General
Preferred name
all-trans-4-hydroxy Retinoic Acid
Synonyms
4-OH-RA ()
4-Hydroxyretinoic acid ()
P&D ID
PD015541
CAS
66592-72-1
Tags
available
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION 4-Hydroxyretinoic acid (4-HRA) is a naturally occurring retinoid derivative with diverse biological effects. 4-Hydroxyretinoic acid is formed from retinol catalyzed by cytochrome P-450 isozyme(s), and is mainly metabolized by the liver in the body. 4-Hydroxyretinoic acid also serves as the substrate for human liver microsomal UDP-glucuronosyltransferase(s) and recombinant UGT2B7. 4-Hydroxyretinoic acid regulates gene expression and cell differentiation via binding to nuclear receptor RAR (Retinoic Acid Receptor), and activates RARs and RXR-alpha, to induce cancer cell apoptosis. In addition, 4-Hydroxyretinoic acid is also involved in various physiological processes such as immune regulation, neuroprotection, and anti-oxidation[1][2].
Compound Sets
3
Cayman Chemical Bioactives
21378
MedChem Express Bioactive Compound Library
HY-125904
NURSA ligand set
nursa/index.jsf?doi=10.1621%2F6RPDMBM2FU
External IDs
23
Properties
(calculated by RDKit )
Molecular Weight
316.2
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
2
Rotatable Bonds
5
Ring Count
1
Aromatic Ring Count
0
cLogP
4.57
TPSA
57.53
Fraction CSP3
0.45
Chiral centers
1.0
Largest ring
6.0
QED
0.58
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Target
RAR/RXR
Pathway
Metabolic Enzyme/Protease
Vitamin D Related/Nuclear Receptor
Source data