Sydowinin B
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MedKoo CAT#: 534794

CAS#: 58450-00-3

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.

Chemical Structure

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Sydowinin B
CAS# 58450-00-3
Instruction

Theoretical Analysis

MedKoo Cat#: 534794
Name: Sydowinin B
CAS#: 58450-00-3
Chemical Formula: C16H12O7
Exact Mass: 316.06
Molecular Weight: 316.265
Elemental Analysis: C, 60.76; H, 3.82; O, 35.41

Price and Availability

Size Price Availability Quantity
10mg USD -2 2 Weeks
25mg USD -2 2 Weeks
50mg USD -2 2 Weeks
100mg USD -2 2 Weeks
200mg USD -2 2 Weeks
500mg USD -2 2 Weeks
2g USD -2 2 Weeks
5g USD -2 2 Weeks
1mg USD 720 2 Weeks
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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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 316.27 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: 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.