Page last updated: 2024-11-09

dehydrovomifoliol

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

Description

dehydrovomifoliol: isolated from Litsea sessilis; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

(6S)-dehydrovomifoliol : A dehydrovomifoliol that has S-configuration at the chiral centre. [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]

dehydrovomifoliol : A fenchane monoterpenoid that is substituted by methyl groups at positions 3, 5, and 5, and by both a hydroxy group and a 3-oxobut-1-en-1-yl group at position 4. [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
LitseagenusA plant genus of the family LAURACEAE. Members contain laurotetanine and other APORPHINES.[MeSH]LauraceaeA family of mainly aromatic evergreen plants in the order Laurales. The laurel family includes 2,200 species in 45 genera and from these are derived medicinal extracts, essential oils, camphor and other products.[MeSH]

Cross-References

ID SourceID
PubMed CID688492
CHEMBL ID461278
CHEBI ID4372
SCHEMBL ID15994623
MeSH IDM0534134

Synonyms (33)

Synonym
(6s)-6-hydroxy-3-oxo-alpha-ionone
C02533 ,
dehydrovomifoliol
(4s)-4-hydroxy-3,5,5-trimethyl-4-[(1e)-3-oxobut-1-enyl]cyclohex-2-en-1-one
(6s)-dehydrovomifoliol
CHEBI:4372 ,
(4s)-4-hydroxy-3,5,5-trimethyl-4-[(1e)-3-oxobut-1-en-1-yl]cyclohex-2-en-1-one
CHEMBL461278
(+)-dehydrovomifoliol
(4s)-4-hydroxy-3,5,5-trimethyl-4-[(e)-3-oxobut-1-enyl]cyclohex-2-en-1-one
LMPR0103050009
(4s)-4-hydroxy-3,5,5-trimethyl-4-[(z)-3-oxobut-1-enyl]cyclohex-2-en-1-one
(4s)-4-hydroxy-3,5,5-trimethyl-4-[3-oxobut-1-en-1-yl]cyclohex-2-en-1-one
SCHEMBL15994623
(+)-(s)-dehydrovomifoliol
2-cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-[(1e)-3-oxo-1-butenyl]-, (4s)-
(s,e)-4-hydroxy-3,5,5-trimethyl-4-(3-oxobut-1-en-1-yl)cyclohex-2-enone
JJRYPZMXNLLZFH-URWSZGRFSA-N
2-cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-[(1e)-3-oxo-1-buten-1-yl]-, (4s)-
(s)-(+)-dehydrovomifoliol
2-cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-(3-oxo-1-butenyl)-, [s-(e)]-
1-hydroxy-4-keto-2-ionone
39763-33-2
Q27106358
unii-3j9e6p8k84
dehydrovomifoliol, (s)-
3j9e6p8k84 ,
2-cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-(3-oxo-1-butenyl)-, (s-(e))-
dehydrovomifoliol, (+)-
(4s)-4-hydroxy-3,5,5-trimethyl-4-((1e)-3-oxo-1-buten-1-yl)-2-cyclohexen-1-one
CS-0143573
HY-137996
AKOS040761599
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[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 (1)

ClassDescription
dehydrovomifoliolA fenchane monoterpenoid that is substituted by methyl groups at positions 3, 5, and 5, and by both a hydroxy group and a 3-oxobut-1-en-1-yl group at position 4.
[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 (21)

Assay IDTitleYearJournalArticle
AID611571Cytotoxicity against human C8166 cells after 3 days by MTT assay2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.
AID1398545Inhibition of biotinylated consensus sequence binding to NF-kB p65 in human HeLa nuclear extracts after 3 hrs by ELISA2018Bioorganic & medicinal chemistry, 08-15, Volume: 26, Issue:15
Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives.
AID611575Cytostatic activity against human HL60 cells after 48 cells by MTT assay2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.
AID1398544Cytotoxicity against human OVCAR3 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay2018Bioorganic & medicinal chemistry, 08-15, Volume: 26, Issue:15
Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives.
AID611579Cytostatic activity against human SW480 cells after 48 cells by MTT assay2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.
AID1181044Inhibition of LPS-induced IL-1beta production in mouse RAW264.7 cells after 24 hrs by ELISA2014Journal of natural products, Jul-25, Volume: 77, Issue:7
2-Phenoxychromones and prenylflavonoids from Epimedium koreanum and their inhibitory effects on LPS-induced nitric oxide and interleukin-1β production.
AID752787Inhibition of porcine pancreatic lipase using para-nitrophenyl butyrate as substrate at 100 uM by ELISA2013Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12
Chemical constituents from Nelumbo nucifera leaves and their anti-obesity effects.
AID360936Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 by [3H]hypoxanthine uptake2001Journal of natural products, Jun, Volume: 64, Issue:6
Antimalarial compounds from Rhaphidophora decursiva.
AID1398543Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay2018Bioorganic & medicinal chemistry, 08-15, Volume: 26, Issue:15
Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives.
AID1398542Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay2018Bioorganic & medicinal chemistry, 08-15, Volume: 26, Issue:15
Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives.
AID333241Reduction of Lactuca sativa length development2004Journal of natural products, Sep, Volume: 67, Issue:9
Isolation and phytotoxicity of apocarotenoids from Chenopodium album.
AID1181043Inhibition of LPS-induced NO production in mouse RAW264.7 cells after 24 hrs by Griess reagent based assay2014Journal of natural products, Jul-25, Volume: 77, Issue:7
2-Phenoxychromones and prenylflavonoids from Epimedium koreanum and their inhibitory effects on LPS-induced nitric oxide and interleukin-1β production.
AID611574Antiinflammatory against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.
AID611576Cytostatic activity against human SMMC7721 cells after 48 cells by MTT assay2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.
AID611572Antiviral activity against Human immunodeficiency virus 1 3B infected in human C8166 cells assessed as numbers of syncytia after 3 days by MTT assay2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.
AID1372697Inhibition of mushroom tyrosinase using tyrosine as substrate pretreated for 5 mins followed by substrate addition measured after 20 mins by ELISA2018Bioorganic & medicinal chemistry, 01-15, Volume: 26, Issue:2
Characterization of tyrosinase inhibitory constituents from the aerial parts of Humulus japonicus using LC-MS/MS coupled online assay.
AID611577Cytostatic activity against human A549 cells after 48 cells by MTT assay2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.
AID1398546Inhibition of mitochondrial membrane potential in human HT-29 cells after 3 hrs by JC-1 staining based fluorescence assay2018Bioorganic & medicinal chemistry, 08-15, Volume: 26, Issue:15
Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives.
AID752786Antiobesity activity in mouse 3T3L1 cells assessed as reduction of fat accumulation at 100 uM by oil Red O staining-based ELISA2013Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12
Chemical constituents from Nelumbo nucifera leaves and their anti-obesity effects.
AID611578Cytostatic activity against human MCF7 cells after 48 cells by MTT assay2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.
AID1398541Cytotoxicity against human HT-29 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay2018Bioorganic & medicinal chemistry, 08-15, Volume: 26, Issue:15
Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (25.00)29.6817
2010's8 (66.67)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.74

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.74 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.72 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.74)

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%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]