salicylic acid Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
analgesic anti-inflammatory 2416 69-72-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • choline salicylate
  • choline subsalicylate
  • salicylic acid
  • 2-Carboxyphenol
  • 2-Hydroxybenzenecarboxylic acid
  • 2-Hydroxybenzoic acid
  • imidazole salicylate
  • sodium salicylate
  • morpholine salicylate
  • potassium salicylate
A compound obtained from the bark of the white willow and wintergreen leaves. It has bacteriostatic, fungicidal, and keratolytic actions.
  • Molecular weight: 138.12
  • Formula: C7H6O3
  • CLOGP: 2.19
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 2
  • TPSA: 57.53
  • ALOGS: -1.09
  • ROTB: 1

Drug dosage:

DoseUnitRoute
3 g O
3 g O
7 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 2.51 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 15 % Benet LZ, Broccatelli F, Oprea TI
BA (Bioavailability) 99 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1898 YEAR INTRODUCED

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
Completed suicide 396.54 19.62 202 3420 145718 46536722
Toxicity to various agents 172.03 19.62 137 3485 211629 46470811
Skin burning sensation 135.81 19.62 45 3577 10647 46671793
Erythema 121.19 19.62 95 3527 142725 46539715
Acne 91.90 19.62 40 3582 19879 46662561
Dry skin 91.21 19.62 50 3572 40966 46641474
Skin irritation 89.83 19.62 30 3592 7257 46675183
Skin exfoliation 86.89 19.62 45 3577 32893 46649547
Drug hypersensitivity 81.33 19.62 97 3525 243728 46438712
Pain of skin 54.30 19.62 21 3601 7721 46674719
Suspected suicide 45.03 19.62 16 3606 4645 46677795
Lichen nitidus 42.21 19.62 7 3615 73 46682367
Exposure via ingestion 41.63 19.62 14 3608 3453 46678987
Skin swelling 35.83 19.62 11 3611 2029 46680411
Rhinovirus infection 33.31 19.62 12 3610 3624 46678816
Palmoplantar keratoderma 33.08 19.62 6 3616 109 46682331
Chemical burn of skin 26.88 19.62 5 3617 105 46682335
Sexual abuse 25.89 19.62 5 3617 129 46682311
Soft tissue necrosis 25.62 19.62 6 3616 394 46682046
Psoriasis 22.39 19.62 29 3593 78575 46603865
Tardive dyskinesia 21.87 19.62 11 3611 7532 46674908
Change of bowel habit 20.67 19.62 7 3615 1761 46680679
Inappropriate schedule of product administration 20.12 19.62 25 3597 64988 46617452
Drug clearance decreased 19.69 19.62 6 3616 1078 46681362

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
Completed suicide 304.94 23.02 155 2453 99337 29850533
Choroiditis 150.92 23.02 30 2578 805 29949065
Endophthalmitis 131.76 23.02 35 2573 3445 29946425
Toxicity to various agents 107.55 23.02 102 2506 177081 29772789
Uveitis 99.06 23.02 31 2577 5446 29944424
Intraocular pressure increased 96.89 23.02 30 2578 5090 29944780
Eye pain 82.75 23.02 33 2575 11756 29938114
Visual acuity reduced 79.77 23.02 35 2573 15811 29934059
Skin burning sensation 66.68 23.02 21 2587 3759 29946111
Erythema 43.66 23.02 43 2565 77408 29872462
Condition aggravated 38.04 23.02 53 2555 137813 29812057
Dry skin 35.74 23.02 23 2585 22431 29927439
Palmar-plantar erythrodysaesthesia syndrome 33.39 23.02 19 2589 14851 29935019
Psoriasis 32.48 23.02 28 2580 42478 29907392
Chondritis 30.53 23.02 6 2602 151 29949719
Acne 29.43 23.02 15 2593 9421 29940449
Exposure via ingestion 24.35 23.02 9 2599 2602 29947268
Skin exfoliation 23.46 23.02 18 2590 23154 29926716

Pharmacologic Action:

SourceCodeDescription
ATC D01AE12 DERMATOLOGICALS
ANTIFUNGALS FOR DERMATOLOGICAL USE
ANTIFUNGALS FOR TOPICAL USE
Other antifungals for topical use
ATC N02BA03 NERVOUS SYSTEM
ANALGESICS
OTHER ANALGESICS AND ANTIPYRETICS
Salicylic acid and derivatives
ATC N02BA04 NERVOUS SYSTEM
ANALGESICS
OTHER ANALGESICS AND ANTIPYRETICS
Salicylic acid and derivatives
ATC N02BA08 NERVOUS SYSTEM
ANALGESICS
OTHER ANALGESICS AND ANTIPYRETICS
Salicylic acid and derivatives
ATC N02BA12 NERVOUS SYSTEM
ANALGESICS
OTHER ANALGESICS AND ANTIPYRETICS
Salicylic acid and derivatives
ATC N02BA16 NERVOUS SYSTEM
ANALGESICS
OTHER ANALGESICS AND ANTIPYRETICS
Salicylic acid and derivatives
ATC S01BC08 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFLAMMATORY AGENTS
Antiinflammatory agents, non-steroids
MeSH PA D000700 Analgesics
MeSH PA D018712 Analgesics, Non-Narcotic
MeSH PA D000893 Anti-Inflammatory Agents
MeSH PA D000894 Anti-Inflammatory Agents, Non-Steroidal
MeSH PA D018501 Antirheumatic Agents
MeSH PA D016861 Cyclooxygenase Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018689 Sensory System Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000935 Antifungal Agents
MeSH PA D003879 Dermatologic Agents
MeSH PA D007641 Keratolytic Agents
CHEBI has role CHEBI:35441 anti-infective drugs
CHEBI has role CHEBI:35718 antifungal drug
CHEBI has role CHEBI:37848 plant hormones
CHEBI has role CHEBI:50176 desquamating agent
CHEBI has role CHEBI:73181 l-ascorbic acid-specific peroxidase inhibitors
CHEBI has role CHEBI:76924 plant metabolites
CHEBI has role CHEBI:84735 algal metabolites

