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

Details

Stereochemistry ACHIRAL
Molecular Formula C20H20O8
Molecular Weight 388.368
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-O-DESMETHYLNOBILETIN

SMILES

COC1=C(OC)C=C(C=C1)C2=CC(=O)C3=C(O)C(OC)=C(OC)C(OC)=C3O2

InChI

InChIKey=DOFJNFPSMUCECH-UHFFFAOYSA-N
InChI=1S/C20H20O8/c1-23-12-7-6-10(8-14(12)24-2)13-9-11(21)15-16(22)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,22H,1-5H3

HIDE SMILES / InChI

Molecular Formula C20H20O8
Molecular Weight 388.368
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Coumarin and flavone derivatives from estragon and thyme as inhibitors of chemical mediator release from RBL-2H3 Cells.
2005 Jan
Demethylnobiletin inhibits delayed-type hypersensitivity reactions, human lymphocyte proliferation and cytokine production.
2007 Dec
Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines.
2007 May 15
Identification and physiological evaluation of the components from citrus fruits as potential drugs for anti-corpulence and anticancer.
2009 Jan 1
[Reparative isolation and purification of flavones from Pericarpium Citri Reticulatae by high-speed counter-current chromatography].
2009 Mar
[Isolation and purification of flavones from Murraya exotica L. by high-speed counter-current chromatography].
2010 Apr
Induction of apoptosis in human cervical carcinoma HeLa cells by polymethoxylated flavone-rich Citrus grandis Osbeck (Dangyuja) leaf extract.
2010 Aug-Sep
Simultaneous determination of four 5-hydroxy polymethoxyflavones by reversed-phase high performance liquid chromatography with electrochemical detection.
2010 Jan 29
Inhibitory effects of 5-hydroxy polymethoxyflavones on colon cancer cells.
2010 Jul
Constituents of Calamintha ashei: effects on Florida sandhill species.
2010 May
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:44:29 UTC 2023
Edited
by admin
on Fri Dec 15 18:44:29 UTC 2023
Record UNII
OGE0V42MOT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
5-O-DESMETHYLNOBILETIN
Common Name English
5-O-DEMETHYLNOBILETIN
Common Name English
4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIMETHOXYPHENYL)-5-HYDROXY-6,7,8-TRIMETHOXY-
Systematic Name English
NSC-618927
Code English
Code System Code Type Description
FDA UNII
OGE0V42MOT
Created by admin on Fri Dec 15 18:44:29 UTC 2023 , Edited by admin on Fri Dec 15 18:44:29 UTC 2023
PRIMARY
NSC
618927
Created by admin on Fri Dec 15 18:44:29 UTC 2023 , Edited by admin on Fri Dec 15 18:44:29 UTC 2023
PRIMARY
EPA CompTox
DTXSID60176134
Created by admin on Fri Dec 15 18:44:29 UTC 2023 , Edited by admin on Fri Dec 15 18:44:29 UTC 2023
PRIMARY
CAS
2174-59-6
Created by admin on Fri Dec 15 18:44:29 UTC 2023 , Edited by admin on Fri Dec 15 18:44:29 UTC 2023
PRIMARY
PUBCHEM
358832
Created by admin on Fri Dec 15 18:44:29 UTC 2023 , Edited by admin on Fri Dec 15 18:44:29 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
56% Cell growth rate of human acute promyelocytic leukemia HL-60 cells at 50 uM of compound vs control
PARENT -> CONSTITUENT ALWAYS PRESENT
29% Cell growth rate of mouse myeloid leukemia M1 cells at 50 uM of compound vs control