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MedKoo Cat#: 581219 | Name: Franganine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Franganine is 14-membered-ring cyclopeptide analgesic alkaloid. Franganine is isolated from the methanol root bark extract of Discaria americana.

Chemical Structure

Franganine
Franganine
CAS#19526-08-0

Theoretical Analysis

MedKoo Cat#: 581219

Name: Franganine

CAS#: 19526-08-0

Chemical Formula: C28H44N4O4

Exact Mass: 500.3363

Molecular Weight: 500.68

Elemental Analysis: C, 67.17; H, 8.86; N, 11.19; O, 12.78

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Franganine; Daechuine S4;
IUPAC/Chemical Name
Pentanamide, 2-(dimethylamino)-4-methyl-N-((3S,4S,7S,10Z)-3-(1-methylethyl)-7-(2-methylpropyl)-5,8-dioxo-2-oxa-6,9-diazabicyclo(10.2.2)hexadeca-10,12,14,15-tetraen-4-yl)-, (2S)-
InChi Key
NZSLQDJARYZBJR-RHHVTPEMSA-N
InChi Code
InChI=1S/C28H44N4O4/c1-17(2)15-22-26(33)29-14-13-20-9-11-21(12-10-20)36-25(19(5)6)24(28(35)30-22)31-27(34)23(32(7)8)16-18(3)4/h9-14,17-19,22-25H,15-16H2,1-8H3,(H,29,33)(H,30,35)(H,31,34)/b14-13-/t22-,23-,24-,25-/m0/s1
SMILES Code
CC(C)C[C@H](N(C)C)C(N[C@H](C(N[C@H]1CC(C)C)=O)[C@H](C(C)C)OC(C=C2)=CC=C2/C=C\NC1=O)=O
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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 500.68 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
1: Caro MS, de Oliveira LH, Ilha V, Burrow RA, Dalcol II, Morel AF. Absolute configuration of franganine. J Nat Prod. 2012 Jun 22;75(6):1220-2. doi: 10.1021/np300206x. Epub 2012 Jun 8. PubMed PMID: 22680778. 2: Trevisan G, Maldaner G, Velloso NA, Sant'Anna Gda S, Ilha V, Velho Gewehr Cde C, Rubin MA, Morel AF, Ferreira J. Antinociceptive effects of 14-membered cyclopeptide alkaloids. J Nat Prod. 2009 Apr;72(4):608-12. doi: 10.1021/np800377y. PubMed PMID: 19231884. 3: Digel M, Morel A, Layer H, Biermann J, Voelter W. [Peptide alkaloids from Discaria febrifuga Mart]. Hoppe Seylers Z Physiol Chem. 1983 Nov;364(11):1641-3. German. PubMed PMID: 6662505. 4: Giacomelli SR, Maldaner G, Gonzaga WA, Garcia CM, da Silva UF, Dalcol II, Morel AF. Cyclic peptide alkaloids from the bark of Discaria americana. Phytochemistry. 2004 Apr;65(7):933-7. PubMed PMID: 15081298.