IUPAC/Chemical Name
(1S,2R,7aS)-1-(hydroxymethyl)hexahydro-1H-pyrrolizin-2-yl (Z)-2-methylbut-2-enoate
InChi Key
HQARVRYBUBTANR-JTPMTOLCSA-N
InChi Code
1S/C13H21NO3/c1-3-9(2)13(16)17-12-7-14-6-4-5-11(14)10(12)8-15/h3,10-12,15H,4-8H2,1-2H3/b9-3-/t10-,11+,12+/m1/s1
SMILES Code
C\C=C(\C)C(=O)O[C@H]1CN2CCC[C@H]2[C@H]1CO
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
239.32
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: Petasitenine. IARC Monogr Eval Carcinog Risk Chem Hum. 1983 Jul;31:207-12. PMID: 6579009.
2: Yanagi M, Kamiya Y, Murayama N, Banju K, Shimizu M, Yamazaki H. Metabolic profiles for the pyrrolizidine alkaloid neopetasitenine and its metabolite petasitenine in humans extrapolated from rat in vivo and in vitro data sets using a simplified physiologically based pharmacokinetic model. J Toxicol Sci. 2021;46(9):391-399. doi: 10.2131/jts.46.391. PMID: 34470991.
3: Mori H, Kawai K, Ohbayashi F, Bunai Y, Yamada K, Hirono I. Some toxic properties of a carcinogenic pyrrolizidine alkaloid, petasitenine. J Toxicol Sci. 1984 May;9(2):143-9. doi: 10.2131/jts.9.143. PMID: 6481824.
4: Hirono I, Mori H, Yamada K, Hirata Y, Haga M. Carcinogenic activity of petasitenine, a new pyrrolizidine alkaloid isolated from Petasites japonicus Maxim. J Natl Cancer Inst. 1977 Apr;58(4):1155-7. doi: 10.1093/jnci/58.4.1155. PMID: 191625.
5: Kitajima M, Okabe K, Yoshida M, Nakabayashi R, Saito K, Kogure N, Takayama H. New otonecine-type pyrrolizidine alkaloid from Petasites japonicus. J Nat Med. 2019 Jun;73(3):602-607. doi: 10.1007/s11418-019-01285-9. Epub 2019 Feb 19. PMID: 30784002.
6: Takanashi H, Umeda M, Hirono I. Chromosomal aberrations and mutation in cultured mammalian cells induced by pyrrolizidine alkaloids. Mutat Res. 1980 May;78(1):67-77. doi: 10.1016/0165-1218(80)90027-0. PMID: 6991930.
