Page last updated: 2024-09-26

capsidiol

Description

capsidiol: isolated from cultured cells of Nicotiana silvestris; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

capsidiol : An eremophilane sesquiterpenoid that is (+)-5-epi-aristolochene bearing additional 1beta- and 3alpha-hydroxy substituents. It is a phytoalexin produced in Nicotiana and Capsicum plant species in response to pathogen attack. [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]

FloraRankFlora DefinitionFamilyFamily Definition
CapsicumgenusA plant genus of the family SOLANACEAE. The hot peppers yield CAPSAICIN, which activates VANILLOID RECEPTORS. Several varieties have sweet or pungent edible fruits that are used as vegetables when fresh and spices when the pods are dried.[MeSH]SolanaceaeA plant family of the order SOLANALES, class MAGNOLIOPSIDA. Among the most noted are POTATOES; TOMATOES; CAPSICUM (green and red peppers); TOBACCO; and BELLADONNA.[MeSH]
Nicotianagenus[no description available]SolanaceaeA plant family of the order SOLANALES, class MAGNOLIOPSIDA. Among the most noted are POTATOES; TOMATOES; CAPSICUM (green and red peppers); TOBACCO; and BELLADONNA.[MeSH]

Cross-References

ID SourceID
PubMed CID161937
CHEBI ID28283
SCHEMBL ID447467
MeSH IDM0218236

Synonyms (16)

Synonym
1beta,3alpha,4betah-eremophila-9,11-diene-1,3-diol
CHEBI:28283
(1r,3r,4s,4ar,6r)-4,4a-dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol
(1r,3r,4s,4ar,6r)-6-isopropenyl-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol
capsidiol
37208-05-2
C09627
LMPR0103250002
(1r,3r,4s,4ar,6r)-4,4a-dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol 1beta,3alpha,4betah-eremophila-9,11-diene-1,3-diol
(1r,3r,4s,4ar,6r)-4,4a-dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1h-naphthalene-1,3-diol
1,3-naphthalenediol, 1,2,3,4,4a,5,6,7-octahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (1r-(1alpha,3beta,4beta,4aalpha,6alpha))-
1o869t5p54 ,
unii-1o869t5p54
SCHEMBL447467
DTXSID50190703
Q4162599

Research Excerpts

Overview

ExcerptReference
"Capsidiol is a sesquiterpene phytoalexin present in pepper fruits that can enhance plant resistance."( Baba, VY; Giacomin, RM; Gonçalves, LSA; Ivamoto-Suzuki, ST; Mueller, LA; Pereira, LFP; Powell, AF; Rodrigues, R; Strickler, SR; Vanzela, ALL, 2020)
"Capsidiol is a sesquiterpenoid phytoalexin produced in Nicotiana and Capsicum species in response to pathogen attack. "( Baldwin, IT; Ma, L; Song, N; Sun, H; Wang, L; Wang, W; Wu, J, 2019)
"Capsidiol is a bicyclic sesquiterpene, which accumulates extracellularly in plants, and has been isolated from many types of Solanaceae. "( Kasparovsky, T; Literakova, P; Lochman, J; Mikes, V; Prokop, Z; Zdrahal, Z, 2010)
"Capsidiol is a bicyclic, dihydroxylated sesquiterpene produced by several solanaceous species in response to a variety of environmental stimuli. "( Chappell, J; Coates, RM; Kwon, ST; Ralston, J; Ralston, L; Schenk, DJ; Schoenbeck, M, 2001)

Effects

ExcerptReference
"Capsidiol has antifungal activity and is formed first in tobacco and pepper plants after infestation."( Kasparovsky, T; Literakova, P; Lochman, J; Mikes, V; Prokop, Z; Zdrahal, Z, 2010)

Roles (2)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifungal agentAn antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
[role 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]

Drug Classes (3)

ClassDescription
eremophilane sesquiterpenoidAny sesquiterpenoid whose structure is related to eremophilane.
sesquiterpene phytoalexinA class of sesquterpenoids formed in plants in response to fungal infection, physical damage, chemical injury, or a pathogenic process.
octahydronaphthalenesAny carbobycyclic compound that is an octahydronaphthalene or a compound obtained from an octahydronaphthalene by formal substitution of one or more hydrogens.
[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]

Pathways (1)

capsidiol is involved in 1 pathway(s), involving a total of 11 unique proteins and 28 unique compounds

PathwayProteinsCompounds
capsidiol biosynthesis58
capsidiol biosynthesis59
Capsidiol biosynthesis111

Research

Studies (33)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (9.09)18.2507
2000's9 (27.27)29.6817
2010's18 (54.55)24.3611
2020's3 (9.09)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other33 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]