Compounds > cinnamodial
Page last updated: 2024-12-08

cinnamodial

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

cinnamodial: dialdehyde sesquiterpene; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID442354
CHEMBL ID373458
CHEBI ID3711
SCHEMBL ID15557354
MeSH IDM0298149

Synonyms (14)

Synonym
nsc-277293
C09638 ,
23599-45-3
cinnamodial
chebi:3711 ,
CHEMBL373458 ,
AC1L9CNT ,
[(1r,4s,4as,8as)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1h-naphthalen-1-yl] acetate
1,2-naphthalenedicarboxaldehyde, 4-(acetyloxy)-1,4,4a,5,6,7,8,8a-octahydro-1-hydroxy-5,5,5a-trimethyl-, (1s-(1alpha,4beta,4aalpha,8abeta))-
SCHEMBL15557354
(-)-cinnamodial
DTXSID10178249
Q27106174
1,2-naphthalenedicarboxaldehyde, 4-(acetyloxy)-1,4,4a,5,6,7,8,8a-octahydro-1-hydroxy-5,5,8a-trimethyl-, (1s,4r,4as,8as)-

Research Excerpts

Overview

Cinnamodial is a drimane sesquiterpene dialdehyde found in the bark of Malagasy medicinal plants.

ExcerptReferenceRelevance
"Cinnamodial (CDIAL) is a drimane sesquiterpene dialdehyde found in the bark of Malagasy medicinal plants (Cinnamosma species; family Canellaceae). "( Stop the crop: Insights into the insecticidal mode of action of cinnamodial against mosquitoes.
DeLaat, A; Happel, K; Kalsi, M; Lee, B; Manwill, PK; Nguyen, B; Piermarini, PM; Rakotondraibe, LH; Sepesy, R; Trigueros, RR; Walter, A, 2021)		2.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
tertiary alcoholA tertiary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has three other carbon atoms attached to it.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (42)

Assay IDTitleYearJournalArticle
AID359674Antimicrobial activity against Candida utilis ATCC 42402 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID359680Antimicrobial activity against Sclerotinia libertiana IFO 7684 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID377679Antifungal activity against Pseudallescheria boydii after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID277830Antiviral activity against VSV2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID359671Antimicrobial activity against Micrococcus luteus IFO 3333 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID359678Antimicrobial activity against Bacillus subtilis ATCC 6633 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID377675Antifungal activity against Cryptococcus neoformans after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID359673Antimicrobial activity against Mucor mucedo IFO 7684 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID359669Antimicrobial activity against Hansenula anomala IFO 0136 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID377677Antifungal activity against Saccharomyces cerevisiae after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID359677Antimicrobial activity against Escherichia coli IFO 3545 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID359675Antimicrobial activity against Saccharomyces cerevisiae IFO 0203 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID398797Cytotoxicity against mouse P388 cells
AID377678Antifungal activity against filamentous Wangiella dermatitidis after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID277832Cytotoxicity against HeLa cells2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID359679Antimicrobial activity against Staphylococcus aureus NCTC 8530 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID377672Antifungal activity against wild type Candida albicans Al-1 after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID377673Antifungal activity against azole-resistant Candida albicans D10 after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID398800In vivo cytotoxicity against mouse P388 cells
AID277825Cytostatic activity against mouse L1210/0 cells2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID277824Inhibition of alpha-glucosidase in 1.20 mg/200 uL2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID359672Antimicrobial activity against Penicillium crustosum Thom after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID377682Potentiation of drimane-type sesquiterpene-induced antifungal activity against wild type Candida albicans Al-1 assessed as fractional inhibition concentration index2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID277836Antiviral activity against HSV1 TK KOS ACVr2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID277829Antiviral activity against vaccinia virus2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID377676Antifungal activity against Candida shehatae after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID359681Antimicrobial activity against Rhizopus chinensis IFO 4772 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID377680Antifungal activity against Alternaria alternata after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID277826Cytostatic activity against human Molt4/C8 cells2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID277835Antiviral activity against CV B42007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID377674Antifungal activity against azole-resistant Candida albicans CN1A after 48 hrs by NCCLS M27A method2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID277833Antiviral activity against HSV1 KOS2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID359670Antimicrobial activity against Proteus vulgaris IAM 12003 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID359676Antimicrobial activity against Pseudomonas aeruginosa IAM 1007 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID359668Antimicrobial activity against Schizosaccharomyces pombe IFO 0342 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID277828Cytotoxicity against E6SM cells2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID277827Cytostatic activity against human CEM/0 cells2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID377681Antifungal activity against wild type Candida albicans Al-1 in presence of dillapiol2006Journal of natural products, Jul, Volume: 69, Issue:7
Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.
AID359883Antimicrobial activity against Aspergillus niger ATCC 6275 after 2 days by twofold serial broth dilution method1993Journal of natural products, Sep, Volume: 56, Issue:9
Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.
AID277834Antiviral activity against HSV2 G2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID277831Antiviral activity against RSV2007Journal of natural products, Feb, Volume: 70, Issue:2
Cinnamacrins A-C, cinnafragrin D, and cytostatic metabolites with alpha-glucosidase inhibitory activity from Cinnamosma macrocarpa.
AID1404256Drug level in DMSO-d6 treated with capsicodendrin at 2 mg measured after 1 hr by 1H-NMR spectra analysis2018Journal of natural products, 03-23, Volume: 81, Issue:3
Capsicodendrin from Cinnamosma fragrans Exhibits Antiproliferative and Cytotoxic Activity in Human Leukemia Cells: Modulation by Glutathione.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (25.00)18.2507
2000's2 (25.00)29.6817
2010's2 (25.00)24.3611
2020's2 (25.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.42

