SM27

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Hodoodo CAT#: H562940

CAS#: 6266-54-2

Description: SM27 is an inhibitor of Fibroblast Growth Factor 2 (FGF2).


Chemical Structure

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SM27
CAS# 6266-54-2

Theoretical Analysis

Hodoodo Cat#: H562940
Name: SM27
CAS#: 6266-54-2
Chemical Formula: C21H16N2O9S2
Exact Mass: 504.03
Molecular Weight: 504.480
Elemental Analysis: C, 50.00; H, 3.20; N, 5.55; O, 28.54; S, 12.71

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

Request quote for custom synthesis

Synonym: SM27; SM-27; SM 27; NSC-37204; NSC 37204; NSC37204;

IUPAC/Chemical Name: 4-Hydroxy-6-((((8-hydroxy-6-sulfo-2-naphthyl)amino)carbonyl)amino)-2-naphthalenesulfonic acid

InChi Key: XUMPVMRAPYSHRQ-UHFFFAOYSA-N

InChi Code: InChI=1S/C21H16N2O9S2/c24-19-9-15(33(27,28)29)5-11-1-3-13(7-17(11)19)22-21(26)23-14-4-2-12-6-16(34(30,31)32)10-20(25)18(12)8-14/h1-10,24-25H,(H2,22,23,26)(H,27,28,29)(H,30,31,32)

SMILES Code: O=S(C1=CC(O)=C2C=C(NC(NC3=CC=C4C=C(S(=O)(O)=O)C=C(O)C4=C3)=O)C=CC2=C1)(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: >2 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 504.48 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: Pinessi D, Foglieni C, Bugatti A, Moroni E, Resovi A, Ribatti D, Rusnati M, Giavazzi R, Colombo G, Taraboletti G. PO-15 - Antiangiogenic small molecule ligands of FGF2 derived from the endogenous inhibitor thrombospondin-1. Thromb Res. 2016 Apr;140 Suppl 1:S182. doi: 10.1016/S0049-3848(16)30148-7. Epub 2016 Apr 8. PubMed PMID: 27161705.

2: Foglieni C, Pagano K, Lessi M, Bugatti A, Moroni E, Pinessi D, Resovi A, Ribatti D, Bertini S, Ragona L, Bellina F, Rusnati M, Colombo G, Taraboletti G. Integrating computational and chemical biology tools in the discovery of antiangiogenic small molecule ligands of FGF2 derived from endogenous inhibitors. Sci Rep. 2016 Mar 22;6:23432. doi: 10.1038/srep23432. PubMed PMID: 27000667; PubMed Central PMCID: PMC4802308.

3: Meli M, Pagano K, Ragona L, Colombo G. Investigating the dynamic aspects of drug-protein recognition through a combination of MD and NMR analyses: implications for the development of protein-protein interaction inhibitors. PLoS One. 2014 May 27;9(5):e97153. doi: 10.1371/journal.pone.0097153. eCollection 2014. PubMed PMID: 24865844; PubMed Central PMCID: PMC4035249.

4: Pagano K, Torella R, Foglieni C, Bugatti A, Tomaselli S, Zetta L, Presta M, Rusnati M, Taraboletti G, Colombo G, Ragona L. Direct and allosteric inhibition of the FGF2/HSPGs/FGFR1 ternary complex formation by an antiangiogenic, thrombospondin-1-mimic small molecule. PLoS One. 2012;7(5):e36990. doi: 10.1371/journal.pone.0036990. Epub 2012 May 14. PubMed PMID: 22606323; PubMed Central PMCID: PMC3351436.