Compounds > ergosta-7,22-dien-3-ol, (3beta,5alpha,6alpha,22e)-isomer
Page last updated: 2024-12-10

ergosta-7,22-dien-3-ol, (3beta,5alpha,6alpha,22e)-isomer

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

Description

5alpha-ergosta-7,22-dien-3beta-ol : A 3beta-sterol consisting of an ergostane skeleton with double bonds at 7- and 22-positions. [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]

Cross-References

ID SourceID
PubMed CID5283628
CHEMBL ID463973
CHEBI ID20651
MeSH IDM0324151

Synonyms (27)

Synonym
LMST01030094
5-dihydroergosterol
5alpha-ergosta-7,22e-dien-3beta-ol
5alpha-ergosta-7,22-dien-3beta-ol
5alpha-ergosta-7,22-diene-3beta-diol
CHEBI:20651 ,
2465-11-4
5-dihydroergosterin
5,6-dihydro ergosterol
CHEMBL463973
(3s,5s,9r,10s,13r,14r,17r)-17-[(e,2r,5r)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol
(3beta,5a,22e)-ergosta-7,22-dien-3-ol
stellasterin
alpha-dihydroergosterol
ergosta-7,22-dien-3-ol, (3beta,5a,22e)-
ergosterol, alpha-dihydro-
ergosta-7,22-dien-3-ol, (3b,5a,22e)-
AS-64173
(22e)-5alpha-ergosta-7,22-dien-3beta-ol
(3beta,5alpha,22e)-ergosta-7,22-dien-3-ol
Q27109324
nsc785141
nsc-785141
CS-0016605
HY-N1218
ergosta-7,22-dien-3-ol, (3beta,5alpha,22e)-
KAJ6D5YMH2
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HSV-1 agentAn anti-HSV agent agent that destroys or inhibits the replication of herpes simplex virus-1.
EC 3.2.1.18 (exo-alpha-sialidase) inhibitorAn antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
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 (1)

ClassDescription
3beta-sterolA sterol in which the hydroxy group at position 3 has beta- configuration.
[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 (18)

Assay IDTitleYearJournalArticle
AID421727Therapeutic index, ratio of TC50 for human Hep2 cells to IC50 for Respiratory syncytial virus infected in human Hep2 cells2009Journal of natural products, May-22, Volume: 72, Issue:5
Antiviral constituents against respiratory viruses from Mikania micrantha.
AID404026Antimicrobial activity against Candida maltosa SBUG 700 at 200 ug/disk by agar diffusion method2005Journal of natural products, Dec, Volume: 68, Issue:12
Antiviral Terpenoid Constituents of Ganoderma pfeifferi.
AID404023Antiviral activity against herpes simplex virus 1 infected in MDCK cells2005Journal of natural products, Dec, Volume: 68, Issue:12
Antiviral Terpenoid Constituents of Ganoderma pfeifferi.
AID404024Antimicrobial activity against Staphylococcus aureus ATCC 6538 at 200 ug/disk by agar diffusion method2005Journal of natural products, Dec, Volume: 68, Issue:12
Antiviral Terpenoid Constituents of Ganoderma pfeifferi.
AID421725Antiviral activity against Respiratory syncytial virus infected in human Hep2 cells assessed as inhibition of virus-induced cytopathogenic effect by plaque reduction assay2009Journal of natural products, May-22, Volume: 72, Issue:5
Antiviral constituents against respiratory viruses from Mikania micrantha.
AID404022Antiviral activity against influenza A virus infected in MDCK cells2005Journal of natural products, Dec, Volume: 68, Issue:12
Antiviral Terpenoid Constituents of Ganoderma pfeifferi.
AID421730Therapeutic index, ratio of TC50 for human Hep2 cells to IC50 for Parainfluenza virus type 3 infected in human Hep2 cells2009Journal of natural products, May-22, Volume: 72, Issue:5
Antiviral constituents against respiratory viruses from Mikania micrantha.
AID421729Antiviral activity against Influenza A virus infected in MDCK cells assessed as inhibition of virus-induced cytopathogenic effect by plaque reduction assay2009Journal of natural products, May-22, Volume: 72, Issue:5
Antiviral constituents against respiratory viruses from Mikania micrantha.
AID736896Cytotoxicity against LPS-stimulated mouse RAW264.7 cells assessed as cell viability at 50 uM after 24 hrs by MTT assay2013Bioorganic & medicinal chemistry letters, Mar-01, Volume: 23, Issue:5
Inhibitory effect on NO production of triterpenes from the fruiting bodies of Ganoderma lucidum.
AID736897Cytotoxicity against mouse RAW264.7 cells assessed as cell viability at 50 uM after 24 hrs by MTT assay2013Bioorganic & medicinal chemistry letters, Mar-01, Volume: 23, Issue:5
Inhibitory effect on NO production of triterpenes from the fruiting bodies of Ganoderma lucidum.
AID652956Inhibition of NGF-mediated neurite outgrowth in rat PC12 cells after 24 hrs by light microscopy2012Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7
Scabronine M, a novel inhibitor of NGF-induced neurite outgrowth from PC12 cells from the fungus Sarcodon scabrosus.
AID421732Therapeutic index, ratio of TC50 for MDCK cells to IC50 for Influenza A virus infected in MDCK cells2009Journal of natural products, May-22, Volume: 72, Issue:5
Antiviral constituents against respiratory viruses from Mikania micrantha.
AID421731Cytotoxicity against MDCK cells2009Journal of natural products, May-22, Volume: 72, Issue:5
Antiviral constituents against respiratory viruses from Mikania micrantha.
AID404025Antimicrobial activity against Escherichia coli ATCC 11229 at 200 ug/disk by agar diffusion method2005Journal of natural products, Dec, Volume: 68, Issue:12
Antiviral Terpenoid Constituents of Ganoderma pfeifferi.
AID1063365Hepatoprotective activity against D-galactosamine-induced toxicity in rat WB-F344 cells assessed as cell survival at 10 uM preincubated for 1 hr followed by D-galactosamine challenge measured after 24 hrs by MTT assay relative to normal cell2014Journal of natural products, Jan-24, Volume: 77, Issue:1
Chemical constituents from Inonotus obliquus and their biological activities.
AID1063364Hepatoprotective activity in rat WB-F344 cells assessed as inhibition of D-galactosamine-induced toxicity at 10 uM preincubated for 1 hr followed by D-galactosamine challenge measured after 24 hrs by MTT assay relative to control2014Journal of natural products, Jan-24, Volume: 77, Issue:1
Chemical constituents from Inonotus obliquus and their biological activities.
AID421728Antiviral activity against Parainfluenza virus type 3 infected in human Hep2 cells assessed as inhibition of virus-induced cytopathogenic effect by plaque reduction assay2009Journal of natural products, May-22, Volume: 72, Issue:5
Antiviral constituents against respiratory viruses from Mikania micrantha.
AID421726Cytotoxicity against human Hep2 cells2009Journal of natural products, May-22, Volume: 72, Issue:5
Antiviral constituents against respiratory viruses from Mikania micrantha.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's3 (60.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.84