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Tinea pedis indication 6020002 DOID:12403
Pain indication 22253000
Greasy skin indication 42273000
Seborrheic dermatitis indication 50563003 DOID:8741
Allergic rhinitis indication 61582004
Verruca plantaris indication 63440008 DOID:13775
Rheumatoid arthritis indication 69896004 DOID:7148
Common cold indication 82272006 DOID:10459
Tinea corporis indication 84849002
Acne vulgaris indication 88616000
Pityriasis simplex indication 200767005
Disorder of keratinization indication 277905003
Fever indication 386661006
Hyperkeratosis indication 396228006
Osteoarthritis indication 396275006
Synovitis indication 416209007 DOID:2703
Calluses and Corns indication
Crohn's disease off-label use 34000006
Tendinitis off-label use 34840004 DOID:971
Rheumatic fever off-label use 58718002 DOID:1586
Ulcerative colitis off-label use 64766004 DOID:8577
Tenosynovitis off-label use 67801009 DOID:970
Juvenile rheumatoid arthritis off-label use 410795001
Itching of skin off-label use 418363000

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.81 acidic
pKa2 12.79 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
Carbonic anhydrase 14 Enzyme Ki 4.30 CHEMBL
Carbonic anhydrase 4 Enzyme Ki 4.95 CHEMBL
Carbonic anhydrase 1 Enzyme Ki 5 CHEMBL
Carbonic anhydrase 7 Enzyme Ki 4.09 CHEMBL
Carbonic anhydrase 9 Enzyme Ki 4.10 CHEMBL
Carbonic anhydrase 12 Enzyme Ki 5.06 CHEMBL
Carbonic anhydrase 6 Enzyme Ki 4.92 CHEMBL
Carbonic anhydrase 2 Enzyme Ki 5.15 CHEMBL
Salicylic acid-binding protein 2 Enzyme WOMBAT-PK
Carbonic anhydrase 13 Enzyme Ki 4.17 CHEMBL
Carbonic anhydrase 15 Enzyme Ki 5.14 CHEMBL
Polyphenol oxidase 2 Enzyme IC50 4 CHEMBL
Solute carrier family 22 member 20 Transporter Ki 4.36 CHEMBL

External reference:

