Stauprimide - ≥99% , CAS No.154589-96-5

CAS: 154589-96-5 Cat. No.: S139814 Molecular Weight: 584.62 PubChem CID: 46245328

GRADE & PURITY ≥99%

Synonyms

Q7604751 | [9S-(9alpha,10beta,11beta,13alpha)]-N-(2,3,10,11,12,1 3-Hexahydro-10-methoxy-9-methyl-1,3-dioxo-9,13-epo xy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j] [1,7]benzodiazonin-11-yl)-N-methylbenzamide | HY-N6747 | N-((9S,10R,11R,13R)-2,3,10,1

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Stauprimide is an indolocarbazole semi-synthetic small molecule shown to significantly increase the efficiency of directed embryonic stem cell differentiation. Stauprimide inhibits the nuclear localization of NME2, blocking and downregulating c-Myc expression. The expression of c-Myc is crucial for embryonic stem cell self-renewal, and intervention by Stauprimide allows for more efficient lineage-specific differentiation. NME2 is also indicated to be upregulated in certain cancers, indicating further application for the blocking action of Stauprimide
An indolocarbazole promoter of embryonic stem cell differentiation.

Specifications

Synonyms

Q7604751 | [9S-(9alpha, 10beta, 11beta, 13alpha)]-N-(2, 3, 10, 11, 12, 1 3-Hexahydro-10-methoxy-9-methyl-1, 3-dioxo-9, 13-epo xy-1H, 9H-diindolo[1, 2, 3-gh:3', 2', 1'-lm]pyrrolo[3, 4-j] [1, 7]benzodiazonin-11-yl)-N-methylbenzamide | HY-N6747 | N-((9S, 10R, 11R, 13R)-2, 3, 10, 1

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Small molecule that primes embryonic stem cells (ESCs) for differentiation. Interacts with NME2 and inhibits its nuclear translocation. Increases the efficiency of directed differentiation of mouse and human ESCsin vitro.

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.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC12C(C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)C(=O)NC6=O)N(C)C(=O)C9=CC=CC=C9)OC
• IUPAC Name: N-[(2S,3R,4R,6R)-3-methoxy-2-methyl-16,18-dioxo-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-4-yl]-N-methylbenzamide
• InChIKey: MQCCJEYZKWZQHU-MPRCCEKMSA-N
• INCHI: 1S/C35H28N4O5/c1-35-31(43-3)23(37(2)34(42)18-11-5-4-6-12-18)17-24(44-35)38-21-15-9-7-13-19(21)25-27-28(33(41)36-32(27)40)26-20-14-8-10-16-22(20)39(35)30(26)29(25)38/h4-16,23-24,31H,17H2,1-3H3,(H,36,40,41)/t23-,24-,31-,35+/m1/s1
• Isomeric SMILES: C[C@@]12[C@@H]([C@@H](C[C@@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)C(=O)NC6=O)N(C)C(=O)C9=CC=CC=C9)OC
• WGK Germany: 3
• PubChem CID: 46245328
• Molecular Weight: 584.62

Chemical and Physical Properties

• Solubility: Soluble in DMSO}
• Sensitivity: Light sensitive
• Melt Point(°C): 145°C
• Molecular Weight: 584.600 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 584.206 Da
• Monoisotopic Mass: 584.206 Da
• Topological Polar Surface Area: 94.800 Ų
• Heavy Atom Count: 44
• Formal Charge: 0
• Complexity: 1220.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1