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    Chemistry

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    Also known as: 8006-90-4, 3,7-dimethyl-1-oxaspiro[3.5]nonane;3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran;5-methyl-2-propan-2-ylcyclohexan-1-ol;5-methyl-2-propan-2-ylcyclohexan-1-one;(5-methyl-2-propan-2-ylcyclohexyl) acetate;5-methyl-2-propan-2-ylidenecyclohexan-1-one
    Molecular Formula
    C62H108O7
    Molecular Weight
    965.5  g/mol
    InChI Key
    NQSRBDFLQKBVKK-UHFFFAOYSA-N
    Mentha Piperita Oil
    Peppermint Oil is the essential oil extracted from the leaves of Mentha x piperita. Peppermint oil is used for its aromatic properties and as a flavoring and to treat illnesses of the digestive and respiratory system as well as pain.
    1 2D Structure

    Mentha Piperita Oil

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3,7-dimethyl-1-oxaspiro[3.5]nonane;3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran;5-methyl-2-propan-2-ylcyclohexan-1-ol;5-methyl-2-propan-2-ylcyclohexan-1-one;(5-methyl-2-propan-2-ylcyclohexyl) acetate;5-methyl-2-propan-2-ylidenecyclohexan-1-one
    2.1.2 InChI
    InChI=1S/C12H22O2.C10H18O.C10H14O.C10H20O.C10H18O.C10H16O/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13;1-8-3-5-10(6-4-8)9(2)7-11-10;1-7-3-4-9-8(2)6-11-10(9)5-7;3*1-7(2)9-5-4-8(3)6-10(9)11/h8-9,11-12H,5-7H2,1-4H3;8-9H,3-7H2,1-2H3;6-7H,3-5H2,1-2H3;7-11H,4-6H2,1-3H3;7-9H,4-6H2,1-3H3;8H,4-6H2,1-3H3
    2.1.3 InChI Key
    NQSRBDFLQKBVKK-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1CCC2(CC1)C(CO2)C.CC1CCC(C(C1)O)C(C)C.CC1CCC(C(C1)OC(=O)C)C(C)C.CC1CCC(C(=O)C1)C(C)C.CC1CCC2=C(C1)OC=C2C.CC1CCC(=C(C)C)C(=O)C1
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Menthae Piperitae Aetheroleum

    2. Menthae Piperitae Oil

    3. Oleum Menthae Piperitae

    4. Ws 1340

    5. Ws-1340

    6. Ws1340

    2.2.2 Depositor-Supplied Synonyms

    1. 8006-90-4

    2. 3,7-dimethyl-1-oxaspiro[3.5]nonane;3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran;5-methyl-2-propan-2-ylcyclohexan-1-ol;5-methyl-2-propan-2-ylcyclohexan-1-one;(5-methyl-2-propan-2-ylcyclohexyl) Acetate;5-methyl-2-propan-2-ylidenecyclohexan-1-one

    2.3 Create Date
    2006-06-06
    3 Chemical and Physical Properties
    Molecular Weight 965.5 g/mol
    Molecular Formula C62H108O7
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count5
    Exact Mass964.80950578 g/mol
    Monoisotopic Mass964.80950578 g/mol
    Topological Polar Surface Area103 Ų
    Heavy Atom Count69
    Formal Charge0
    Complexity953
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count11
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count6
    4 Drug and Medication Information
    4.1 Therapeutic Uses

    Parasympatholytics; Antiemetics

    National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)

    Peppermint oil is extensively used as a ... carminative, antiseptic, and local anesthetic in cold, cough, and other preparations (lozenges, syrups, ointments, tablets, etc.). Enteric coated peppermint oil capsules have been examined as a useful treatment for irritable bowel syndrome; enteric coating allows oil to reach colon in an unmetabolized state; treatment is contraindicated with meals ... and in achlorhydria. Peppermint oil has been recommended as an adjunct to colonoscopy; a diluted suspension of the oil is sprayed on the endoscope to reduce colonic spasm.

    Leung, A.Y., Foster, S. Encyclopedia of Common Natural Ingredients Used in Food, Drugs, and Cosmetics. New York, NY. John Wiley & Sons, Inc. 1996., p. 370

    TRADITIONAL MEDICINE: Peppermint, spearmint, and their oils reportedly used in both western and eastern cultures as aromatic, stomachic, stimulant, antiseptic, local anesthetic, and antispasmodic in treating indigestion, nausea, sore throat, diarrhea, colds, headaches, toothaches, and cramps. ... /has/ been reported used in cancers.