IDSource
4018663 VUID
N0000146974 NUI
D00097 KEGG_DRUG
2016-36-6 SECONDARY_CAS_RN
4018419 VANDF
4018434 VANDF
4018663 VANDF
4018996 VANDF
C0036079 UMLSCUI
CHEBI:16914 CHEBI
SAL PDB_CHEM_ID
338 PUBCHEM_CID
CHEMBL2104095 ChEMBL_ID
CHEMBL2104788 ChEMBL_ID
DB00936 DRUGBANK_ID
DB14006 DRUGBANK_ID
CHEMBL3707214 ChEMBL_ID
CHEMBL3707342 ChEMBL_ID
CHEMBL424 ChEMBL_ID
CHEMBL447868 ChEMBL_ID
DB13860 DRUGBANK_ID
D020156 MESH_DESCRIPTOR_UI
D012980 MESH_DESCRIPTOR_UI
C015075 MESH_SUPPLEMENTAL_RECORD_UI
4306 IUPHAR_LIGAND_ID
1938 INN_ID
5485 INN_ID
KD510K1IQW UNII
20974 RXNORM
4438 MMSL
5235 MMSL
5439 MMSL
5494 MMSL
9170 MMSL
d00492 MMSL
d00843 MMSL
001586 NDDF
001590 NDDF
001592 NDDF
001951 NDDF
005692 NDDF
006027 NDDF
370179008 SNOMEDCT_US
387253001 SNOMEDCT_US
387411000 SNOMEDCT_US
46741005 SNOMEDCT_US
65302009 SNOMEDCT_US
72968006 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
SKIN MEDICA Purifying Foaming Wash HUMAN OTC DRUG LABEL 1 0023-4948 LIQUID 20 mg TOPICAL OTC MONOGRAPH FINULLL 10 sections
DHS SAL4 oz. HUMAN OTC DRUG LABEL 1 0096-0738 SHAMPOO 0.04 g TOPICAL OTC monograph final 8 sections
Zapzyt Acne Wash Cleanser HUMAN OTC DRUG LABEL 1 0295-0071 GEL 2 g TOPICAL OTC monograph final 9 sections
Cetaphil Gentle Clear Mattifying Acne Moisturizer HUMAN OTC DRUG LABEL 1 0299-4117 LOTION 5 mg TOPICAL OTC monograph final 9 sections
Cetaphil Gentle Clear Clarifying Acne Cleanser HUMAN OTC DRUG LABEL 1 0299-4119 CREAM 20 mg TOPICAL OTC monograph final 10 sections
Differin Acne Clearing Body Scrub HUMAN OTC DRUG LABEL 1 0299-4609 LIQUID 20 mg TOPICAL OTC monograph final 10 sections
Almay Clear Complexion Liquid Makeup for Oily Skin HUMAN OTC DRUG LABEL 1 0311-0715 LIQUID 0.50 mg TOPICAL OTC monograph final 7 sections
Almay Clear Complexion Blemish Healing Spot Concealer HUMAN OTC DRUG LABEL 1 0311-0716 LIQUID 2 mg TOPICAL OTC monograph final 8 sections
Almay Clear Complexion Blemish Healing Spot Concealer HUMAN OTC DRUG LABEL 1 0311-0718 LIQUID 0.01 g TOPICAL OTC monograph final 8 sections
Almay Clear Complexion Liquid Makeup HUMAN OTC DRUG LABEL 1 0311-0720 LIQUID 2 mg TOPICAL OTC monograph final 8 sections
Almay Clear Complexion Pressed Powder HUMAN OTC DRUG LABEL 1 0311-0721 POWDER 0.00 g TOPICAL OTC monograph final 8 sections
Almay Clear Complexion Blemish Armor HUMAN OTC DRUG LABEL 1 0311-0722 LIQUID 2 mg TOPICAL OTC monograph final 10 sections
ALMAY CLEAR COMPLEXION MAKEUP HUMAN OTC DRUG LABEL 1 0311-0724 EMULSION 1 mg TOPICAL OTC monograph final 7 sections
ALMAY CLEAR COMPLEXION CONCEALER HUMAN OTC DRUG LABEL 1 0311-0725 LIQUID 2 mg TOPICAL OTC monograph final 8 sections
Salicylic acid HUMAN OTC DRUG LABEL 1 0363-0017 CREAM 5.05 mg TOPICAL OTC monograph final 10 sections
Charcoal Blackhead Clearing Scrub HUMAN OTC DRUG LABEL 1 0363-0027 CREAM 20.60 mg TOPICAL OTC monograph final 11 sections
Salicylic Acid HUMAN OTC DRUG LABEL 1 0363-0203 PATCH 40 mg TOPICAL OTC monograph final 12 sections
Salicylic Acid HUMAN OTC DRUG LABEL 1 0363-0219 GEL 0.17 g TOPICAL OTC monograph final 14 sections
Oil-Free Daily Face HUMAN OTC DRUG LABEL 1 0363-0480 CREAM 2 g TOPICAL OTC monograph final 8 sections
Walgreens Oil-Free Acne Wash HUMAN OTC DRUG LABEL 1 0363-0536 SOLUTION 2 g TOPICAL OTC monograph final 9 sections
Walgreens Medicated Callus Removers HUMAN OTC DRUG LABEL 1 0363-0819 DISC 17.67 mg TOPICAL OTC monograph final 13 sections
Acne Scrub HUMAN OTC DRUG LABEL 1 0363-0821 GEL 21 mg TOPICAL OTC monograph final 11 sections
WALGREENSPINK GRAPEFRUIT HUMAN OTC DRUG LABEL 1 0363-0828 LIQUID 20 mg TOPICAL OTC monograph final 13 sections
WELL AT WALGREENSPINK GRAPEFRUIT HUMAN OTC DRUG LABEL 1 0363-0829 LIQUID 20 mg TOPICAL OTC monograph final 13 sections
Well at Walgreens Blemish and Blackhead Control Apricot HUMAN OTC DRUG LABEL 1 0363-0830 LIQUID 0.02 g TOPICAL OTC monograph final 13 sections
WALGREENS ALL PURPOSE PSORIASIS WASH HUMAN OTC DRUG LABEL 1 0363-0905 LIQUID 30 mg TOPICAL OTC monograph final 13 sections
Charcoal Blackhead Clearing Scrub HUMAN OTC DRUG LABEL 1 0363-0910 CREAM 20.60 mg TOPICAL OTC monograph final 12 sections
WALGREENS DAILY REPAIR PSORIASIS MOISTURIZER HUMAN OTC DRUG LABEL 1 0363-0920 LOTION 30 mg TOPICAL OTC monograph final 13 sections
Oil Free Acne Wash HUMAN OTC DRUG LABEL 1 0363-0947 LOTION 20.60 mg TOPICAL OTC monograph final 10 sections
WALGREENS FOAMING BODY WASH ACNE TREATMENT HUMAN OTC DRUG LABEL 1 0363-0948 LIQUID 20 mg TOPICAL OTC monograph final 11 sections