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Compound Detail

CHEMBL986

RETINOL
💊 Approved Drug
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💊 Approved Drug
CC1=C(/C=C/C(C)=C/C=C/C(C)=C/CO)C(C)(C)CCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL986
Name RETINOL
Phase Approved
Structure Type MOL
InChI Key FPIPGXGPPPQFEQ-OVSJKPMPSA-N

Known Names

Arovit Nepalm NSC-122759 Retinol Retinol (vit a) Ro-a-vit Vitamin a Vitamin a 1
6
Targets
11
Activities
3
Assay Types
0
PK Parameters
20
Publications
8
Known Names
15
Indications

Molecular Properties

286.5
MW (Da)
5.51
ALogP
1
HBA
1
HBD
20.2
PSA (Ų)
0.66
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Stem -retin-
USAN Year 2023

Extended Properties

Molecular Formula C20H30O
MW 286.46
Aromatic Rings 0
Heavy Atoms 21
NP-Likeness 2.61

Indications

Acne Vulgaris Eye Diseases Nasal Obstruction Diarrhea Ectoparasitic Infestations Malaria Malnutrition Retinitis Pigmentosa Tuberculosis Vitamin A Deficiency Heart Failure Infections Purpura Severe Acute Respiratory Syndrome Skin Neoplasms

ATC Classification

A11CA01
retinol (vit A)
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: VITAMINS
D10AD02
retinol
Level 1: DERMATOLOGICALS
Level 2: ANTI-ACNE PREPARATIONS
R01AX02
retinol
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
S01XA02
retinol
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 4 meas. best 6.75
Kd 4 meas. best 7.44
Ki 3 meas. best 8.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Retinol-binding protein 4
CHEMBL3100
 Ki 8.08 8.08 8.3 1
Beta-lactoglobulin
CHEMBL1075053
 Kd 7.44 7.44 36.0 1
Unchecked
CHEMBL612545
 Kd 7.16 6.93 70.0 2
Amyloid-beta precursor protein
CHEMBL2487
 IC50 6.75 6.75 180.0 1
Retinol-binding protein 4
CHEMBL3100
 Kd 6.74 6.74 182.0 1
Alpha-synuclein
CHEMBL6152
 IC50 6.72 6.72 190.0 1
ADMET
CHEMBL612558
 IC50 4.6 4.45 25000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Retinol-binding protein 4 Ki = 8.3 nM 8.08 Binding affinity to N-terminal His-tagged human recombinant RBP4 (19 to 201 resi... 38525852
Beta-lactoglobulin Kd = 36.0 nM 7.44 Binding affinity to bovine beta-lactoglobulins by fluorescence spectroscopy 19938842
Unchecked Kd = 70.0 nM 7.16 Dissociation constant with retinol binding protein was determined 10999486
Amyloid-beta precursor protein IC50 = 180.0 nM 6.75 Inhibition of amyloid beta (1 to 40) (unknown origin) incubated for 24 hrs to 7 ... 30743095
Retinol-binding protein 4 Kd = 182.0 nM 6.74 Binding affinity to His-tagged recombinant human sRBP expressed in Escherichia c... 21591606
Alpha-synuclein IC50 = 190.0 nM 6.72 Inhibition of alpha-synuclein fibril formation (unknown origin) incubated for 24... 30743095
Unchecked Kd = 200.0 nM 6.7 Binding affinity to reindeer beta-lactoglobulin by fluorescence spectroscopy 19938842
ADMET IC50 = 25000.0 nM 4.6 Cytotoxicity against human normal fibroblast after 1 day by MTT assay 18511283
ADMET IC50 = 50000.0 nM 4.3 Toxicity against human dermal fibroblasts 19036585

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1398
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
22197381 10.1016/j.ejmech.2011.12.002 Albumin 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.1007/s00044-008-9088-1 Cavia porcellus 4
20014752 10.1021/tx900326k Hepatotoxicity 3
19938842 10.1021/jm901309r Beta-lactoglobulin 3
18511283 10.1016/j.bmc.2008.05.005 No relevant target 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19938842 10.1021/jm901309r No relevant target 2
19938842 10.1021/jm901309r Unchecked 2
32878437 10.1021/acs.jmedchem.0c00996 Transthyretin 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
38373879 10.1021/acs.jnatprod.3c00759 No relevant target 2
18511283 10.1016/j.bmc.2008.05.005 Fibroblast 2
18511283 10.1016/j.bmc.2008.05.005 HaCaT 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2

Data from ChEMBL 36 via Core Engine