This drug entry is astuband has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Cinnamaldehyde
- DrugBank Accession Number
- DB14184
- Background
-
Cinnamaldehyde is a naturally occurring flavonoid that gives the spice cinnamon its flavour and odour. It occurs naturally in the bark of cinnamon trees and other species of the genus Cinnamomum such as camphor and cassia.
Sensitivity to cinnamaldehyde may be identified with a clinical patch test.
- Type
- Small Molecule
- Groups
- Approved, Experimental
- Structure
-
Structure for Cinnamaldehyde (DB14184)
- Weight
-
Average: 132.1592
Monoisotopic: 132.057514878 - Chemical Formula
- C9H8O
- Synonyms
-
- (3E)-3-phenylprop-2-enal
- (E)-3-Phenyl-2-propenal
- (E)-3-Phenyl-propenal
- (E)-3-Phenylpropenal
- 3-phenylacrylaldehyde
- Cinnamal
- Cinnamaldehyde
- trans-Cinnamaldehyde
- trans-Cinnamic aldehyde
- Zimtaldehyde
Pharmacology
- Indication
-
Cinnamaldehyde is approved by the FDA for use within allergenic epicutaneous patch tests which are indicated for use as an aid in the diagnosis of allergic contact dermatitis (ACD) in persons 6 years of age and older.
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-
Avoid life-threatening adverse drug eventsImprove clinical decision support with information oncontraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support. - Pharmacodynamics
-
Not Available
- Mechanism of action
- Not Available
- Absorption
-
Cinnamaldehyde is 52% absorbed through the skin and shown to be rapidly absorbed from the gut1.
- Volume of distribution
-
Not Available
- Protein binding
-
Not Available
- Metabolism
- Not Available
- Route of elimination
-
肉桂醛是代谢和排泄primarily in the urine and, to a minor extent, in the feces1. After oral or intraperitoneal administration to rats and mice, 69–98% of the dose of cinnamaldehyde was recovered in the urine and feces within 24 h1.
- Half-life
-
Not Available
- Clearance
-
Not Available
- Adverse Effects
-
Improve decision support & research outcomesWith structured adverse effects data, including:blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data. - Toxicity
-
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug InteractionsLearn More" title="" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
-
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareArticaine The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Articaine. Benzocaine The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Benzocaine. Benzyl alcohol The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Benzyl alcohol. Bupivacaine The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Bupivacaine. Butacaine The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Butacaine. Butamben The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Butamben. Calcium carbimide The risk or severity of adverse effects can be increased when Calcium carbimide is combined with Cinnamaldehyde. Capsaicin The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Capsaicin. Chloroprocaine The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Chloroprocaine. Cinchocaine The risk or severity of methemoglobinemia can be increased when Cinnamaldehyde is combined with Cinchocaine. 
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- Not Available
Products
-
Drug product information from 10+ global regionsOur datasets provide approved product information including:
dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions. - Mixture Products
-
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Dso Dressing Cinnamaldehyde(5 mL / 100 mL)+Chlorobutanol(38.3 g / 100 mL)+Cinnamon oil(5 mL / 100 mL)+Clove oil(63.4 mL / 100 mL)+Methyl salicylate(2.5 mL / 100 mL) Liquid Dental Germiphene Corporation 1963-12-31 2014-07-24 Canada 
