levomenthol Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
934 89-78-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • menthol
  • hexahydrothymol
  • menthacamphor
  • menthomenthol
  • thymomenthol
  • levomenthol
  • (-)-menthol
A monoterpene cyclohexanol produced from mint oils.
  • Molecular weight: 156.27
  • Formula: C10H20O
  • CLOGP: 3.23
  • LIPINSKI: 0
  • HAC: 1
  • HDO: 1
  • TPSA: 20.23
  • ALOGS: -2.45
  • ROTB: 1

  • Status: OFP

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

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
None FDA

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
Product adhesion issue 1638.53 15.84 311 5408 4644 46675699
Product quality issue 998.23 15.84 304 5415 35344 46644999
Drug ineffective for unapproved indication 419.63 15.84 131 5588 16282 46664061
Methaemoglobinaemia 181.40 15.84 44 5675 2118 46678225
No adverse event 66.13 15.84 45 5674 34186 46646157
Food intolerance 52.77 15.84 17 5702 2315 46678028
Off label use 51.76 15.84 131 5588 379710 46300633
Injection site inflammation 44.24 15.84 16 5703 3086 46677257
Application site pain 40.20 15.84 16 5703 4007 46676336
Application site rash 39.40 15.84 14 5705 2568 46677775
Application site irritation 32.13 15.84 11 5708 1808 46678535
Application site discomfort 28.62 15.84 7 5712 348 46679995
Rhinovirus infection 27.98 15.84 12 5707 3624 46676719
Cyanosis 23.93 15.84 18 5701 15953 46664390
Drug ineffective 23.36 15.84 152 5567 677686 46002657
Urosepsis 20.15 15.84 16 5703 15337 46665006
Application site vesicles 18.83 15.84 7 5712 1457 46678886
Application site erythema 18.73 15.84 10 5709 4894 46675449
Fallopian tube cyst 17.61 15.84 4 5715 144 46680199
Vulvovaginal swelling 17.31 15.84 5 5714 472 46679871

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
Product adhesion issue 589.01 18.77 105 2844 1360 29948169
Product quality issue 298.57 18.77 99 2850 18675 29930854
Drug ineffective for unapproved indication 95.35 18.77 37 2912 10843 29938686
Methaemoglobinaemia 90.77 18.77 25 2924 2485 29947044

Pharmacologic Action:

SourceCodeDescription
MeSH PA D000982 Antipruritics
MeSH PA D003879 Dermatologic Agents
CHEBI has role CHEBI:51177 cough suppressant
CHEBI has role CHEBI:53784 antispasmodics
CHEBI has role CHEBI:59683 anti-itching drug

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Seborrheic dermatitis indication 50563003 DOID:8741
Pityriasis versicolor indication 56454009 DOID:9060
Diaper rash indication 91487003
Backache indication 161891005
Pityriasis simplex indication 200767005
Skin irritation indication 367466007
Local anesthesia indication 386761002
Itching of skin indication 418363000
Mouth Irritation indication
Minor Skin Wound Pain indication
Suppression of the Gag Reflex indication
Sprains and Strains indication
Arthritic Pain indication
Gastritis contraindication 4556007 DOID:4029
Bacterial septicemia contraindication 10001005 DOID:0040085
Primary hyperoxaluria contraindication 17901006 DOID:2977
Hypocupremia contraindication 19577007
Infection of skin AND/OR subcutaneous tissue contraindication 19824006
Shock contraindication 27942005
Methemoglobinemia contraindication 38959009 DOID:10783
Gastrointestinal ulcer contraindication 40845000
Distinctive exudative discoid AND lichenoid chronic dermatosis of Sulzberger and Garbe contraindication 41580004
Body fluid retention contraindication 43498006
Conduction disorder of the heart contraindication 44808001
Disorder of cardiovascular system contraindication 49601007 DOID:1287
Vitamin K deficiency contraindication 52675005 DOID:11249
Nasal polyp contraindication 52756005
Hepatic failure contraindication 59927004
Blood coagulation disorder contraindication 64779008 DOID:1247
Diabetes mellitus contraindication 73211009 DOID:9351
Factor II deficiency contraindication 73975000
Gastrointestinal hemorrhage contraindication 74474003
Thrombotic thrombocytopenic purpura contraindication 78129009 DOID:10772
Decreased respiratory function contraindication 80954004
Kidney disease contraindication 90708001 DOID:557
Thyrotoxicosis contraindication 90739004 DOID:7997
Hemophilia contraindication 90935002
Disorder of skin contraindication 95320005 DOID:37
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Deficiency of cytochrome-b>5< reductase contraindication 124184009
Open wound contraindication 125643001
Hb SS disease contraindication 127040003 DOID:10923
Seizure disorder contraindication 128613002
Heart block contraindication 233916004
Gastroesophageal reflux disease contraindication 235595009 DOID:8534
Disease of liver contraindication 235856003 DOID:409
Condyloma acuminatum contraindication 240542006 DOID:11168
Anemia contraindication 271737000 DOID:2355
Pregnancy, function contraindication 289908002
Cardiovascular event risk contraindication 395112001
Hemochromatosis contraindication 399187006 DOID:2352
Peripheral vascular disease contraindication 400047006
Breastfeeding (mother) contraindication 413712001
Blister contraindication 417237009
Denuded skin contraindication 418242004
Inflammatory dermatosis contraindication 703938007

