Salinamide A | CAS#152340-22-2 | anti-inflammatory

MedKoo Cat#: 597932 | Name: Salinamide A

Description:

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

Salinamide A is a potent anti-inflammatory bicyclic depsipeptide.

Chemical Structure

Salinamide A

CAS#152340-22-2

Theoretical Analysis

MedKoo Cat#: 597932

Name: Salinamide A

CAS#: 152340-22-2

Chemical Formula: C51H69N7O15

Exact Mass: 1019.4852

Molecular Weight: 1020.14

Elemental Analysis: C, 60.05; H, 6.82; N, 9.61; O, 23.52

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

Salinamide A;

IUPAC/Chemical Name

(2R,3R)-N-((1'S,2S,4'S,4'R,7'R,10'S,13'R,14'R,17'R,E)-4'-benzyl-17'-((S)-sec-butyl)-7'-((R)-1-hydroxyethyl)-3',4',13'-trimethyl-2',5',8',8',11',11',15',18'-octaoxospiro[oxirane-2,5'-112,3,12-trioxa-13,16,19,116,119,9-hexaaza-1(1,10)-cyclononadecana-2(1,4)-benzenacyclotridecaphanen]-6'-en-14'-yl)-3-hydroxy-2,4-dimethylpentanamide

InChi Key

UIHLRTKYJPYYEU-CKPWLNFMSA-N

InChi Code

InChI=1S/C51H69N7O15/c1-10-27(4)39-46(65)57-42-33-16-18-34(19-17-33)73-31(8)51(25-71-51)21-20-37(60)52-23-38(61)70-24-35(50(69)72-30(7)41(48(67)54-39)56-44(63)28(5)43(62)26(2)3)53-47(66)40(29(6)59)55-45(64)36(58(9)49(42)68)22-32-14-12-11-13-15-32/h11-21,26-31,35-36,39-43,59,62H,10,22-25H2,1-9H3,(H,52,60)(H,53,66)(H,54,67)(H,55,64)(H,56,63)(H,57,65)/b21-20+/t27-,28+,29+,30+,31+,35-,36-,39+,40+,41+,42-,43+,51-/m0/s1

SMILES Code

O[C@H](C)[C@H](C(N[C@H](C(O[C@H](C)[C@H]1NC([C@H](C)[C@H](O)C(C)C)=O)=O)COC(CNC(/C=C/[C@@]2([C@@H](C)Oc3ccc4cc3)CO2)=O)=O)=O)NC([C@H](Cc5ccccc5)N(C)C([C@H]4NC([C@@H]([C@@H](C)CC)NC1=O)=O)=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

>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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,020.14 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: Degen D, Feng Y, Zhang Y, Ebright KY, Ebright YW, Gigliotti M, Vahedian-Movahed H, Mandal S, Talaue M, Connell N, Arnold E, Fenical W, Ebright RH. Transcription inhibition by the depsipeptide antibiotic salinamide A. Elife. 2014 Apr 30;3:e02451. doi: 10.7554/eLife.02451. PubMed PMID: 24843001; PubMed Central PMCID: PMC4029172. 2: Tan L, Ma D. Total synthesis of salinamide A: a potent anti-inflammatory bicyclic depsipeptide. Angew Chem Int Ed Engl. 2008;47(19):3614-7. doi: 10.1002/anie.200800397. PubMed PMID: 18383490. 3: Ray L, Yamanaka K, Moore BS. A Peptidyl-Transesterifying Type I Thioesterase in Salinamide Biosynthesis. Angew Chem Int Ed Engl. 2016 Jan 4;55(1):364-7. doi: 10.1002/anie.201508576. Epub 2015 Nov 10. PubMed PMID: 26553755; PubMed Central PMCID: PMC4715598.