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MedKoo Cat#: 596792 | Name: AM Toxin II

Description:

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

AM Toxin II is a Cyclic tetradepsipeptide from Alternaria mali.

Chemical Structure

AM Toxin II
AM Toxin II
CAS#56072-96-9

Theoretical Analysis

MedKoo Cat#: 596792

Name: AM Toxin II

CAS#: 56072-96-9

Chemical Formula: C22H29N3O5

Exact Mass: 415.2107

Molecular Weight: 415.49

Elemental Analysis: C, 63.60; H, 7.04; N, 10.11; O, 19.25

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
AM Toxin II;
IUPAC/Chemical Name
(3S,9S,12S)-12-isopropyl-3-methyl-6-methylene-9-(3-phenylpropyl)-1-oxa-4,7,10-triazacyclododecane-2,5,8,11-tetraone
InChi Key
STNGYOBVEDNUSB-SZMVWBNQSA-N
InChi Code
InChI=1S/C22H29N3O5/c1-13(2)18-21(28)25-17(12-8-11-16-9-6-5-7-10-16)20(27)23-14(3)19(26)24-15(4)22(29)30-18/h5-7,9-10,13,15,17-18H,3,8,11-12H2,1-2,4H3,(H,23,27)(H,24,26)(H,25,28)/t15-,17-,18-/m0/s1
SMILES Code
C=C(NC([C@H](CCCc1ccccc1)NC([C@H](C(C)C)OC([C@H](C)N2)=O)=O)=O)C2=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 415.49 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: Johnson RD, Johnson L, Itoh Y, Kodama M, Otani H, Kohmoto K. Cloning and characterization of a cyclic peptide synthetase gene from Alternaria alternata apple pathotype whose product is involved in AM-toxin synthesis and pathogenicity. Mol Plant Microbe Interact. 2000 Jul;13(7):742-53. PubMed PMID: 10875335. 2: Ueda K, Waki M, Izumiya N. Cyclic peptides. XXVI. Synthesis of AM-toxin II analogs by cyclization through ester bond formation. Int J Pept Protein Res. 1987 Jul;30(1):33-9. PubMed PMID: 3667077. 3: Noda K, Shibata Y, Gross E, Shimohigashi Y, Izumiya N. Cyclic peptides. XI. Synthesis of AM-toxin analogs by intramolecular condensation of pyruvyl-tripeptide amides. Int J Pept Protein Res. 1981 Nov;18(5):423-9. PubMed PMID: 7341525. 4: Izumiya N. Chemical syntheses of biologically active cyclic peptides in the light of known biosynthetic pathways. Biochem Soc Trans. 1980 Dec;8(6):748-9. PubMed PMID: 6161852. 5: Higashijima T, Inubushi T, Ueno T, Miyazawa T. NMR saturation transfer and line shape analyses of cyclic tetradepsipeptide AM toxin II: conformational equilibrium with very unequal populations. FEBS Lett. 1979 Sep 15;105(2):337-40. PubMed PMID: 488361. 6: Shimohigashi Y, Izumiya N. Cyclic peptides. V. Synthesis of AM-toxin II and its analog. Int J Pept Protein Res. 1978 Jul;12(1):7-16. PubMed PMID: 681086.