Acid dissociation constants calculated using MoKa v3.0.0

None

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
Transient receptor potential cation channel subfamily M member 8 Ion channel ACTIVATOR EC50 4.60 IUPHAR SCIENTIFIC LITERATURE
Transient receptor potential cation channel subfamily A member 1 Ion channel ACTIVATOR EC50 4.50 IUPHAR
Transient receptor potential cation channel subfamily A member 1 Unclassified GATING INHIBITOR IC50 4.20 IUPHAR
Transient receptor potential cation channel subfamily M member 8 Unclassified ACTIVATOR EC50 4.20 IUPHAR
Transient receptor potential cation channel subfamily M member 8 Unclassified ACTIVATOR EC50 5.40 IUPHAR

External reference:

IDSource
4018868 VUID
N0000147167 NUI
D04918 KEGG_DRUG
2216-51-5 SECONDARY_CAS_RN
4018868 VANDF
C0771655 UMLSCUI
CHEBI:15409 CHEBI
16666 PUBCHEM_CID
CHEMBL470670 ChEMBL_ID
CHEMBL256087 ChEMBL_ID
DB00825 DRUGBANK_ID
DB14123 DRUGBANK_ID
D008610 MESH_DESCRIPTOR_UI
2430 IUPHAR_LIGAND_ID
6725 INN_ID
BZ1R15MTK7 UNII
1430390 RXNORM
11399 MMSL
5044 MMSL
001991 NDDF
005811 NDDF
387414008 SNOMEDCT_US
421208001 SNOMEDCT_US
423685001 SNOMEDCT_US
73170009 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Maximum Strenght Lidocaine plus Menthol Pain Relief Patch HUMAN OTC DRUG LABEL 2 11822-6514 PATCH 1 g TOPICAL OTC monograph not final 13 sections
Dermoplast Pain Relieving HUMAN OTC DRUG LABEL 2 16864-680 SPRAY 5 mg TOPICAL OTC MONOGRAPH NOT FINULLL 13 sections
Dermoplast Sunburn and Burn Relief HUMAN OTC DRUG LABEL 2 16864-681 SPRAY 5 mg TOPICAL OTC MONOGRAPH NOT FINULLL 13 sections
Dermoplast Insect Itch and Sting Relief HUMAN OTC DRUG LABEL 2 16864-682 SPRAY 5 mg TOPICAL OTC MONOGRAPH NOT FINULLL 13 sections
New NBF GINGIVAL Gel HUMAN OTC DRUG LABEL 2 23636-1002 GEL 0.40 g DENTAL OTC monograph not final 11 sections
AVON HeXashield Pain Relief for Muscle, Back and JointCream HUMAN OTC DRUG LABEL 3 43136-102 CREAM 100 mg TOPICAL OTC monograph not final 14 sections
Satohap HUMAN OTC DRUG LABEL 3 49873-018 PATCH 4 mg TOPICAL OTC monograph not final 11 sections
Satogesic HUMAN OTC DRUG LABEL 3 49873-060 PATCH 4 mg TOPICAL OTC monograph not final 12 sections
Satohap HUMAN OTC DRUG LABEL 3 49873-065 LOTION 4 g TOPICAL OTC monograph not final 11 sections
Satohap HUMAN OTC DRUG LABEL 3 49873-068 SPRAY 4 g TOPICAL OTC monograph not final 11 sections
