Salinamide A

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

MedKoo CAT#: 597932

CAS#: 152340-22-2

Description: 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 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: 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 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

Preparing Stock Solutions

The following data is based on the product molecular weight 1020.14 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.

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

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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.