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

Stem definition	Drug id	CAS RN
	934	89-78-1

Description:

Molecule	Description
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

Molecule

Description

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:

Date	Agency	Company	Orphan
None	FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Product adhesion issue	1622.92	16.00	314	6239	5183	53337330
Product quality issue	993.54	16.00	306	6247	36717	53305796
Drug ineffective for unapproved indication	389.09	16.00	131	6422	20589	53321924
Methaemoglobinaemia	184.16	16.00	45	6508	2227	53340286
No adverse event	60.44	16.00	45	6508	39220	53303293
Food intolerance	55.12	16.00	18	6535	2552	53339961
Injection site inflammation	46.85	16.00	17	6536	3301	53339212
Off label use	45.52	16.00	144	6409	472068	52870445
Application site pain	39.55	16.00	16	6537	4167	53338346
Application site rash	38.77	16.00	14	6539	2682	53339831
Application site irritation	31.83	16.00	11	6542	1853	53340660
Rhinovirus infection	30.52	16.00	13	6540	3852	53338661
Dyspepsia	29.90	16.00	42	6511	77558	53264955
Application site discomfort	28.16	16.00	7	6546	371	53342142
Nail bed tenderness	24.78	16.00	6	6547	285	53342228
Urosepsis	21.10	16.00	17	6536	16593	53325920
Cyanosis	21.07	16.00	17	6536	16622	53325891
Application site vesicles	18.68	16.00	7	6546	1487	53341026
Application site erythema	18.35	16.00	10	6543	5081	53337432
Fallopian tube cyst	17.59	16.00	4	6549	144	53342369
Autonomic neuropathy	17.41	16.00	6	6547	1002	53341511
Vulvovaginal swelling	17.26	16.00	5	6548	475	53342038

FDA Adverse Event Reporting System (Male)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Product adhesion issue	600.67	19.92	107	2945	1452	32509022
Product quality issue	308.90	19.92	101	2951	19132	32491342
Methaemoglobinaemia	93.14	19.92	26	3026	2850	32507624
Drug ineffective for unapproved indication	84.90	19.92	36	3016	13876	32496598

Pharmacologic Action:

Source	Code	Description
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)

Disease	Relation	SNOMED_ID	DOID
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:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Transient receptor potential cation channel subfamily M member 8	Ion channel	Q7Z2W7	TRPM8_HUMAN	ACTIVATOR	EC50	4.60	IUPHAR	SCIENTIFIC LITERATURE
Transient receptor potential cation channel subfamily A member 1	Ion channel	O75762	TRPA1_HUMAN	ACTIVATOR	EC50	4.50	IUPHAR
Transient receptor potential cation channel subfamily M member 8	Ion channel		TRPM8_MOUSE	ACTIVATOR	EC50	5.40	IUPHAR
Transient receptor potential cation channel subfamily M member 8	Ion channel		TRPM8_RAT	ACTIVATOR	EC50	4.20	IUPHAR
Transient receptor potential cation channel subfamily A member 1	Ion channel		TRPA1_MOUSE	GATING INHIBITOR	IC50	4.20	IUPHAR

External reference:

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

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
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 FINAL	13 sections
Dermoplast Sunburn and Burn Relief	HUMAN OTC DRUG LABEL	2	16864-681	SPRAY	5 mg	TOPICAL	OTC MONOGRAPH NOT FINAL	13 sections
Dermoplast Insect Itch and Sting Relief	HUMAN OTC DRUG LABEL	2	16864-682	SPRAY	5 mg	TOPICAL	OTC MONOGRAPH NOT FINAL	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
RICHENNAPHARMGROWMAX 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
SINSINPAS AREXLOTION	HUMAN OTC DRUG LABEL	3	55264-112	LOTION	60 mg	TOPICAL	OTC monograph not final	9 sections
SINSINPAS AREXGEL	HUMAN OTC DRUG LABEL	3	55264-114	PATCH	76.80 mg	TOPICAL	OTC monograph not final	9 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