retinol 🐢 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
retinol derivatives 2831 68-26-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • vitamin A1
  • vitamin A
  • retinol
  • retinol (vit A)
Retinol and derivatives of retinol that play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response. Dietary vitamin A is derived from a variety of CAROTENOIDS found in plants. It is enriched in the liver, egg yolks, and the fat component of dairy products.
  • Molecular weight: 286.46
  • Formula: C20H30O
  • CLOGP: 6.40
  • LIPINSKI: 1
  • HAC: 1
  • HDO: 1
  • TPSA: 20.23
  • ALOGS: -4.58
  • ROTB: 5

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
50 TU O
50 TU P
800 U N

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.04 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0 % Benet LZ, Broccatelli F, Oprea TI

Approvals:

DateAgencyCompanyOrphan
Feb. 20, 1953 FDA HOSPIRA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Pneumonia aspiration 249.07 14.78 117 9250 32294 56250406
Coma 177.24 14.78 115 9252 59540 56223160
Gastrooesophageal reflux disease 173.40 14.78 129 9238 83128 56199572
Somnolence 130.73 14.78 148 9219 163265 56119435
Blood magnesium increased 127.82 14.78 38 9329 2913 56279787
Pleural thickening 126.42 14.78 37 9330 2686 56280014
Presbyacusis 120.56 14.78 36 9331 2802 56279898
Pleural fibrosis 117.69 14.78 37 9330 3422 56279278
Deafness neurosensory 110.44 14.78 38 9329 4660 56278040
Epigastric discomfort 96.27 14.78 37 9330 6211 56276489
Cyst 76.66 14.78 39 9328 12739 56269961
Osteopenia 63.88 14.78 39 9328 18102 56264598
Blood potassium increased 63.07 14.78 38 9329 17223 56265477
Skin lesion 57.12 14.78 43 9324 28092 56254608
Dry eye 52.12 14.78 45 9322 35671 56247029
Bone cyst 45.47 14.78 16 9351 2094 56280606
Osteosclerosis 36.91 14.78 16 9351 3647 56279053
Choanal stenosis 35.99 14.78 6 9361 27 56282673
Blood creatinine increased 34.92 14.78 54 9313 80137 56202563
Enterobacter infection 34.66 14.78 13 9354 2039 56280661
Underdose 32.78 14.78 29 9338 23728 56258972
Infective pulmonary exacerbation of cystic fibrosis 29.90 14.78 18 9349 8139 56274561
Granulomatous liver disease 29.71 14.78 9 9358 735 56281965
Osteoarthritis 28.10 14.78 49 9318 80247 56202453
Aorta hypoplasia 27.12 14.78 6 9361 139 56282561
Exostosis 24.20 14.78 20 9347 14923 56267777
Renal impairment 24.12 14.78 46 9321 80667 56202033
Osteochondritis 23.03 14.78 4 9363 24 56282676
Deformity 21.53 14.78 16 9351 10239 56272461
Bone hypertrophy 20.83 14.78 6 9361 411 56282289
Tracheo-oesophageal fistula 19.14 14.78 6 9361 549 56282151
Gastrointestinal disorder 18.83 14.78 51 9316 112651 56170049
Malabsorption 18.20 14.78 10 9357 3811 56278889
Sleep disorder 17.14 14.78 36 9331 67627 56215073
Hepatic cirrhosis 16.49 14.78 19 9348 21244 56261456
Hiatus hernia strangulated 15.77 14.78 4 9363 169 56282531
Anomaly of external ear congenital 15.77 14.78 4 9363 169 56282531
Oesophageal atresia 15.28 14.78 5 9362 525 56282175
Coarctation of the aorta 14.90 14.78 5 9362 568 56282132

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Respiratory tract infection bacterial 66.76 16.76 18 3532 1448 31692346
Respiratory tract infection viral 61.10 16.76 18 3532 1996 31691798
Infective pulmonary exacerbation of cystic fibrosis 53.83 16.76 22 3528 6462 31687332
Respiratory tract infection 33.15 16.76 22 3528 17539 31676255
Hypervitaminosis A 26.16 16.76 4 3546 15 31693779
Cytokine release syndrome 24.72 16.76 18 3532 16624 31677170
Ocular hyperaemia 17.59 16.76 12 3538 9997 31683797

