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

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H26O13
Molecular Weight 522.4564
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IRIDIN

SMILES

COc1cc(cc(c1OC)O)-c2coc3cc(c(c(c3c2=O)O)OC)O[C@@]4([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(CO)O4)O)O)O

InChI

InChIKey=LNQCUTNLHUQZLR-OZJWLQQPSA-N
InChI=1S/C24H26O13/c1-32-13-5-9(4-11(26)22(13)33-2)10-8-35-12-6-14(23(34-3)19(29)16(12)17(10)27)36-24-21(31)20(30)18(28)15(7-25)37-24/h4-6,8,15,18,20-21,24-26,28-31H,7H2,1-3H3/t15-,18-,20+,21-,24-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H26O13
Molecular Weight 522.4564
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15787436 | https://www.ncbi.nlm.nih.gov/pubmed/28069265 | https://www.ncbi.nlm.nih.gov/pubmed/27032710

idin is an isoflavone, isolated from several species of irises like orris root, Iris florentina or Iris versicolor, also commonly known as the larger blue flag. Iridin in smaller doses can be used as diuretic and cholagogue agent. Iridin is toxic and these plants have been mentioned as causing poisoning in humans and animals.

Originator

Sources: Brit. Med. Journ., May 5, 1877

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
8-Hydroxyirilone 5-methyl ether and 8-hydroxyirilone, new antioxidant and α-amylase inhibitors isoflavonoids from Iris germanica rhizomes.
2017 Feb
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Sources: Brit. Med. Journ., May 5, 1877
Five grains of iridin, mixed with a little bile and water, and placed in the duodenum, very powerfully stimulate the liver
Route of Administration: Oral
MCF-7 and T47D human breast cancer cells were used for activity evaluation. Cells were seeded into 96-well tissue culture plates in 5% DCC-treated, FBS-supplemented RPMI phenol red-free medium at a density of 1 x 10^4 cells/well. Test compounds were added in DMSO solution (control contained 1% DMSO) and incubated at 37 °C with 5% CO2 for 96 h. In all experiments, serial dilutions of estradiol were added as a positive control. To evaluate relative cell concentrations, Alamar Blue reagent was used. After 3 h, fluorescence was measured at 590 nm with excitation at 530 nm using a FL500 spectrophotometer
Substance Class Chemical
Created
by admin
on Sat Jun 26 08:49:53 UTC 2021
Edited
by admin
on Sat Jun 26 08:49:53 UTC 2021
Record UNII
6NTS007OHQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IRIDIN
Common Name English
IRISIN
Common Name English
5-HYDROXY-3-(3-HYDROXY-4,5-DIMETHOXYPHENYL)-6-METHOXY-7-((2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL)OXYCHROMEN-4-ONE
Systematic Name English
Code System Code Type Description
WIKIPEDIA
IRIDIN
Created by admin on Sat Jun 26 08:49:53 UTC 2021 , Edited by admin on Sat Jun 26 08:49:53 UTC 2021
PRIMARY
PUBCHEM
5281777
Created by admin on Sat Jun 26 08:49:53 UTC 2021 , Edited by admin on Sat Jun 26 08:49:53 UTC 2021
PRIMARY
EPA CompTox
491-74-7
Created by admin on Sat Jun 26 08:49:53 UTC 2021 , Edited by admin on Sat Jun 26 08:49:53 UTC 2021
PRIMARY
CAS
491-74-7
Created by admin on Sat Jun 26 08:49:53 UTC 2021 , Edited by admin on Sat Jun 26 08:49:53 UTC 2021
PRIMARY
FDA UNII
6NTS007OHQ
Created by admin on Sat Jun 26 08:49:53 UTC 2021 , Edited by admin on Sat Jun 26 08:49:53 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
ACTIVE MOIETY