U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C15H18O3
Molecular Weight 246.3016
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARGLABIN

SMILES

[H][C@@]12CC[C@]3(C)O[C@@]34CC=C(C)[C@]4([H])[C@@]1([H])OC(=O)C2=C

InChI

InChIKey=UVJYAKBJSGRTHA-CUZKYEQNSA-N
InChI=1S/C15H18O3/c1-8-4-7-15-11(8)12-10(9(2)13(16)17-12)5-6-14(15,3)18-15/h4,10-12H,2,5-7H2,1,3H3/t10-,11+,12-,14-,15+/m0/s1

HIDE SMILES / InChI

Molecular Formula C15H18O3
Molecular Weight 246.3016
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
25.0 µM [IC50]
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:43:49 GMT 2023
Edited
by admin
on Sat Dec 16 11:43:49 GMT 2023
Record UNII
YS8UOP7QZ1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ARGLABIN
Common Name English
(+)-ARGLABIN
Common Name English
ARGLABINE
Common Name English
3H-OXIRENO(8,8A)AZULENO(4,5-B)FURAN-8(4AH)-ONE, 5,6,6A,7,9A,9B-HEXAHYDRO-1,4A-DIMETHYL-7-METHYLENE-, (4AS-(3AS*,4A.ALPHA.,6A.ALPHA.,9A.BETA.,9B.ALPHA.))-
Systematic Name English
3H-OXIRENO(8,8A)AZULENO(4,5-B)FURAN-8(4AH)-ONE, 5,6,6A,7,9A,9B-HEXAHYDRO-1,4A-DIMETHYL-7-METHYLENE-, (3AR,4AS,6AS,9AS,9BR)-
Systematic Name English
Code System Code Type Description
FDA UNII
YS8UOP7QZ1
Created by admin on Sat Dec 16 11:43:49 GMT 2023 , Edited by admin on Sat Dec 16 11:43:49 GMT 2023
PRIMARY
CAS
84692-91-1
Created by admin on Sat Dec 16 11:43:49 GMT 2023 , Edited by admin on Sat Dec 16 11:43:49 GMT 2023
PRIMARY
WIKIPEDIA
Arglabin
Created by admin on Sat Dec 16 11:43:49 GMT 2023 , Edited by admin on Sat Dec 16 11:43:49 GMT 2023
PRIMARY
CHEBI
73228
Created by admin on Sat Dec 16 11:43:49 GMT 2023 , Edited by admin on Sat Dec 16 11:43:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID30233687
Created by admin on Sat Dec 16 11:43:49 GMT 2023 , Edited by admin on Sat Dec 16 11:43:49 GMT 2023
PRIMARY
PUBCHEM
5574924
Created by admin on Sat Dec 16 11:43:49 GMT 2023 , Edited by admin on Sat Dec 16 11:43:49 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY
It is found in Artemisia glabella. Arglabin-DMA HCl, the hydrochloride salt of the adduct resulting from the conjugate addition of dimethylamine to the ene-lactone moiety, has been successfully used in Khazakhstan for the treatment of breast, colon, ovarian and lung cancers.
ACTIVE MOIETY
Arglabin reduces inflammation, plasma lipids, increases autophagy, and orients tissue macrophages into an anti-inflammatory phenotype in ApoE2.Ki mice fed a HFD. Consequently, a marked reduction of atherosclerotic lesions was observed. Thus, arglabin may represent a new promising drug to treat inflammation and atherosclerosis.
ACTIVE MOIETY
Semi-synthetic from parthenolide (AG-CN2-0455), which is isolated from Magnolia grandiflora.