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 Index12.84 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.84)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
fluorouracil
Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.		2.110nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
vanillic acid
Vanillic Acid: A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13).. vanillic acid : A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3.		2.110methoxybenzoic acid;
monohydroxybenzoic acid		plant metabolite
protocatechualdehyde
protocatechualdehyde: found in wheat grains, wheat seedlings, & other plants; RN given refers to parent cpd; see also rancinamycins; structure		2.110dihydroxybenzaldehyde
ribavirin
Rebetron: Rebetron is tradename		2.05101-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
lanosterol
[no description available]		2.11014alpha-methyl steroid;
3beta-sterol;
tetracyclic triterpenoid		bacterial metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
ergosterol
[no description available]		2.48203beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
ergostanoid;
phytosterols		fungal metabolite;
Saccharomyces cerevisiae metabolite
ganoderiol f
ganoderiol F: a ganoderma triterpene from Ganoderma amboinense; structure in first source		2.0810triterpenoid
ergosterol-5,8-peroxide
ergosterol-5,8-peroxide: also inhibits sulfatase; isolated from fungus Cercospora kikuchii; structure given in first source. ergosterol peroxide : An ergostanoid that is ergosta-6,22-dien-3-ol with a peroxy group between positions 5 and 8 (the 3beta,5alpha,8alpha,22E stereoisomer). Isolated from Ganoderma lucidum and Cordyceps sinensis, it exhibits antimycobacterial, trypanocidal and antineoplastic activities.		2.48203beta-sterol;
ergostanoid;
organic peroxide;
phytosterols		antimycobacterial drug;
antineoplastic agent;
metabolite;
trypanocidal drug
bicyclol
bicyclol: an antihepatitis drug, on the metabolism and hepatotoxicity of aflatoxin B1 (AFB1) in rats.		2.110
cerevisterol
cerevisterol: in mushroom family; Russian. cerevisterol : An ergostanoid that is (22E)-ergosta-7,22-diene substituted by hydroxy groups at positions 3, 5 and 6 (the 3beta,5alpha,6beta stereoisomer). It has been isolated from the fungus, Xylaria species.		2.07103beta-hydroxy steroid;
5alpha-hydroxy steroid;
6beta-hydroxy steroid;
ergostanoid		Aspergillus metabolite
sarcodonin g
sarcodonin G: structure in first source		2.0710
trametenolic acid b
trametenolic acid B: from Trametes lactinea; structure in first source		2.110triterpenoid
inotodiol
inotodiol: structure in first source		2.110
tuberoside
tuberoside: a steroidal saponin from the seeds of Allium tuberosum; structure in first source		2.0710steroid saponin
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.		2.02102-aminopurines;
oxopurine		antimetabolite;
antiviral drug
ConditionIndicatedRelationship StrengthStudiesTrials