T.R.U.E. Test Thin-Layer Rapid Use Patch Test Cinnamaldehyde(41 ug/48h)+2,2'-Dibenzothiazyl disulfide(20 ug/48h)+2-mercaptobenzothiazole(61 ug/48h)+4-(Isopropylamino)diphenylamine(10 ug/48h)+Bacitracin(486 ug/48h)+Balsam of Peru(648 ug/48h)+Benzocaine(378 ug/48h)+Benzylparaben(162 ug/48h)+Bisphenol A diglycidyl ether(32 ug/48h)+Bromothalonil(4 ug/48h)+Bronopol(203 ug/48h)+Budesonide(0.8 ug/48h)+Butylparaben(162 ug/48h)+Chlorquinaldol(77 ug/48h)+Cinchocaine hydrochloride(66 ug/48h)+Cinnamyl alcohol(63 ug/48h)+Clioquinol(77 ug/48h)+Cobalt chloride hexahydrate(4 ug/48h)+Diazolidinylurea(446 ug/48h)+Potassium dichromate(15.7 ug/48h)+Dipentamethylenethiuram disulfide(5.5 ug/48h)+Diphenylguanidine(68 ug/48h)+分散蓝106(41 ug/48h)+Disulfiram(5.5 ug/48h)+Ditiocarb zinc(68 ug/48h)+Ethyl hydroxybenzoate(162 ug/48h)+Ethylenediamine(18 ug/48h)+Eugenol(41 ug/48h)+Evernia prunastri(81 ug/48h)+Formaldehyde(146 ug/48h)+Geraniol(81 ug/48h)+Hydrocortisone butyrate(16 ug/48h)+Hydroxycitronellal(63 ug/48h)+Imidurea(486 ug/48h)+Isoeugenol(17 ug/48h)+Lanolin alcohols(810 ug/48h)+Methylchloroisothiazolinone(3 ug/48h)+Methylparaben(162 ug/48h)+Morpholinylmercaptobenzothiazole(20 ug/48h)+N,N'-diphenyl-1,4-phenylenediamine(25 ug/48h)+N-Cyclohexyl-N'-phenyl-1,4-phenylenediamine(25 ug/48h)+Neomycin sulfate(486 ug/48h)+Nickel sulfate hexahydrate(36 ug/48h)+Parthenolide(2 ug/48h)+Propylparaben(162 ug/48h)+Quaternium-15(81 ug/48h)+Rosin(972 ug/48h)+Sodium aurotiosulfate(23 ug/48h)+Tetracaine hydrochloride(66 ug/48h)+Tetramethylthiuram monosulfide(5.5 ug/48h)+Thimerosal(6 ug/48h)+Thiohexam(20 ug/48h)+Thiram(5.5 ug/48h)+Tixocortol pivalate(2 ug/48h)+Zinc dibutyldithiocarbamate(68 ug/48h)+alpha-Amyl cinnamaldehyde(17 ug/48h)+p-Phenylenediamine(65 ug/48h)+p-tert-Butylphenol-formaldehyde resin (low molecular weight)(36 ug/48h) Kit Cutaneous SmartPractice Denmark ApS 2012-03-01 Not applicable US 
Categories
- Drug Categories
-
- Aldehydes
- Antimutagenic Agents
- Antineoplastic Agents
- Antineoplastic Agents, Phytogenic
- 细胞介导免疫
- Compounds used in a research, industrial, or household setting
- Diet, Food, and Nutrition
- Drugs that are Mainly Renally Excreted
- Flavoring Agents
- Food
- Food Additives
- Food Ingredients
- Increased Histamine Release
- Pharmaceutic Aids
- Pharmaceutical Preparations
- Physiological Phenomena
- Protective Agents
- Standardized Chemical Allergen
- Chemical TaxonomyProvided byClassyfire
-
- Description
- This compound belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Cinnamaldehydes
- Sub Class
- Not Available
- Direct Parent
- Cinnamaldehydes
- Alternative Parents
- Styrenes/Enals/Organic oxides/Hydrocarbon derivatives/Aldehydes
- Substituents
- Aldehyde/Alpha,beta-unsaturated aldehyde/Aromatic homomonocyclic compound/Benzenoid/Carbonyl group/Cinnamaldehyde/Enal/Hydrocarbon derivative/Monocyclic benzene moiety/Organic oxide
- 分子Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- cinnamaldehydes (CHEBI:16731)/Monolignols (C00903)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- SR60A3XG0F
- CAS number
- 14371-10-9
- InChI Key
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N
- InChI
-
InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+
- IUPAC Name
-
(2E)-3-phenylprop-2-enal
- SMILES
-
O=C\C=C\C1=CC=CC=C1
References
- General References
-
- Belsito D, Bickers D, Bruze M, Calow P, Greim H, Hanifin JM, Rogers AE, Saurat JH, Sipes IG, Tagami H: A toxicologic and dermatologic assessment of related esters and alcohols of cinnamic acid and cinnamyl alcohol when used as fragrance ingredients. Food Chem Toxicol. 2007;45 Suppl 1:S1-23. doi: 10.1016/j.fct.2007.09.087. Epub 2007 Sep 18. [Article]
- External Links
-
- Human Metabolome Database
- HMDB0003441
- KEGG Compound
- C00903
- ChemSpider
- 553117
- BindingDB
- 50203065
- 1368153
- ChEBI
- 16731
- ChEMBL
- CHEMBL293492
- ZINC
- ZINC000001532777
- PDBe Ligand
- 9Y6
- Wikipedia
- Cinnamaldehyde
- PDB Entries
- 6agn/7p76
Clinical Trials
- Clinical TrialsLearn More" title="" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
-
Phase Status Purpose Conditions Count Not Available Unknown Status Basic Science Dermatology/Skin - Other/Neuropathic Pain/Pain/Pruritus 1
Pharmacoeconomics
- Manufacturers
-
Not Available
- Packagers
-
Not Available
- Dosage Forms
-
Form Route Strength Liquid Dental Kit Cutaneous - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
-
Property Value Source Water Solubility 0.409 mg/mL ALOGPS logP 2 ALOGPS logP 1.98 Chemaxon logS -2.5 ALOGPS pKa (Strongest Basic) -4.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 17.07 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 42.13 m3·mol-1 Chemaxon Polarizability 14.48 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Drug created at July 03, 2018 17:24 / Updated at June 12, 2020 16:53