WS 9326A

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

MedKoo CAT#: 597926

CAS#: 125774-71-2

Description: WS 9326A is a tachykinin receptor antagonist isolaed from Streptomyces violaceusniger.

Chemical Structure

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WS 9326A
CAS# 125774-71-2
Instruction

Theoretical Analysis

MedKoo Cat#: 597926
Name: WS 9326A
CAS#: 125774-71-2
Chemical Formula: C54H68N8O13
Exact Mass: 1,036.49
Molecular Weight: 1,037.180
Elemental Analysis: C, 62.53; H, 6.61; N, 10.80; O, 20.05

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 @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: WS 9326A; WS-326A; WS9326A;

IUPAC/Chemical Name: (E)-N-((3S,6R,9R,12R,15R,21S,22R)-6-(2-amino-2-oxoethyl)-12-benzyl-18-((Z)-4-hydroxybenzylidene)-9-((R)-1-hydroxyethyl)-3-(hydroxymethyl)-15-isobutyl-19,22-dimethyl-2,5,8,11,14,17,20-heptaoxo-1-oxa-4,7,10,13,16,19-hexaazacyclodocosan-21-yl)-3-(2-((E)-pent-1-en-1-yl)phenyl)acrylamide

InChi Key: BVVWVQZZLUNSNV-PNRTYFKVSA-N

InChi Code: InChI=1S/C54H68N8O13/c1-7-8-10-17-36-18-13-14-19-37(36)22-25-45(67)60-47-33(5)75-54(74)42(30-63)59-49(69)41(29-44(55)66)58-52(72)46(32(4)64)61-50(70)40(27-34-15-11-9-12-16-34)56-48(68)39(26-31(2)3)57-51(71)43(62(6)53(47)73)28-35-20-23-38(65)24-21-35/h9-25,28,31-33,39-42,46-47,63-65H,7-8,26-27,29-30H2,1-6H3,(H2,55,66)(H,56,68)(H,57,71)(H,58,72)(H,59,69)(H,60,67)(H,61,70)/b17-10+,25-22+,43-28-/t32-,33-,39-,40-,41-,42+,46-,47+/m1/s1

SMILES Code: OC[C@@H](C(O[C@H](C)[C@H](NC(/C=C/c1ccccc1/C=C/CCC)=O)C(N(C)/C(C(N[C@H](CC(C)C)C(N2)=O)=O)=C\c3ccc(O)cc3)=O)=O)NC([C@@H](CC(N)=O)NC([C@@H]([C@H](O)C)NC([C@H]2Cc4ccccc4)=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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 1,037.18 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Desouky SE, Shojima A, Singh RP, Matsufuji T, Igarashi Y, Suzuki T, Yamagaki T, Okubo K, Ohtani K, Sonomoto K, Nakayama J. Cyclodepsipeptides produced by actinomycetes inhibit cyclic-peptide-mediated quorum sensing in Gram-positive bacteria. FEMS Microbiol Lett. 2015 Jul;362(14). pii: fnv109. doi: 10.1093/femsle/fnv109. Epub 2015 Jul 5. PubMed PMID: 26149266.

2: Yu Z, Vodanovic-Jankovic S, Kron M, Shen B. New WS9326A congeners from Streptomyces sp. 9078 inhibiting Brugia malayi asparaginyl-tRNA synthetase. Org Lett. 2012 Sep 21;14(18):4946-9. Epub 2012 Sep 12. PubMed PMID: 22967068; PubMed Central PMCID: PMC3460372.

3: Hayashi K, Hashimoto M, Shigematsu N, Nishikawa M, Ezaki M, Yamashita M, Kiyoto S, Okuhara M, Kohsaka M, Imanaka H. WS9326A, a novel tachykinin antagonist isolated from Streptomyces violaceusniger no. 9326. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities. J Antibiot (Tokyo). 1992 Jul;45(7):1055-63. PubMed PMID: 1381343.

4: Shigematsu N, Kayakiri N, Okada S, Tanaka H. Total synthesis of WS9326A, a potent tachykinin antagonist from Streptomyces violaceoniger. Chem Pharm Bull (Tokyo). 1997 Feb;45(2):236-42. PubMed PMID: 9118439.

5: Hashimoto M, Hayashi K, Murai M, Fujii T, Nishikawa M, Kiyoto S, Okuhara M, Kohsaka M, Imanaka H. WS9326A, a novel tachykinin antagonist isolated from Streptomyces violaceusniger no. 9326. II. Biological and pharmacological properties of WS9326A and tetrahydro-WS9326A (FK224). J Antibiot (Tokyo). 1992 Jul;45(7):1064-70. Erratum in: J Antibiot (Tokyo) 1992 Dec;45(12):C-9. PubMed PMID: 1381344.