Siomycin A - Moligand™,≥85% , CAS No.12656-09-6

CAS: 12656-09-6 Cat. No.: S329546 Molecular Weight: 1648.9 PubChem CID: 16130049

GRADE & PURITY Moligand™, ≥85%

Synonyms

Mutabilycin | Sporangiomycin | Antibiotic 6741-21 | Mutabillicin

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Siomycin A, an antibiotic thiazole compound, has been shown to down-regulate the mRNA and protein abundance as well as transcriptional activity of transcription factor forkhead box M1 (FoxM1). Consequentially, it was demonstrated that the downstream target genes of FoxM1, such as CENP-B, Survivin, and Cdc25B were repressed. This compound was also reported to induce potent p53-independent apoptosis in cancer cell lines of different origin. Siomycin A is an inhibitor of FOXM1.

Application

Siomycin A from Streptomyces sioyaensis yields clear, colorless to faint yellow solution in DMSO at 10 mg/ml.

Siomycin A from Streptomyces sioyaensis may be used in cell signaling studies.

Siomycin A has been used as a forkhead box protein M1 (FOXM1) inhibitor to study the effect of pharmacological inhibition of FOXM1 on isocitrate dehydrogenases 1 (IDH1) protein levels.

Specifications

Synonyms

Mutabilycin | Sporangiomycin | Antibiotic 6741-21 | Mutabillicin

Specifications & Purity

Moligand™, ≥85%

Biochemical and Physiological Mechanisms

Siomycin A is a macrocyclic antibiotic with potent and selective antibacterial activity against gram negative and gram positive bacteria, including Mcobacterium tuberculosis and other clinical resistant strains. Siomycin inhibits antibody production and a

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥85%

Names and Identifiers

• Pubchem Sid: 504768054
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768054
• Canonical Smiles: CC=C1C2=NC(CS2)C(=O)NC(C3=NC(=CS3)C(=O)NC4C(OC(=O)C5=NC6=C(C=CC(C6O)NC(C(=O)NC(=C)C(=O)NC(=C)C(=O)NC(C(=O)NC7(CCC(=NC7C8=CSC4=N8)C9=NC(=CS9)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C2=NC(=CS2)C(=O)NC(C(=O)N1)C(C)O)C)C(C)C)C(=C5)C(C)O)C)C(C)(C(C)O)O
• IUPAC Name: N-[3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl]-2-[18-(2,3-dihydroxybutan-2-yl)-11-ethylidene-59-hydroxy-8,31-bis(1-hydroxyethyl)-26,46-dimethyl-40,43-dimethylidene-6,9,16,23,28,38,41,44,47-nonaoxo-37-propan-2-yl-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecazanonacyclo[23.23.9.329,35.12,5.112,15.119,22.154,57.01,53.032,60]tetrahexaconta-2(64),4,12(63),19(62),21,29(61),30,32(60),33,51,54,57-dodecaen-51-yl]-1,3-thiazole-4-carboxamide
• InChIKey: AKFVOKPQHFBYCA-UHFFFAOYSA-N
• INCHI: 1S/C71H81N19O18S5/c1-14-37-64-83-44(22-109-64)61(103)89-52(70(13,107)34(12)93)67-85-43(23-112-67)59(101)88-48-33(11)108-68(106)40-19-36(31(9)91)35-15-16-38(50(94)49(35)79-40)78-46(25(2)3)62(104)77-29(7)56(98)74-27(5)55(97)75-30(8)57(99)90-71(69-86-45(24-113-69)60(102)87-47(32(10)92)63(105)81-37)18-17-39(80-51(71)41-20-111-66(48)82-41)65-84-42(21-110-65)58(100)76-28(6)54(96)73-26(4)53(72)95/h14-16,19-21,23-25,30-34,38,44,46-48,50-52,78,91-94,107H,4-7,17-18,22H2,1-3,8-13H3,(H2,72,95)(H,73,96)(H,74,98)(H,75,97)(H,76,100)(H,77,104)(H,81,105)(H,87,102)(H,88,101)(H,89,103)(H,90,99)
• Isomeric SMILES: CC=C1C2=NC(CS2)C(=O)NC(C3=NC(=CS3)C(=O)NC4C(OC(=O)C5=NC6=C(C=CC(C6O)NC(C(=O)NC(=C)C(=O)NC(=C)C(=O)NC(C(=O)NC7(CCC(=NC7C8=CSC4=N8)C9=NC(=CS9)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C2=NC(=CS2)C(=O)NC(C(=O)N1)C(C)O)C)C(C)C)C(=C5)C(C)O)C)C(C)(C(C)O)O
• WGK Germany: 3
• PubChem CID: 16130049
• Molecular Weight: 1648.9

Chemical and Physical Properties

• Solubility: DMSO and DMF, partially soluble in methanol and ethanol while poorly soluble in water.