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Pneumonia aspiration 191.15 13.62 118 10521 62171 70855634
Gastrooesophageal reflux disease 177.49 13.62 130 10509 90709 70827096
Coma 151.88 13.62 119 10520 91725 70826080
Somnolence 128.93 13.62 160 10479 215446 70702359
Presbyacusis 109.03 13.62 32 10607 2605 70915200
Pleural thickening 106.77 13.62 32 10607 2800 70915005
Blood magnesium increased 101.65 13.62 32 10607 3299 70914506
Pleural fibrosis 94.83 13.62 32 10607 4107 70913698
Deafness neurosensory 90.67 13.62 35 10604 6597 70911208
Epigastric discomfort 80.83 13.62 33 10606 7200 70910605
Infective pulmonary exacerbation of cystic fibrosis 73.26 13.62 36 10603 12122 70905683
Cyst 63.02 13.62 33 10606 12686 70905119
Respiratory tract infection bacterial 58.51 13.62 18 10621 1719 70916086
Dry eye 58.02 13.62 44 10595 32238 70885567
Osteopenia 57.23 13.62 34 10605 16663 70901142
Skin lesion 47.21 13.62 42 10597 38418 70879387
Respiratory tract infection viral 45.96 13.62 18 10621 3523 70914282
Bone cyst 42.27 13.62 16 10623 2858 70914947
Blood potassium increased 37.90 13.62 32 10607 27294 70890511
Hypervitaminosis A 36.43 13.62 6 10633 28 70917777
Osteosclerosis 35.00 13.62 15 10624 3690 70914115
Underdose 30.07 13.62 29 10610 29354 70888451
Deformity 26.12 13.62 16 10623 8281 70909524
Osteoarthritis 24.98 13.62 42 10597 74105 70843700
Enterobacter infection 24.39 13.62 12 10627 4048 70913757
Osteochondritis 23.03 13.62 4 10635 27 70917778
Granulomatous liver disease 22.33 13.62 8 10631 1224 70916581
Bone hypertrophy 22.08 13.62 6 10633 369 70917436
Cystic fibrosis 20.90 13.62 11 10628 4270 70913535
Exostosis 20.30 13.62 17 10622 14328 70903477
Sleep disorder 20.19 13.62 37 10602 69835 70847970
Treatment failure 18.03 13.62 55 10584 144087 70773718
Cytokine release syndrome 17.97 13.62 21 10618 26446 70891359
Completed suicide 17.69 13.62 6 10633 227129 70690676
Prealbumin decreased 17.22 13.62 4 10635 129 70917676
Breast cancer 17.00 13.62 23 10616 33526 70884279
Gastrointestinal disorder 16.88 13.62 44 10595 105383 70812422
Vitamin A decreased 16.51 13.62 3 10636 27 70917778
Hiatus hernia strangulated 16.18 13.62 4 10635 169 70917636
Hospitalisation 14.83 13.62 36 10603 82532 70835273
Blood creatinine increased 14.66 13.62 51 10588 142950 70774855
Oesophageal adenocarcinoma 13.63 13.62 5 10634 818 70916987

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC A11CA01 ALIMENTARY TRACT AND METABOLISM
VITAMINS
VITAMIN A AND D, INCL. COMBINATIONS OF THE TWO
Vitamin A, plain
ATC D10AD02 DERMATOLOGICALS
ANTI-ACNE PREPARATIONS
ANTI-ACNE PREPARATIONS FOR TOPICAL USE
Retinoids for topical use in acne
ATC R01AX02 RESPIRATORY SYSTEM
NASAL PREPARATIONS
DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
Other nasal preparations
ATC S01XA02 SENSORY ORGANS
OPHTHALMOLOGICALS
OTHER OPHTHALMOLOGICALS
Other ophthalmologicals
FDA CS M0022788 Vitamin A
CHEBI has role CHEBI:24020 fat-soluble vitamins
CHEBI has role CHEBI:25212 metabolites
MeSH PA D018977 Micronutrients
MeSH PA D014815 Vitamins
FDA EPC N0000175950 Vitamin A
CHEBI has role CHEBI:75771 Mus musculus metabolites
CHEBI has role CHEBI:76924 plant metabolites
CHEBI has role CHEBI:77746 Homo sapiens metabolite