    Leung, A.Y., Foster, S. Encyclopedia of Common Natural Ingredients Used in Food, Drugs, and Cosmetics. New York, NY. John Wiley & Sons, Inc. 1996., p. 370

    MEDICATION (VET): CARMINATIVE

    The Merck Index. 9th ed. Rahway, New Jersey: Merck & Co., Inc., 1976.

    4.2 Drug Indication

    Indicated for the over-the-counter use for: -the symptomatic relief of minor spasms of the gastrointestinal tract, flatulence and abdominal pain, especially in patients with irritable bowel syndrome. -the temporary relief of itching associated with insect bites, eczema, minor burn, sunburn, minor skin irritations, minor cuts, scrapes, atopic dermatitis and other skin disorders. -the temporary symptomatic relief of mild joint and muscle pain as a local topical analgesic. -the temporary relief of tension-type headache.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Peppermint oil induces a dose-related antispasmodic effects on the gastrointestinal smooth muscles. A meta-analysis study and additional clinical studies of patients with IBS demonstrated that the treatment with peppermint oil improves abdominal symptoms compared to the placebo group, resulting in reduced severity of abdominal pain, decreased abdominal distension, reduced stool frequency, and reduced flatulence. The use of enteric-coated peppermint oil was shown to be effective in reducing gastrointestinal symptoms of non-ulcer dyspepsia. In rats, peppermint oil promoted a time-dependent choleretic effect in increasing bile production and biliary output. In randomized controlled trials, topical application of peppermint oil was associated with a significant analgesic effect and a reduction in headache intensity compared to placebo. In a study of C57BL/6 mice, topical application of peppermint oil for 4 weeks was associated with a prominent hair growth effects; a significant increase in dermal thickness, follicle number, and follicle depth.

    5.2 MeSH Pharmacological Classification

    Antiemetics

    Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

    Parasympatholytics

    Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)

    5.3 FDA Pharmacological Classification
    5.3.1 Pharmacological Classes
    Cell-mediated Immunity [PE]; Dietary Proteins [CS]; Food Additives [CS]; Increased Histamine Release [PE]; Non-Standardized Food Allergenic Extract [EPC]; Non-Standardized Plant Allergenic Extract [EPC]; Plant Proteins [CS]; Allergens [CS]
    5.4 Absorption, Distribution and Excretion

    Absorption

    After oral administration, peppermint is rapidly absorbed. Menthol is highly fat-soluble therefore rapidly absorbed from the proximal gut.

    Route of Elimination

    Peppermint oil is eliminated mainly via the bile following oral administration, with glucuronide and sulphate metabolites predominant. The metabolites, mainly menthol glucuronide and mono- or di-hydroxylated menthol derivatives, may also undergo approximately equal renal and fecal excretion. Renal recovery of total menthol within 24 hours was dose-dependent whereas the recovery in bile was substantially higher over 8 hours.

    Volume of Distribution

    No pharmacokinetic data available.

    Clearance

    No pharmacokinetic data available.

    5.5 Metabolism/Metabolites

    The predominant biliary metabolite of peppermint oil is menthol glucuronide, which undergoes enterohepatic circulation. The urinary metabolites are products of hydroxylation at the C-7 methyl group at C-8 and C-9 of the isopropyl moiety, forming a series of mono- and dihydroxymenthols and carboxylic acids, some of which are excreted in part as glucuronic acid conjugates.

    5.6 Biological Half-Life

    No pharmacokinetic data available.

    5.7 Mechanism of Action

    Dose-dependent antispasmodic effect of peppermint oil is largely mediated by its menthol constituent. It is proposed that peppermint oil relaxes gastrointestinal smooth muscle and attenuates contractile responses by reducing the influx of extracellular calcium ions. In rabbit jejunum smooth muscle cells investigated via whole cell clamp configuration technique, peppermint oil was shown to inhibit the potential-dependent calcium currents in a concentration-dependent manner. Both a reduction in peak current amplitude and an increase in the rate of current decay were observed, indicating that the pharmacological activity peppermint oil resembles that of dihydropyridine calcium antagonists. In a rat small intestine study, peppermint oil in the intestinal lumen inhibited enterocyte glucose uptake via a direct action on the brush border membrane and inhibited intestinal secretion. There is also evidence that menthol is an antagonist of L-type Ca2+ channels via interacting with dihydropyridine binding sites and blocks the currents of low-voltage-activated calcium channels. Peppermint oil may facilitate hair growth by promoting the conservation of vascularization of hair dermal papilla, which may contribute to the induction of early anagen stage of active growth phase of hair follicles.

