IUPAC/Chemical Name
(1R,3aS,3bR,5aS,6aS,12aS,13aS,13bS,15aR)-3a,10,11a-trihydroxy-9,13a,15a-trimethyl-1-(5-oxo-2,5-dihydrofuran-3-yl)icosahydro-1H,11H-cyclopenta[7,8]phenanthro[2,3-b]pyrano[3,2-e][1,4]dioxin-11-one
InChi Key
ZYJTYYKVURRLGF-FUITYXTESA-N
InChi Code
InChI=1S/C29H40O9/c1-14-23(31)24(32)29(34)25(36-14)37-20-11-16-4-5-19-18(26(16,2)12-21(20)38-29)6-8-27(3)17(7-9-28(19,27)33)15-10-22(30)35-13-15/h10,14,16-21,23,25,31,33-34H,4-9,11-13H2,1-3H3/t14?,16-,17+,18-,19+,20-,21-,23?,25?,26-,27+,28-,29?/m0/s1
SMILES Code
O=C1OCC([C@H]2CC[C@]3(O)[C@]4([H])CC[C@@]5([H])C[C@@]6([H])[C@](OC7(O)C(O6)OC(C)C(O)C7=O)([H])C[C@]5(C)[C@@]4([H])CC[C@]23C)=C1
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
532.63
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: Lynch SP, Martin RA. Cardenolide content and thin-layer chromatography profiles of monarch butterflies,danaus plexippus L., and their larval host-plant milkweed,asclepias viridis walt., in northwestern louisiana. J Chem Ecol. 1987 Jan;13(1):47-70. doi: 10.1007/BF01020351. PubMed PMID: 24301359.
2: Malcolm SB, Cockrell BJ, Brower LP. Cardenolide fingerprint of monarch butterflies reared on common milkweed,Asclepias syriaca L. J Chem Ecol. 1989 Mar;15(3):819-53. doi: 10.1007/BF01015180. PubMed PMID: 24271887.
3: Nelson CJ, Seiber JN, Brower LP. Seasonal and intraplant variation of cardenolide content in the California milkweed,Asclepias eriocarpa, and implications for plant defense. J Chem Ecol. 1981 Nov;7(6):981-1010. doi: 10.1007/BF00987622. PubMed PMID: 24420825.
4: Brower LP, Seiber JN, Nelson CJ, Lynch SP, Holland MM. Plant-determined variation in the cardenolide content, thin-layer chromatography profiles, and emetic potency of monarch butterflies,Danaus plexippus L. Reared on milkweed plants in California: 2.Asclepias speciosa. J Chem Ecol. 1984 Apr;10(4):601-39. doi: 10.1007/BF00994224. PubMed PMID: 24318600.
5: Brower LP, Seiber JN, Nelson CJ, Lynch SP, Tuskes PM. Plant-determined variation in the cardenolide content, thin-layer chromatography profiles, and emetic potency of monarch butterflies,Danaus plexippus reared on the milkweed,Asclepias eriocarpa in California. J Chem Ecol. 1982 Mar;8(3):579-633. doi: 10.1007/BF00989631. PubMed PMID: 24415043.