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Vitamin A deficiency indication 72000004
Vitamin deficiency indication 85670002
Mineral deficiency indication 111379007
Prevention of dental caries indication 426482000
Mineral Deficiency Prevention indication
Vitamin Deficiency Prevention indication
Diaper rash off-label use 91487003
Abetalipoproteinemia off-label use 190787008 DOID:1386
Skin irritation off-label use 367466007
Peptic ulcer contraindication 13200003 DOID:750
Primary hyperoxaluria contraindication 17901006 DOID:2977
Hyperphosphatemia contraindication 20165001 DOID:0050459
Gastroenteritis contraindication 25374005 DOID:2326
Hypervitaminosis D contraindication 27712000 DOID:9971
Sarcoidosis contraindication 31541009 DOID:11335
Hemosiderosis contraindication 39011001 DOID:12119
Hemolytic anemia contraindication 61261009 DOID:583
Hypervitaminosis A contraindication 64559002 DOID:9972
Ulcerative colitis contraindication 64766004 DOID:8577
Hypercalcemia contraindication 66931009 DOID:12678
Kidney disease contraindication 90708001 DOID:557
Kidney stone contraindication 95570007
Anemia due to enzyme deficiency contraindication 111577008
Hb SS disease contraindication 127040003 DOID:10923
Disease of liver contraindication 235856003 DOID:409
Pregnancy, function contraindication 289908002
Arteriosclerosis obliterans contraindication 361133006 DOID:5160
Diverticular disease contraindication 397881000
Hemochromatosis contraindication 399187006 DOID:2352
Repeated Blood Transfusions contraindication
Malabsorption States contraindication




🐢 Veterinary Drug Use

None

🐢 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.62 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
11-cis retinol dehydrogenase Enzyme WOMBAT-PK
Retinol dehydrogenase 12 Enzyme WOMBAT-PK
Retinol dehydrogenase 13 Enzyme WOMBAT-PK
Retinol-binding protein 3 Surface antigen WOMBAT-PK
Retinol-binding protein 5 Cytosolic other WOMBAT-PK
Retinoid-binding protein 7 Cytosolic other WOMBAT-PK
Retinol-binding protein 4 Secreted Kd 6.74 CHEMBL
Retinol-binding protein 2 Cytosolic other WOMBAT-PK
Retinal dehydrogenase 2 Enzyme WOMBAT-PK
Retinal dehydrogenase 1 Enzyme WOMBAT-PK
Retinaldehyde-binding protein 1 Transporter WOMBAT-PK
Retinol-binding protein 1 Cytosolic other WOMBAT-PK
Amyloid beta A4 protein Unclassified IC50 6.75 CHEMBL
Nuclear receptor subfamily 2 group C member 2 Nuclear other AGONIST EC50 4.71 IUPHAR
Alpha-synuclein Transporter IC50 6.72 CHEMBL
Beta-lactoglobulin Unclassified Kd 7.44 CHEMBL

External reference:

IDSource
4021164 VUID
N0000148615 NUI
D06543 KEGG_DRUG
11103-57-4 SECONDARY_CAS_RN
4017648 VANDF
4021164 VANDF
4021715 VANDF
C0042839 UMLSCUI
CHEBI:50211 CHEBI
RTL PDB_CHEM_ID
CHEMBL986 ChEMBL_ID
CHEMBL1675 ChEMBL_ID
DB00162 DRUGBANK_ID
D014801 MESH_DESCRIPTOR_UI
445354 PUBCHEM_CID
4053 IUPHAR_LIGAND_ID
2243 INN_ID
G2SH0XKK91 UNII
11246 RXNORM
232172 MMSL
5678 MMSL
975 MMSL
d00402 MMSL
001000 NDDF
82156005 SNOMEDCT_US
82622003 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
VitafolOne HUMAN PRESCRIPTION DRUG LABEL 16 0642-0070 CAPSULE, GELATIN COATED 330 ug ORAL unapproved drug other 14 sections
Vitafol Caplet HUMAN PRESCRIPTION DRUG LABEL 12 0642-0072 CAPSULE 6000 [iU] ORAL UNAPPROVED DRUG OTHER 13 sections
Vitafol OB Caplet HUMAN PRESCRIPTION DRUG LABEL 15 0642-0079 TABLET 2700 [iU] ORAL Unapproved drug other 14 sections
Vitafol Plus HUMAN PRESCRIPTION DRUG LABEL 17 0642-0092 CAPSULE, LIQUID FILLED 1100 [iU] ORAL UNAPPROVED DRUG OTHER 13 sections
Strovite Forte Caplet HUMAN PRESCRIPTION DRUG LABEL 19 0642-0204 TABLET, COATED 4000 [iU] ORAL UNAPPROVED DRUG OTHER 15 sections
Strovite One Caplets HUMAN PRESCRIPTION DRUG LABEL 20 0642-0207 TABLET 900 ug ORAL UNAPPROVED DRUG OTHER 14 sections
Reaphirm Plant Source DHA HUMAN PRESCRIPTION DRUG LABEL 16 0642-3010 CAPSULE, GELATIN COATED 1100 [iU] ORAL unapproved drug other 7 sections
O-Cal Prenatal Vitamin HUMAN PRESCRIPTION DRUG LABEL 16 0813-0202 TABLET 2500 [iU] ORAL UNAPPROVED DRUG OTHER 6 sections
Budpak Vitamin A and D HUMAN OTC DRUG LABEL 2 27293-036 CREAM 181.80 [iU] TOPICAL OTC monograph not final 11 sections
Multivitamin with fluoride HUMAN PRESCRIPTION DRUG LABEL 11 50090-0356 TABLET, CHEWABLE 2500 [iU] ORAL UNAPPROVED DRUG OTHER 8 sections
Multivitamin with fluoride HUMAN PRESCRIPTION DRUG LABEL 11 50090-0435 TABLET, CHEWABLE 2500 [iU] ORAL UNAPPROVED DRUG OTHER 8 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 12 50090-4475 TABLET, CHEWABLE 750 ug ORAL unapproved drug other 10 sections
Multi Vitamin and Mineralvitamin HUMAN OTC DRUG LABEL 11 51220-2001 TABLET, CHEWABLE 3.50 mg ORAL unapproved drug other 8 sections
Vitamin A and D HUMAN OTC DRUG LABEL 2 52000-026 CREAM 181.80 [iU] TOPICAL OTC monograph not final 11 sections
Kimchi Vitaminchewable multivitamin HUMAN OTC DRUG LABEL 11 52102-1001 TABLET, CHEWABLE 0.68 mg ORAL unapproved drug other 2 sections
Multi-Vitamin Fluoride Drops HUMAN PRESCRIPTION DRUG LABEL 10 52959-593 SOLUTION 1500 [iU] ORAL Unapproved drug other 11 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 11 58657-163 TABLET, CHEWABLE 2500 [iU] ORAL unapproved drug other 10 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 11 58657-163 TABLET, CHEWABLE 2500 [iU] ORAL unapproved drug other 10 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 11 58657-164 TABLET, CHEWABLE 2500 [iU] ORAL unapproved drug other 10 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 11 58657-164 TABLET, CHEWABLE 2500 [iU] ORAL unapproved drug other 10 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 11 58657-165 TABLET, CHEWABLE 2500 [iU] ORAL unapproved drug other 10 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 11 58657-165 TABLET, CHEWABLE 2500 [iU] ORAL unapproved drug other 10 sections
M-Natal Plus HUMAN PRESCRIPTION DRUG LABEL 14 58657-170 TABLET 4000 [iU] ORAL unapproved drug other 7 sections
M-Natal Plus HUMAN PRESCRIPTION DRUG LABEL 14 58657-170 TABLET 4000 [iU] ORAL unapproved drug other 7 sections
Tri-Vite Drops with Fluoride HUMAN PRESCRIPTION DRUG LABEL 4 58657-323 SOLUTION 1500 [iU] ORAL unapproved drug other 9 sections
Tri-Vite Drops with Fluoride HUMAN PRESCRIPTION DRUG LABEL 4 58657-323 SOLUTION 1500 [iU] ORAL unapproved drug other 9 sections
Tri-Vite Drops with Fluoride HUMAN PRESCRIPTION DRUG LABEL 4 58657-324 SOLUTION 1500 [iU] ORAL unapproved drug other 9 sections
Tri-Vite Drops with Fluoride HUMAN PRESCRIPTION DRUG LABEL 4 58657-324 SOLUTION 1500 [iU] ORAL unapproved drug other 9 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 12 59088-107 TABLET, CHEWABLE 2500 [iU] ORAL unapproved drug other 10 sections
Multivitamin with Fluoride HUMAN PRESCRIPTION DRUG LABEL 12 59088-107 TABLET, CHEWABLE 750 ug ORAL unapproved drug other 10 sections