Satohap Lidocaine 4% Menthol 1% Pain Relieving Cream HUMAN OTC DRUG LABEL 2 49873-619 CREAM 1 g TOPICAL OTC monograph not final 11 sections
Satohap HUMAN OTC DRUG LABEL 3 49873-620 LOTION 6 g TOPICAL OTC monograph not final 12 sections
Satohap Cool and Hot Pads HUMAN OTC DRUG LABEL 3 49873-621 PATCH 6 g TOPICAL OTC monograph not final 15 sections
Tact CoolJelly HUMAN OTC DRUG LABEL 2 49873-704 GEL 1 g TOPICAL OTC monograph not final 10 sections
TACT HUMAN OTC DRUG LABEL 2 49873-705 CREAM 1 g TOPICAL OTC monograph not final 10 sections
RICHENNULLPHARMGROWMAX Hair care Tonic HUMAN OTC DRUG LABEL 2 50629-1005 LIQUID 0.40 mL TOPICAL unapproved drug other 2 sections
Pain ReliefPatches Patches HUMAN OTC DRUG LABEL 3 53043-001 PATCH 4 mL TOPICAL OTC monograph not final 10 sections
Mini Pain Relief HUMAN OTC DRUG LABEL 3 53043-003 PATCH 2.70 mg TOPICAL OTC monograph not final 10 sections
GINSENGGO HUMAN OTC DRUG LABEL 3 55264-005 PATCH 1.40 mg TOPICAL OTC monograph not final 12 sections
Sinsin Mulpas HUMAN OTC DRUG LABEL 3 55264-007 LIQUID 4.20 mg TOPICAL OTC monograph not final 10 sections
SINSINPAP COOL HUMAN OTC DRUG LABEL 5 55264-012 PATCH 49.40 mg TOPICAL OTC monograph not final 12 sections
Arex Sinsin Pas HUMAN OTC DRUG LABEL 5 55264-020 PATCH 45.45 mg TOPICAL OTC monograph not final 14 sections
Arex Sinsin Pas HUMAN OTC DRUG LABEL 5 55264-021 PATCH 90.90 mg TOPICAL OTC monograph not final 14 sections
SINSINPAS Pain Relieving Patch HUMAN OTC DRUG LABEL 3 55264-101 PATCH 25.48 g TOPICAL OTC monograph not final 8 sections
AIR SINSINPAS-EX HUMAN OTC DRUG LABEL 3 55264-102 SPRAY 6.40 g TOPICAL OTC monograph not final 8 sections
SINSINPAS AREX INSTANT PAIN RELIEF (NOT FOR SALE) HUMAN OTC DRUG LABEL 5 55264-108 PATCH 45.45 mg TOPICAL OTC monograph not final 16 sections
SINSINPAS AREX INSTANT PAIN RELIEF SMALL HUMAN OTC DRUG LABEL 5 55264-109 PATCH 90.90 mg CUTANEOUS OTC monograph not final 10 sections
DG Health Maximum Strength Cold n Hot HUMAN OTC DRUG LABEL 2 55910-760 CREAM 10 mg TOPICAL OTC monograph not final 12 sections
Cho-A Point Plaster HUMAN OTC DRUG LABEL 3 58354-104 PATCH 2.77 mg TOPICAL OTC monograph not final 8 sections
Medipap Cool HUMAN OTC DRUG LABEL 1 58354-107 PATCH 20 mg TOPICAL unapproved drug other 8 sections