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.

Chemical Structure

CAS# 66419-07-6

Theoretical Analysis

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

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales or click below button.
Note: Price will be listed if it is available in the future.

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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 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

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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

Molarity Calculator

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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.