Suomilide

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

MedKoo CAT#: 466028

CAS#: 195256-59-8

Description: Suomilide is a natural potent trypsin inhibitor, inhibiting human trypsin-2 and -3 with IC50 values of 4.7 and 11.5 nM, respectively, while trypsin-1 being inhibited with an IC50 of 104 nM.

Chemical Structure

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Suomilide
CAS# 195256-59-8
Instruction

Theoretical Analysis

MedKoo Cat#: 466028
Name: Suomilide
CAS#: 195256-59-8
Chemical Formula: C45H73N7O19S
Exact Mass: 1,047.47
Molecular Weight: 1,048.169
Elemental Analysis: C, 51.57; H, 7.02; N, 9.35; O, 29.00; S, 3.06

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.

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Synonym: Suomilide;

IUPAC/Chemical Name: ((2R,3S,4S,5R,6S)-6-((4-((2-(1-carbamimidoyl-2,5-dihydro-1H-pyrrol-3-yl)ethyl)carbamoyl)-10-hydroxy-5-((2-methoxy-3-(sulfooxy)propanoyl)-D-alloisoleucyl)-2-oxooctahydro-2H-6,9a-methanooxazolo[4,5-c]azocin-8-yl)oxy)-5-(hexanoyloxy)-3,4-dihydroxytetrahydro-2H-pyran-2-yl)methyl hexanoate

InChi Key: KAKUZTRQMKJXIH-XQKBIKNYSA-N

InChi Code: InChI=1S/C45H73N7O19S/c1-6-9-11-13-30(53)66-22-28-34(55)35(56)36(70-31(54)14-12-10-7-2)42(69-28)68-26-19-27-38(57)45(20-26)37(50-44(61)71-45)33(40(59)48-17-15-25-16-18-51(21-25)43(46)47)52(27)41(60)32(24(4)8-3)49-39(58)29(65-5)23-67-72(62,63)64/h16,24,26-29,32-38,42,55-57H,6-15,17-23H2,1-5H3,(H3,46,47)(H,48,59)(H,49,58)(H,50,61)(H,62,63,64)/t24-,26?,27?,28+,29?,32+,33?,34+,35-,36+,37?,38?,42-,45?/m0/s1

SMILES Code: CCCCCC(OC[C@H]1O[C@H](OC(C2)CC3N(C([C@H](NC(C(OC)COS(=O)(O)=O)=O)[C@@H](C)CC)=O)C(C(NCCC4=CCN(C(N)=N)C4)=O)C(C2(C3O)O5)NC5=O)[C@H](OC(CCCCC)=O)[C@@H](O)[C@@H]1O)=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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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 1,048.17 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: Ahmed MN, Wahlsten M, Jokela J, Nees M, Stenman UH, Alvarenga DO, Strandin T, Sivonen K, Poso A, Permi P, Metsä-Ketelä M, Koistinen H, Fewer DP. Potent Inhibitor of Human Trypsins from the Aeruginosin Family of Natural Products. ACS Chem Biol. 2021 Nov 19;16(11):2537-2546. doi: 10.1021/acschembio.1c00611. Epub 2021 Oct 18. PMID: 34661384; PMCID: PMC8609519.

2: Schindler CS, Carreira EM. Rapid formation of complexity in the total synthesis of natural products enabled by oxabicyclo[2.2.1]heptene building blocks. Chem Soc Rev. 2009 Nov;38(11):3222-41. doi: 10.1039/b915448p. Epub 2009 Sep 30. PMID: 19847353.

3: Schindler CS, Stephenson CR, Carreira EM. Enantioselective synthesis of the core of banyaside, suomilide, and spumigin HKVV. Angew Chem Int Ed Engl. 2008;47(46):8852-5. doi: 10.1002/anie.200803655. PMID: 18855958.