, Nakayama M, Furuya T, Hikichi M, Takanashi H, Uchida E, Hosaka S, Ueno I. Induction of hepatic tumors in rats by senkirkine and symphytine. J Natl Cancer Inst. 1979 Aug;63(2):469-72. PubMed PMID: 287835.
2: Brauchli J, Lüthy J, Zweifel U, Schlatter C. Pyrrolizidine alkaloids from Symphytum officinale L. and their percutaneous absorption in rats. Experientia. 1982 Sep 15;38(9):1085-7. PubMed PMID: 7128756.
3: Stickel F, Seitz HK. The efficacy and safety of comfrey. Public Health Nutr. 2000 Dec;3(4A):501-8. Review. PubMed PMID: 11276298.
4: Kim NC, Oberlies NH, Brine DR, Handy RW, Wani MC, Wall ME. Isolation of symlandine from the roots of common comfrey (Symphytum officinale) using countercurrent chromatography. J Nat Prod. 2001 Feb;64(2):251-3. PubMed PMID: 11430014.
5: Oberlies NH, Kim NC, Brine DR, Collins BJ, Handy RW, Sparacino CM, Wani MC, Wall ME. Analysis of herbal teas made from the leaves of comfrey (Symphytum officinale): reduction of N-oxides results in order of magnitude increases in the measurable concentration of pyrrolizidine alkaloids. Public Health Nutr. 2004 Oct;7(7):919-24. PubMed PMID: 15482618.
6: Mei N, Guo L, Fu PP, Fuscoe JC, Luan Y, Chen T. Metabolism, genotoxicity, and carcinogenicity of comfrey. J Toxicol Environ Health B Crit Rev. 2010 Oct;13(7-8):509-26. doi: 10.1080/10937404.2010.509013. PubMed PMID: 21170807; PubMed Central PMCID: PMC5894094.