WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 598183
CAS#: 66419-07-6
Description: Labriformine is a nitrogen-containing cardenolide of low polarity, predominated in the latices.
MedKoo Cat#: 598183
Name: Labriformine
CAS#: 66419-07-6
Chemical Formula: C31H43NO8S
Exact Mass: 589.2709
Molecular Weight: 589.74
Elemental Analysis: C, 63.14; H, 7.35; N, 2.38; O, 21.70; S, 5.44
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Synonym: Labriformine; Labriformin;
IUPAC/Chemical Name: 4-((1R,3aS,3bR,5aS,6aS,12aS,13aS,13bR,15aR)-3a,10,11a-trihydroxy-9,13a,15a-trimethyl-2,3,3a,3b,4,5,5a,6,6a,7a,9,10,11a,12a,13,13a,13b,14,15,15a-icosahydro-1H,5'H-spiro[cyclopenta[7,8]phenanthro[2,3-b]pyrano[3,2-e][1,4]dioxine-11,2'-thiazol]-1-yl)furan-2(5H)-one
InChi Key: OJDKVUZIXKHTDF-AKAKFBLXSA-N
InChi Code: InChI=1S/C31H43NO8S/c1-16-25(34)30(32-10-11-41-30)31(36)26(38-16)39-22-13-18-4-5-21-20(27(18,2)14-23(22)40-31)6-8-28(3)19(7-9-29(21,28)35)17-12-24(33)37-15-17/h10,12,16,18-23,25-26,34-36H,4-9,11,13-15H2,1-3H3/t16?,18-,19+,20+,21+,22-,23-,25?,26?,27-,28+,29-,30?,31?/m0/s1
SMILES Code: O=C1OCC([C@H]2CC[C@]3(O)[C@]4([H])CC[C@@]5([H])C[C@@]6([H])[C@](OC(C(O6)OC(C)C7O)(O)C87N=CCS8)([H])C[C@]5(C)[C@]4([H])CC[C@]23C)=C1
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: 2934.99.03.00
The following data is based on the product molecular weight 589.74 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: 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.
2: 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.
3: 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.
4: 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.
5: 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.
