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Details

Stereochemistry ACHIRAL
Molecular Formula C24H23N5OS
Molecular Weight 429.537
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LHD-221

SMILES

CC(C)N1C=NC2=C1N=C(N=C2NCCC3=CC=C(O)C=C3)C4=CSC5=C4C=CC=C5

InChI

InChIKey=BGFHMYJZJZLMHW-UHFFFAOYSA-N
InChI=1S/C24H23N5OS/c1-15(2)29-14-26-21-23(25-12-11-16-7-9-17(30)10-8-16)27-22(28-24(21)29)19-13-31-20-6-4-3-5-18(19)20/h3-10,13-15,30H,11-12H2,1-2H3,(H,25,27,28)

HIDE SMILES / InChI

Molecular Formula C24H23N5OS
Molecular Weight 429.537
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including: http://www.stemcell.com/en/Products/All-Products/StemRegenin-1.aspx and https://www.caymanchem.com/product/10625

The compound StemRegenin 1 (SR1) is a selective, cell-permeable, small molecule that promotes the self-renewal of human hematopoietic stem cells in culture. SR1 is an antagonist of the aryl hydrocarbon receptor. SR1 is the first small molecule that promotes robust expansion/self-renewal of human CD34 peripheral blood and cord blood hematopoietic stem cells (HSCs). The culture of HSCs with SR1 led to a 50-fold increase in cells expressing CD34 and a 17-fold increase in cells that retain the ability to engraft immunodeficient mice. SR1 can be potentially used for ex vivo expansion of normal HSCs or leukemic stem/progenitor cells

Originator

Curator's Comment: # Scripps Research Institute; Novartis Pharmaceuticals

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P35869
Gene ID: 196.0
Gene Symbol: AHR
Target Organism: Homo sapiens (Human)
127.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Rapid expansion of human hematopoietic stem cells by automated control of inhibitory feedback signaling.
2012 Feb 3
Efficient generation, purification, and expansion of CD34(+) hematopoietic progenitor cells from nonhuman primate-induced pluripotent stem cells.
2012 Sep 27
Patents

Sample Use Guides

Unknown
Route of Administration: Unknown
SR1 was used at 1 µM final concentration (DMSO 0.01%) in the ex vivo cell culture for 7-21 days. SR1 may be refreshed every 2-3 days during the culture
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:15:51 GMT 2023
Edited
by admin
on Sat Dec 16 15:15:51 GMT 2023
Record UNII
RNE1V1F9O1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LHD-221
Code English
4-(2-((2-(BENZO(B)THIOPHEN-3-YL)-9-ISOPROPYL-9H-PURIN-6-YL)AMINO)ETHYL)PHENOL
Common Name English
LFU-835
Code English
STEMREGENIN1
Common Name English
Code System Code Type Description
FDA UNII
RNE1V1F9O1
Created by admin on Sat Dec 16 15:15:51 GMT 2023 , Edited by admin on Sat Dec 16 15:15:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID70673068
Created by admin on Sat Dec 16 15:15:51 GMT 2023 , Edited by admin on Sat Dec 16 15:15:51 GMT 2023
PRIMARY
PUBCHEM
46199207
Created by admin on Sat Dec 16 15:15:51 GMT 2023 , Edited by admin on Sat Dec 16 15:15:51 GMT 2023
PRIMARY
CAS
1227633-49-9
Created by admin on Sat Dec 16 15:15:51 GMT 2023 , Edited by admin on Sat Dec 16 15:15:51 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY
LHD221, an AHR antagonist facilitates the expansion of CD34-positive hematopoietic progenitors and impedes HSPC differentiation during cytokine-driven expansion in culture.