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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H29NO5
Molecular Weight 327.4159
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SM-934 FREE BASE

SMILES

[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@H](OCCN)[C@@H]2C)O4

InChI

InChIKey=HPGHCIXRRLNXRN-XQLAAWPRSA-N
InChI=1S/C17H29NO5/c1-10-4-5-13-11(2)14(19-9-8-18)20-15-17(13)12(10)6-7-16(3,21-15)22-23-17/h10-15H,4-9,18H2,1-3H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1

HIDE SMILES / InChI

Molecular Formula C17H29NO5
Molecular Weight 327.4159
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 17:03:59 GMT 2023
Edited
by admin
on Sat Dec 16 17:03:59 GMT 2023
Record UNII
2TF7EGV39I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SM-934 FREE BASE
Common Name English
.BETA.-AMINOARTEETHER
Common Name English
2-(((3R,5AS,6R,8AS,9R,10S,12R,12AR)-DECAHYDRO-3,6,9-TRIMETHYL-3,12-EPOXY-12H-PYRANO(4,3-J)-1,2-BENZODIOXEPIN-10-YL)OXY)ETHANAMINE
Systematic Name English
ETHANAMINE, 2-((DECAHYDRO-3,6,9-TRIMETHYL-3,12-EPOXY-12H-PYRANO(4,3-J)-1,2-BENZODIOXEPIN-10-YL)OXY)-, (3R-(3.ALPHA.,5A.BETA.,6.BETA.,8A.BETA.,9.ALPHA.,10.ALPHA.,12.BETA.,12AR*))-
Systematic Name English
SM 934 FREE BASE
Code English
ARTEETHER AMINE
Common Name English
Code System Code Type Description
FDA UNII
2TF7EGV39I
Created by admin on Sat Dec 16 17:03:59 GMT 2023 , Edited by admin on Sat Dec 16 17:03:59 GMT 2023
PRIMARY
PUBCHEM
10019350
Created by admin on Sat Dec 16 17:03:59 GMT 2023 , Edited by admin on Sat Dec 16 17:03:59 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
SM-934
Created by admin on Sat Dec 16 17:03:59 GMT 2023 , Edited by admin on Sat Dec 16 17:03:59 GMT 2023
PRIMARY SM 934: CAS NO 133162-25-1For Autoimmune diseases, SLESM934, an artemisinin derivative, possesses potent antiproliferative and antiinflammatory properties
CAS
133162-24-0
Created by admin on Sat Dec 16 17:03:59 GMT 2023 , Edited by admin on Sat Dec 16 17:03:59 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY
RESULTS: In vitro, SM934 inhibited interferon-.GAMMA. (IFN.GAMMA.) and interleukin-17 (IL-17) production from polyclonal CD4+ T cells activated by T cell receptor engagement and the differentiation of naive CD4+ T cells into Th1 and Th17 cells, but not Treg cells. In vivo, 12-week-old MRL/lpr mice treated with SM934 for 4 weeks showed significantly ameliorated proteinuria and renal lesion severity, decreased levels of blood urea nitrogen, serum IFN.GAMMA., and serum anti-double-stranded DNA antibodies, decreased spleen size and a lower percentage of CD3+B220+CD4-CD8- T cells, 16-week-old MRL/lpr mice treated with SM934 for 8 weeks avoided severe proteinuria and survived longer. Ex vivo, SM934 treatment elevated the percentage of Treg cells, inhibited the development of Th1 and Th17 cells, and impeded the comprehensive activation of STAT-1, STAT-3, and STAT-5 proteins in splenocytes.