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    ABOUT THIS PAGE

    Mentha Piperita Oil Manufacturers

    A Mentha Piperita Oil manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Mentha Piperita Oil, including repackagers and relabelers. The FDA regulates Mentha Piperita Oil manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Mentha Piperita Oil API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    Mentha Piperita Oil Suppliers

    A Mentha Piperita Oil supplier is an individual or a company that provides Mentha Piperita Oil active pharmaceutical ingredient (API) or Mentha Piperita Oil finished formulations upon request. The Mentha Piperita Oil suppliers may include Mentha Piperita Oil API manufacturers, exporters, distributors and traders.

    click here to find a list of Mentha Piperita Oil suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    Mentha Piperita Oil USDMF

    A Mentha Piperita Oil DMF (Drug Master File) is a document detailing the whole manufacturing process of Mentha Piperita Oil active pharmaceutical ingredient (API) in detail. Different forms of Mentha Piperita Oil DMFs exist exist since differing nations have different regulations, such as Mentha Piperita Oil USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Mentha Piperita Oil DMF submitted to regulatory agencies in the US is known as a USDMF. Mentha Piperita Oil USDMF includes data on Mentha Piperita Oil's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Mentha Piperita Oil USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of Mentha Piperita Oil suppliers with USDMF on PharmaCompass.

    Mentha Piperita Oil JDMF

    The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

    The Mentha Piperita Oil Drug Master File in Japan (Mentha Piperita Oil JDMF) empowers Mentha Piperita Oil API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

    PMDA reviews the Mentha Piperita Oil JDMF during the approval evaluation for pharmaceutical products. At the time of Mentha Piperita Oil JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

    click here to find a list of Mentha Piperita Oil suppliers with JDMF on PharmaCompass.

    Mentha Piperita Oil CEP

    A Mentha Piperita Oil CEP of the European Pharmacopoeia monograph is often referred to as a Mentha Piperita Oil Certificate of Suitability (COS). The purpose of a Mentha Piperita Oil CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Mentha Piperita Oil EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Mentha Piperita Oil to their clients by showing that a Mentha Piperita Oil CEP has been issued for it. The manufacturer submits a Mentha Piperita Oil CEP (COS) as part of the market authorization procedure, and it takes on the role of a Mentha Piperita Oil CEP holder for the record. Additionally, the data presented in the Mentha Piperita Oil CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Mentha Piperita Oil DMF.

    A Mentha Piperita Oil CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Mentha Piperita Oil CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

    click here to find a list of Mentha Piperita Oil suppliers with CEP (COS) on PharmaCompass.

    Mentha Piperita Oil WC

    A Mentha Piperita Oil written confirmation (Mentha Piperita Oil WC) is an official document issued by a regulatory agency to a Mentha Piperita Oil manufacturer, verifying that the manufacturing facility of a Mentha Piperita Oil active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Mentha Piperita Oil APIs or Mentha Piperita Oil finished pharmaceutical products to another nation, regulatory agencies frequently require a Mentha Piperita Oil WC (written confirmation) as part of the regulatory process.

    click here to find a list of Mentha Piperita Oil suppliers with Written Confirmation (WC) on PharmaCompass.

    Mentha Piperita Oil GMP

    Mentha Piperita Oil Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Mentha Piperita Oil GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Mentha Piperita Oil GMP manufacturer or Mentha Piperita Oil GMP API supplier for your needs.

    Mentha Piperita Oil CoA

    A Mentha Piperita Oil CoA (Certificate of Analysis) is a formal document that attests to Mentha Piperita Oil's compliance with Mentha Piperita Oil specifications and serves as a tool for batch-level quality control.

    Mentha Piperita Oil CoA mostly includes findings from lab analyses of a specific batch. For each Mentha Piperita Oil CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Mentha Piperita Oil may be tested according to a variety of international standards, such as European Pharmacopoeia (Mentha Piperita Oil EP), Mentha Piperita Oil JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Mentha Piperita Oil USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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