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.42 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.72 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.42)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
ketoconazole
1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.		2.0310dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
Dillapiole
5-allyl 6,7-dimethoxy 1,3-benzodioxole: a plant based insecticide; structure in first source		2.0310benzodioxolesmetabolite
Berberine chloride (TN)
[no description available]		2.0310organic molecular entity
1-deoxynojirimycin
1-deoxy-nojirimycin: structure in first source. duvoglustat : An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration.		2.03102-(hydroxymethyl)piperidine-3,4,5-triol;
piperidine alkaloid		anti-HIV agent;
anti-obesity agent;
bacterial metabolite;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
hepatoprotective agent;
hypoglycemic agent;
plant metabolite
ribavirin
Rebetron: Rebetron is tradename		2.03101-ribosyltriazole;
aromatic amide;
monocarboxylic acid amide;
primary carboxamide		anticoronaviral agent;
antiinfective agent;
antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
warburganal
[no description available]		1.9810tertiary alcohol
polygodial
[no description available]		1.9810aldehyde
phaseollidin
phaseollidin: from Erythrina burana; RN refers to (6aR-cis)-isomer; structure given in first source. phaseollidin : A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 10.		1.9810pterocarpans
cristacarpin
cristacarpin: isolated from Erythrina burana; RN given refers to (6aS-cis)-isomer; structure given in first source		1.9810pterocarpans
abyssinone i
abyssinone I: anti-oxidant and cytotoxic compound from East African medicinal plant Erythrina abyssinica; structure in first source. abyssinone I : A monohydroxyflavanone that is (2S)-2',2'-dimethyl-2,3-dihydro-2'H,4H-2,6'-bichromen-4-one carrying a hydroxy substituent at position 7.		1.9810monohydroxyflavanone;
phenols		apoptosis inhibitor;
plant metabolite
abyssinone v
abyssinone V: isolated from Erythrina sigboidea; RN from Chemical Abstracts Index Guide; structure given in first source. abyssinone V : A trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7 and 4' and prenyl groups at positions 3' and 5' respectively.		1.98104'-hydroxyflavanones;
phenols;
trihydroxyflavanone		metabolite
sesquiterpenes
[no description available]		2.7730
capsaicin
ALGRX-4975: an injectable capsaicin (TRPV1 receptor agonist) formulation for longlasting pain relief. capsaicinoid : A family of aromatic fatty amides produced as secondary metabolites by chilli peppers.		1.9910capsaicinoidnon-narcotic analgesic;
TRPV1 agonist;
voltage-gated sodium channel blocker
tocotrienol, delta
delta-tocotrienol : A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2 and 8 and a farnesyl chain at position 2.		2.0310tocotrienol;
vitamin E		anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
bone density conservation agent;
NF-kappaB inhibitor;
plant metabolite;
radiation protective agent;
Saccharomyces cerevisiae metabolite
resiniferatoxin
resiniferatoxin: phorbol related diterpene ester; potent agonist of vanilloid TRPV1 receptors. resiniferatoxin : A heteropentacyclic compound found in Euphorbia poissonii with molecular formula C37H40O9. It is an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1).		1.9910carboxylic ester;
diterpenoid;
enone;
monomethoxybenzene;
organic heteropentacyclic compound;
ortho ester;
phenols;
tertiary alpha-hydroxy ketone		analgesic;
neurotoxin;
plant metabolite;
TRPV1 agonist
cinnamosmolide
cinnamosmolide: isolated from several species of Canellaceae family; structure in first source		2.0310
acyclovir
Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.		2.03102-aminopurines;
oxopurine		antimetabolite;
antiviral drug
ConditionIndicatedRelationship StrengthStudiesTrials
Granulocytic Leukemia
[description not available]		02.1710
Leukemia, Myeloid
Form of leukemia characterized by an uncontrolled proliferation of the myeloid lineage and their precursors (MYELOID PROGENITOR CELLS) in the bone marrow and other sites.		02.1710
Yellow Fever
An acute infectious disease primarily of the tropics, caused by a virus and transmitted to man by mosquitoes of the genera Aedes and Haemagogus. The severe form is characterized by fever, HEMOLYTIC JAUNDICE, and renal damage.		02.1710