WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 534794
Description: Sydowinin B is a xanthone polyketide that has been found in A. sydowii and has immunosuppressant activity. It inhibits LPS- or concanavalin A-induced proliferation of isolated mouse splenic lymphocytes (IC50s = 19.2 and 20.8 µg/ml, respectively). Sydowinin B inhibits superoxide generation in, and elastase release from, isolated human neutrophils induced by cytochalasin B and fMLP with IC50 values of 21.2 and 12.62 µM, respectively.
MedKoo Cat#: 534794
Name: Sydowinin B
Chemical Formula: C16H12O7
Exact Mass: 316.0583
Molecular Weight: 316.265
Elemental Analysis: C, 60.76; H, 3.82; O, 35.41
Synonym: Sydowinin B; Sydowinin-B; MS-347b; MS347b; MS 347b;
IUPAC/Chemical Name: 9H-Xanthene-1-carboxylic acid, 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-, methyl ester
InChi Key: SSBSKLSIZKVBFF-UHFFFAOYSA-N
InChi Code: InChI=1S/C16H12O7/c1-22-16(21)13-8(18)2-3-10-14(13)15(20)12-9(19)4-7(6-17)5-11(12)23-10/h2-5,17-19H,6H2,1H3
SMILES Code: O=C(C1=C(O)C=CC(OC2=C3C(O)=CC(CO)=C2)=C1C3=O)OC
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: 2934.99.9001
The following data is based on the product molecular weight 316.265 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: Little A, Porco JA Jr. Total syntheses of graphisin A and sydowinin B. Org Lett. 2012 Jun 1;14(11):2862-5. doi: 10.1021/ol301107m. Epub 2012 May 23. PMID: 22621405; PMCID: PMC3367002.
2: Hayashi A, José Dorantes-Aranda J, Bowman JP, Hallegraeff G. Combined Cytotoxicity of the Phycotoxin Okadaic Acid and Mycotoxins on Intestinal and Neuroblastoma Human Cell Models. Toxins (Basel). 2018 Dec 8;10(12):526. doi: 10.3390/toxins10120526. PMID: 30544794; PMCID: PMC6315785.
3: Cocks S, Wrigley SK, Chicarelli-Robinson MI, Smith RM. High-performance liquid chromatography comparison of supercritical-fluid extraction and solvent extraction of microbial fermentation products. J Chromatogr A. 1995 Apr 21;697(1-2):115-22. doi: 10.1016/0021-9673(94)00817-s. PMID: 7780576.